How to get from Chicago to Boston, MA

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What is the best way to travel from Chicago to Boston, MA?

Looking for a trip? Compare all the available Flights and Buses for the journey to Boston, MA from Chicago. Check between different modes of transportation, look for the cheapest tickets, fastest rides and most popular stations, and see all 2 available companies to find your perfect trip!
Flight is the cheapest and fastest way on this route
Transport type
Travel time
Cheapest price
Average price
Daily departures
Bus
22h 35m
$88
$116
24
Flight
2h 24m
$81
$169
92

What is the cheapest way to reach Boston, MA from Chicago?

You can get to Boston, MA with just $81 by taking a Flight from Frontier Airlines, but you can find many more cheap offers: we have selected the best ones for next few days here for you.

Tuesday
from $81
Wednesday
from $81
Thursday
from $88
Friday
from $86
Saturday
from $97
Sunday
from $110
Monday
from $97

    Cheapest Flights Tuesday

  • Frontier Airlines
    11h 57m
    0
    12:27 PM
    Chicago Midway Airport
    Chicago Midway Airport
    1:24 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Frontier Airlines
    Economy
    from $81
  • United Airlines
    2h 24m
    0
    6:05 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    9:29 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    United Airlines
    Economy
    from $83
  • JetBlue Airways
    7h 35m
    0
    6:15 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    2:50 PM
    Boston Logan Airport
    Boston Logan Airport
    0
    JetBlue Airways
    Economy
    from $164
  • Alaska Airlines
    14h 34m
    0
    2:10 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    5:44 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Alaska Airlines
    Economy
    from $260
  • Spirit Airlines
    8h 6m
    0
    10:54 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    8:00 PM
    Boston Logan Airport
    Boston Logan Airport
    0
    Spirit Airlines
    Economy
    from $454
  • Cheapest Buses Tuesday

  • Greyhound US
    27h 25m
    0
    7:00 AM
    Chicago
    Downtown Bus Station
    11:25 AM
    Boston, MA
    Atlantic and Beach St
    0
    Greyhound US
    Economy
    $130
  • Greyhound US
    23h 25m
    0
    6:00 PM
    Chicago
    Downtown Bus Station
    6:25 PM
    Boston, MA
    Atlantic and Beach St
    0
    Greyhound US
    Economy
    $130
  • Greyhound US
    33h 15m
    0
    11:10 PM
    Chicago
    Canal & Van Buren
    9:25 AM
    Boston, MA
    Atlantic and Beach St
    0
    Greyhound US
    Economy
    $130
  • FlixBus
    23h 30m
    0
    12:25 PM
    Chicago
    Downtown Bus Station
    12:55 PM
    Boston, MA
    Atlantic and Beach St
    0
    FlixBus
    Economy
    $130
  • FlixBus
    23h 30m
    0
    12:25 PM
    Chicago
    Downtown Bus Station
    12:55 PM
    Boston, MA
    South Station
    0
    FlixBus
    Economy
    $131

    Cheapest Flights Wednesday

  • JetBlue Airways
    2h 30m
    0
    8:50 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    12:20 PM
    Boston Logan Airport
    Boston Logan Airport
    0
    JetBlue Airways
    Economy
    from $81
  • United Airlines
    2h 24m
    0
    6:05 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    9:29 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    United Airlines
    Economy
    from $83
  • United Airlines
    2h 35m
    0
    3:55 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    7:30 PM
    Boston Logan Airport
    Boston Logan Airport
    0
    United Airlines
    Economy
    from $83
  • Frontier Airlines
    12h 20m
    0
    12:04 PM
    Chicago Midway Airport
    Chicago Midway Airport
    1:24 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Frontier Airlines
    Economy
    from $95
  • Frontier Airlines
    24h 49m
    0
    6:00 AM
    Chicago Midway Airport
    Chicago Midway Airport
    7:49 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Frontier Airlines
    Economy
    from $107
  • Cheapest Buses Wednesday

  • Greyhound US
    23h 25m
    0
    6:00 PM
    Chicago
    Downtown Bus Station
    6:25 PM
    Boston, MA
    Atlantic and Beach St
    0
    Greyhound US
    Economy
    $106
  • FlixBus
    25h 35m
    0
    7:15 PM
    Chicago
    Downtown Bus Station
    9:50 PM
    Boston, MA
    Atlantic and Beach St
    0
    FlixBus
    Economy
    $107
  • Greyhound US
    27h 25m
    0
    7:00 AM
    Chicago
    Downtown Bus Station
    11:25 AM
    Boston, MA
    Atlantic and Beach St
    0
    Greyhound US
    Economy
    $109
  • Greyhound US
    23h 25m
    0
    6:00 PM
    Chicago
    Downtown Bus Station
    6:25 PM
    Boston, MA
    South Station
    0
    Greyhound US
    Economy
    $110
  • FlixBus
    25h 35m
    0
    7:15 PM
    Chicago
    Downtown Bus Station
    9:50 PM
    Boston, MA
    South Station
    0
    FlixBus
    Economy
    $111

    Cheapest Buses Thursday

  • Greyhound US
    23h 25m
    0
    6:00 PM
    Chicago
    Downtown Bus Station
    6:25 PM
    Boston, MA
    Atlantic and Beach St
    0
    Greyhound US
    Economy
    $88
  • FlixBus
    25h 35m
    0
    7:15 PM
    Chicago
    Downtown Bus Station
    9:50 PM
    Boston, MA
    Atlantic and Beach St
    0
    FlixBus
    Economy
    $89
  • FlixBus
    22h 35m
    0
    12:25 PM
    Chicago
    Downtown Bus Station
    12:00 PM
    Boston, MA
    Atlantic and Beach St
    0
    FlixBus
    Economy
    $90
  • Greyhound US
    27h 25m
    0
    7:00 AM
    Chicago
    Downtown Bus Station
    11:25 AM
    Boston, MA
    Atlantic and Beach St
    0
    Greyhound US
    Economy
    $93
  • FlixBus
    23h 55m
    0
    11:05 AM
    Chicago
    95th Red Line Station
    12:00 PM
    Boston, MA
    Atlantic and Beach St
    0
    FlixBus
    Economy
    $95
  • Cheapest Flights Thursday

  • United Airlines
    2h 24m
    0
    6:05 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    9:29 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    United Airlines
    Economy
    from $89
  • JetBlue Airways
    2h 29m
    0
    8:30 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    11:59 PM
    Boston Logan Airport
    Boston Logan Airport
    0
    JetBlue Airways
    Economy
    from $96
  • Frontier Airlines
    17h 29m
    0
    6:55 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    1:24 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Frontier Airlines
    Economy
    from $110
  • Sun Country Airlines
    14h 8m
    0
    6:25 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    9:33 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Sun Country Airlines
    Economy
    from $240
  • Alaska Airlines
    14h 34m
    0
    2:10 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    5:44 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Alaska Airlines
    Economy
    from $363

    Cheapest Flights Friday

  • JetBlue Airways
    2h 29m
    0
    8:30 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    11:59 PM
    Boston Logan Airport
    Boston Logan Airport
    0
    JetBlue Airways
    Economy
    from $86
  • United Airlines
    2h 36m
    0
    6:20 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    9:56 PM
    Boston Logan Airport
    Boston Logan Airport
    0
    United Airlines
    Economy
    from $88
  • Frontier Airlines
    12h 20m
    0
    12:04 PM
    Chicago Midway Airport
    Chicago Midway Airport
    1:24 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Frontier Airlines
    Economy
    from $120
  • Allegiant Air
    11h 41m
    0
    9:23 PM
    Chicago Midway Airport
    Chicago Midway Airport
    10:04 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Allegiant Air
    Economy
    from $133
  • Sun Country Airlines
    15h 13m
    0
    6:25 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    10:38 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Sun Country Airlines
    Economy
    from $248
  • Cheapest Buses Friday

  • Greyhound US
    23h 25m
    0
    6:00 PM
    Chicago
    Downtown Bus Station
    6:25 PM
    Boston, MA
    Atlantic and Beach St
    0
    Greyhound US
    Economy
    $126
  • Greyhound US
    28h 40m
    0
    6:00 PM
    Chicago
    Downtown Bus Station
    11:40 PM
    Boston, MA
    Allston
    0
    Greyhound US
    Economy
    $126
  • FlixBus
    22h 35m
    0
    12:25 PM
    Chicago
    Downtown Bus Station
    12:00 PM
    Boston, MA
    Atlantic and Beach St
    0
    FlixBus
    Economy
    $126
  • Greyhound US
    27h 25m
    0
    7:00 AM
    Chicago
    Downtown Bus Station
    11:25 AM
    Boston, MA
    South Station
    0
    Greyhound US
    Economy
    $127
  • FlixBus
    22h 35m
    0
    12:25 PM
    Chicago
    Downtown Bus Station
    12:00 PM
    Boston, MA
    South Station
    0
    FlixBus
    Economy
    $127

    Cheapest Flights Saturday

  • United Airlines
    2h 34m
    0
    1:55 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    5:29 PM
    Boston Logan Airport
    Boston Logan Airport
    0
    United Airlines
    Economy
    from $97
  • United Airlines
    2h 35m
    0
    3:55 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    7:30 PM
    Boston Logan Airport
    Boston Logan Airport
    0
    United Airlines
    Economy
    from $97
  • Frontier Airlines
    12h 25m
    0
    11:59 AM
    Chicago Midway Airport
    Chicago Midway Airport
    1:24 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Frontier Airlines
    Economy
    from $113
  • Frontier Airlines
    10h 55m
    0
    1:29 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    1:24 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Frontier Airlines
    Economy
    from $113
  • JetBlue Airways
    2h 29m
    0
    1:55 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    5:24 PM
    Boston Logan Airport
    Boston Logan Airport
    0
    JetBlue Airways
    Economy
    from $131
  • Cheapest Buses Saturday

  • Greyhound US
    27h 25m
    0
    7:00 AM
    Chicago
    Downtown Bus Station
    11:25 AM
    Boston, MA
    Atlantic and Beach St
    0
    Greyhound US
    Economy
    $127
  • Greyhound US
    27h 25m
    0
    7:00 AM
    Chicago
    Downtown Bus Station
    11:25 AM
    Boston, MA
    South Station
    0
    Greyhound US
    Economy
    $128
  • FlixBus
    33h 25m
    0
    7:15 PM
    Chicago
    Downtown Bus Station
    5:40 AM
    Boston, MA
    Allston
    0
    FlixBus
    Economy
    $142
  • Greyhound US
    33h 15m
    0
    11:10 PM
    Chicago
    Union Station
    9:25 AM
    Boston, MA
    South Station
    0
    Greyhound US
    Economy
    $151
  • FlixBus
    25h 35m
    0
    7:15 PM
    Chicago
    Downtown Bus Station
    9:50 PM
    Boston, MA
    Atlantic and Beach St
    0
    FlixBus
    Economy
    $153

    Cheapest Buses Sunday

  • Greyhound US
    23h 25m
    0
    6:00 PM
    Chicago
    Downtown Bus Station
    6:25 PM
    Boston, MA
    Atlantic and Beach St
    0
    Greyhound US
    Economy
    $110
  • Greyhound US
    23h 25m
    0
    6:00 PM
    Chicago
    Downtown Bus Station
    6:25 PM
    Boston, MA
    South Station
    0
    Greyhound US
    Economy
    $111
  • FlixBus
    23h 55m
    0
    11:05 AM
    Chicago
    95th Red Line Station
    12:00 PM
    Boston, MA
    Atlantic and Beach St
    0
    FlixBus
    Economy
    $111
  • Greyhound US
    27h 25m
    0
    7:00 AM
    Chicago
    Downtown Bus Station
    11:25 AM
    Boston, MA
    Atlantic and Beach St
    0
    Greyhound US
    Economy
    $112
  • FlixBus
    22h 35m
    0
    12:25 PM
    Chicago
    Downtown Bus Station
    12:00 PM
    Boston, MA
    Atlantic and Beach St
    0
    FlixBus
    Economy
    $112
  • Cheapest Flights Sunday

  • United Airlines
    2h 24m
    0
    6:05 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    9:29 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    United Airlines
    Economy
    from $119
  • Frontier Airlines
    24h 49m
    0
    6:00 AM
    Chicago Midway Airport
    Chicago Midway Airport
    7:49 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Frontier Airlines
    Economy
    from $229
  • Sun Country Airlines
    15h 17m
    0
    6:39 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    10:56 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Sun Country Airlines
    Economy
    from $288
  • JetBlue Airways
    2h 30m
    0
    8:49 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    12:19 PM
    Boston Logan Airport
    Boston Logan Airport
    0
    JetBlue Airways
    Economy
    from $315
  • Alaska Airlines
    19h 44m
    0
    9:00 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    5:44 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Alaska Airlines
    Economy
    from $344

    Cheapest Flights Monday

  • United Airlines
    2h 33m
    0
    9:41 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    1:14 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    United Airlines
    Economy
    from $97
  • JetBlue Airways
    2h 29m
    0
    8:30 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    11:59 PM
    Boston Logan Airport
    Boston Logan Airport
    0
    JetBlue Airways
    Economy
    from $111
  • Frontier Airlines
    18h 48m
    0
    12:04 PM
    Chicago Midway Airport
    Chicago Midway Airport
    7:52 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Frontier Airlines
    Economy
    from $159
  • Sun Country Airlines
    14h 29m
    0
    7:09 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    10:38 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Sun Country Airlines
    Economy
    from $295
  • Alaska Airlines
    14h 34m
    0
    2:10 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    5:44 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Alaska Airlines
    Economy
    from $343
  • Cheapest Buses Monday

  • Greyhound US
    27h 25m
    0
    7:00 AM
    Chicago
    Downtown Bus Station
    11:25 AM
    Boston, MA
    Atlantic and Beach St
    0
    Greyhound US
    Economy
    $102
  • Greyhound US
    23h 25m
    0
    6:00 PM
    Chicago
    Downtown Bus Station
    6:25 PM
    Boston, MA
    Atlantic and Beach St
    0
    Greyhound US
    Economy
    $102
  • Greyhound US
    27h 25m
    0
    7:00 AM
    Chicago
    Downtown Bus Station
    11:25 AM
    Boston, MA
    South Station
    0
    Greyhound US
    Economy
    $104
  • FlixBus
    25h 35m
    0
    7:15 PM
    Chicago
    Downtown Bus Station
    9:50 PM
    Boston, MA
    Atlantic and Beach St
    0
    FlixBus
    Economy
    $104
  • FlixBus
    25h 35m
    0
    7:15 PM
    Chicago
    Downtown Bus Station
    9:50 PM
    Boston, MA
    South Station
    0
    FlixBus
    Economy
    $105

What are the fastest trips from Chicago to Boston, MA?

You can get to Boston, MA from Chicago in just 2h 24m with a Flight from United Airlines. This is not the only option, and you can click on any of the offers below to compare it with the other modes of transportations.

Tuesday
from 2h 24m
Wednesday
from 2h 24m
Thursday
from 2h 24m
Friday
from 2h 29m
Saturday
from 2h 29m
Sunday
from 2h 24m
Monday
from 2h 29m

    Fastest Flights Tuesday

  • United Airlines
    2h 24m
    0
    6:05 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    9:29 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    United Airlines
    Economy
    from $83
  • JetBlue Airways
    7h 35m
    0
    6:15 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    2:50 PM
    Boston Logan Airport
    Boston Logan Airport
    0
    JetBlue Airways
    Economy
    from $164
  • Spirit Airlines
    8h 6m
    0
    10:54 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    8:00 PM
    Boston Logan Airport
    Boston Logan Airport
    0
    Spirit Airlines
    Economy
    from $454
  • Frontier Airlines
    11h 57m
    0
    12:27 PM
    Chicago Midway Airport
    Chicago Midway Airport
    1:24 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Frontier Airlines
    Economy
    from $81
  • Alaska Airlines
    14h 34m
    0
    2:10 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    5:44 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Alaska Airlines
    Economy
    from $260
  • Fastest Buses Tuesday

  • Greyhound US
    23h 25m
    0
    6:00 PM
    Chicago
    Downtown Bus Station
    6:25 PM
    Boston, MA
    Atlantic and Beach St
    0
    Greyhound US
    Economy
    $130
  • FlixBus
    23h 30m
    0
    12:25 PM
    Chicago
    Downtown Bus Station
    12:55 PM
    Boston, MA
    Atlantic and Beach St
    0
    FlixBus
    Economy
    $130
  • FlixBus
    23h 30m
    0
    12:25 PM
    Chicago
    Downtown Bus Station
    12:55 PM
    Boston, MA
    South Station
    0
    FlixBus
    Economy
    $131
  • Greyhound US
    27h 25m
    0
    7:00 AM
    Chicago
    Downtown Bus Station
    11:25 AM
    Boston, MA
    Atlantic and Beach St
    0
    Greyhound US
    Economy
    $130
  • Greyhound US
    33h 15m
    0
    11:10 PM
    Chicago
    Canal & Van Buren
    9:25 AM
    Boston, MA
    Atlantic and Beach St
    0
    Greyhound US
    Economy
    $130

    Fastest Flights Wednesday

  • United Airlines
    2h 24m
    0
    6:05 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    9:29 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    United Airlines
    Economy
    from $83
  • JetBlue Airways
    2h 30m
    0
    8:50 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    12:20 PM
    Boston Logan Airport
    Boston Logan Airport
    0
    JetBlue Airways
    Economy
    from $81
  • United Airlines
    2h 35m
    0
    3:55 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    7:30 PM
    Boston Logan Airport
    Boston Logan Airport
    0
    United Airlines
    Economy
    from $83
  • Frontier Airlines
    12h 20m
    0
    12:04 PM
    Chicago Midway Airport
    Chicago Midway Airport
    1:24 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Frontier Airlines
    Economy
    from $95
  • Frontier Airlines
    24h 49m
    0
    6:00 AM
    Chicago Midway Airport
    Chicago Midway Airport
    7:49 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Frontier Airlines
    Economy
    from $107
  • Fastest Buses Wednesday

  • Greyhound US
    23h 25m
    0
    6:00 PM
    Chicago
    Downtown Bus Station
    6:25 PM
    Boston, MA
    Atlantic and Beach St
    0
    Greyhound US
    Economy
    $106
  • Greyhound US
    23h 25m
    0
    6:00 PM
    Chicago
    Downtown Bus Station
    6:25 PM
    Boston, MA
    South Station
    0
    Greyhound US
    Economy
    $110
  • FlixBus
    25h 35m
    0
    7:15 PM
    Chicago
    Downtown Bus Station
    9:50 PM
    Boston, MA
    Atlantic and Beach St
    0
    FlixBus
    Economy
    $107
  • FlixBus
    25h 35m
    0
    7:15 PM
    Chicago
    Downtown Bus Station
    9:50 PM
    Boston, MA
    South Station
    0
    FlixBus
    Economy
    $111
  • Greyhound US
    27h 25m
    0
    7:00 AM
    Chicago
    Downtown Bus Station
    11:25 AM
    Boston, MA
    Atlantic and Beach St
    0
    Greyhound US
    Economy
    $109

    Fastest Flights Thursday

  • United Airlines
    2h 24m
    0
    6:05 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    9:29 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    United Airlines
    Economy
    from $89
  • JetBlue Airways
    2h 29m
    0
    8:30 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    11:59 PM
    Boston Logan Airport
    Boston Logan Airport
    0
    JetBlue Airways
    Economy
    from $96
  • Sun Country Airlines
    14h 8m
    0
    6:25 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    9:33 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Sun Country Airlines
    Economy
    from $240
  • Alaska Airlines
    14h 34m
    0
    2:10 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    5:44 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Alaska Airlines
    Economy
    from $363
  • Frontier Airlines
    17h 29m
    0
    6:55 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    1:24 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Frontier Airlines
    Economy
    from $110
  • Fastest Buses Thursday

  • FlixBus
    22h 35m
    0
    12:25 PM
    Chicago
    Downtown Bus Station
    12:00 PM
    Boston, MA
    Atlantic and Beach St
    0
    FlixBus
    Economy
    $90
  • Greyhound US
    23h 25m
    0
    6:00 PM
    Chicago
    Downtown Bus Station
    6:25 PM
    Boston, MA
    Atlantic and Beach St
    0
    Greyhound US
    Economy
    $88
  • FlixBus
    23h 55m
    0
    11:05 AM
    Chicago
    95th Red Line Station
    12:00 PM
    Boston, MA
    Atlantic and Beach St
    0
    FlixBus
    Economy
    $95
  • FlixBus
    25h 35m
    0
    7:15 PM
    Chicago
    Downtown Bus Station
    9:50 PM
    Boston, MA
    Atlantic and Beach St
    0
    FlixBus
    Economy
    $89
  • Greyhound US
    27h 25m
    0
    7:00 AM
    Chicago
    Downtown Bus Station
    11:25 AM
    Boston, MA
    Atlantic and Beach St
    0
    Greyhound US
    Economy
    $93

    Fastest Flights Friday

  • JetBlue Airways
    2h 29m
    0
    8:30 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    11:59 PM
    Boston Logan Airport
    Boston Logan Airport
    0
    JetBlue Airways
    Economy
    from $86
  • United Airlines
    2h 36m
    0
    6:20 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    9:56 PM
    Boston Logan Airport
    Boston Logan Airport
    0
    United Airlines
    Economy
    from $88
  • Allegiant Air
    11h 41m
    0
    9:23 PM
    Chicago Midway Airport
    Chicago Midway Airport
    10:04 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Allegiant Air
    Economy
    from $133
  • Frontier Airlines
    12h 20m
    0
    12:04 PM
    Chicago Midway Airport
    Chicago Midway Airport
    1:24 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Frontier Airlines
    Economy
    from $120
  • Sun Country Airlines
    15h 13m
    0
    6:25 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    10:38 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Sun Country Airlines
    Economy
    from $248
  • Fastest Buses Friday

  • FlixBus
    22h 35m
    0
    12:25 PM
    Chicago
    Downtown Bus Station
    12:00 PM
    Boston, MA
    Atlantic and Beach St
    0
    FlixBus
    Economy
    $126
  • FlixBus
    22h 35m
    0
    12:25 PM
    Chicago
    Downtown Bus Station
    12:00 PM
    Boston, MA
    South Station
    0
    FlixBus
    Economy
    $127
  • Greyhound US
    23h 25m
    0
    6:00 PM
    Chicago
    Downtown Bus Station
    6:25 PM
    Boston, MA
    Atlantic and Beach St
    0
    Greyhound US
    Economy
    $126
  • Greyhound US
    27h 25m
    0
    7:00 AM
    Chicago
    Downtown Bus Station
    11:25 AM
    Boston, MA
    South Station
    0
    Greyhound US
    Economy
    $127
  • Greyhound US
    28h 40m
    0
    6:00 PM
    Chicago
    Downtown Bus Station
    11:40 PM
    Boston, MA
    Allston
    0
    Greyhound US
    Economy
    $126

    Fastest Flights Saturday

  • JetBlue Airways
    2h 29m
    0
    1:55 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    5:24 PM
    Boston Logan Airport
    Boston Logan Airport
    0
    JetBlue Airways
    Economy
    from $131
  • United Airlines
    2h 34m
    0
    1:55 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    5:29 PM
    Boston Logan Airport
    Boston Logan Airport
    0
    United Airlines
    Economy
    from $97
  • United Airlines
    2h 35m
    0
    3:55 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    7:30 PM
    Boston Logan Airport
    Boston Logan Airport
    0
    United Airlines
    Economy
    from $97
  • Frontier Airlines
    10h 55m
    0
    1:29 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    1:24 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Frontier Airlines
    Economy
    from $113
  • Frontier Airlines
    12h 25m
    0
    11:59 AM
    Chicago Midway Airport
    Chicago Midway Airport
    1:24 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Frontier Airlines
    Economy
    from $113
  • Fastest Buses Saturday

  • FlixBus
    25h 35m
    0
    7:15 PM
    Chicago
    Downtown Bus Station
    9:50 PM
    Boston, MA
    Atlantic and Beach St
    0
    FlixBus
    Economy
    $153
  • Greyhound US
    27h 25m
    0
    7:00 AM
    Chicago
    Downtown Bus Station
    11:25 AM
    Boston, MA
    Atlantic and Beach St
    0
    Greyhound US
    Economy
    $127
  • Greyhound US
    27h 25m
    0
    7:00 AM
    Chicago
    Downtown Bus Station
    11:25 AM
    Boston, MA
    South Station
    0
    Greyhound US
    Economy
    $128
  • Greyhound US
    33h 15m
    0
    11:10 PM
    Chicago
    Union Station
    9:25 AM
    Boston, MA
    South Station
    0
    Greyhound US
    Economy
    $151
  • FlixBus
    33h 25m
    0
    7:15 PM
    Chicago
    Downtown Bus Station
    5:40 AM
    Boston, MA
    Allston
    0
    FlixBus
    Economy
    $142

    Fastest Flights Sunday

  • United Airlines
    2h 24m
    0
    6:05 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    9:29 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    United Airlines
    Economy
    from $119
  • JetBlue Airways
    2h 30m
    0
    8:49 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    12:19 PM
    Boston Logan Airport
    Boston Logan Airport
    0
    JetBlue Airways
    Economy
    from $315
  • Sun Country Airlines
    15h 17m
    0
    6:39 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    10:56 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Sun Country Airlines
    Economy
    from $288
  • Alaska Airlines
    19h 44m
    0
    9:00 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    5:44 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Alaska Airlines
    Economy
    from $344
  • Frontier Airlines
    24h 49m
    0
    6:00 AM
    Chicago Midway Airport
    Chicago Midway Airport
    7:49 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Frontier Airlines
    Economy
    from $229
  • Fastest Buses Sunday

  • FlixBus
    22h 35m
    0
    12:25 PM
    Chicago
    Downtown Bus Station
    12:00 PM
    Boston, MA
    Atlantic and Beach St
    0
    FlixBus
    Economy
    $112
  • Greyhound US
    23h 25m
    0
    6:00 PM
    Chicago
    Downtown Bus Station
    6:25 PM
    Boston, MA
    Atlantic and Beach St
    0
    Greyhound US
    Economy
    $110
  • Greyhound US
    23h 25m
    0
    6:00 PM
    Chicago
    Downtown Bus Station
    6:25 PM
    Boston, MA
    South Station
    0
    Greyhound US
    Economy
    $111
  • FlixBus
    23h 55m
    0
    11:05 AM
    Chicago
    95th Red Line Station
    12:00 PM
    Boston, MA
    Atlantic and Beach St
    0
    FlixBus
    Economy
    $111
  • Greyhound US
    27h 25m
    0
    7:00 AM
    Chicago
    Downtown Bus Station
    11:25 AM
    Boston, MA
    Atlantic and Beach St
    0
    Greyhound US
    Economy
    $112

    Fastest Flights Monday

  • JetBlue Airways
    2h 29m
    0
    8:30 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    11:59 PM
    Boston Logan Airport
    Boston Logan Airport
    0
    JetBlue Airways
    Economy
    from $111
  • United Airlines
    2h 33m
    0
    9:41 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    1:14 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    United Airlines
    Economy
    from $97
  • Sun Country Airlines
    14h 29m
    0
    7:09 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    10:38 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Sun Country Airlines
    Economy
    from $295
  • Alaska Airlines
    14h 34m
    0
    2:10 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    5:44 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Alaska Airlines
    Economy
    from $343
  • Frontier Airlines
    18h 48m
    0
    12:04 PM
    Chicago Midway Airport
    Chicago Midway Airport
    7:52 AM
    Boston Logan Airport
    Boston Logan Airport
    0
    Frontier Airlines
    Economy
    from $159
  • Fastest Buses Monday

  • Greyhound US
    23h 25m
    0
    6:00 PM
    Chicago
    Downtown Bus Station
    6:25 PM
    Boston, MA
    Atlantic and Beach St
    0
    Greyhound US
    Economy
    $102
  • FlixBus
    25h 35m
    0
    7:15 PM
    Chicago
    Downtown Bus Station
    9:50 PM
    Boston, MA
    Atlantic and Beach St
    0
    FlixBus
    Economy
    $104
  • FlixBus
    25h 35m
    0
    7:15 PM
    Chicago
    Downtown Bus Station
    9:50 PM
    Boston, MA
    South Station
    0
    FlixBus
    Economy
    $105
  • Greyhound US
    27h 25m
    0
    7:00 AM
    Chicago
    Downtown Bus Station
    11:25 AM
    Boston, MA
    Atlantic and Beach St
    0
    Greyhound US
    Economy
    $102
  • Greyhound US
    27h 25m
    0
    7:00 AM
    Chicago
    Downtown Bus Station
    11:25 AM
    Boston, MA
    South Station
    0
    Greyhound US
    Economy
    $104
Here you will find all operators and timetables for a Bus from Chicago to Boston, MA

What are the most popular stations in Chicago and Boston, MA?

In Chicago, you will usually depart from California & 35th Street Bus Stop, Downtown Bus Station or 95th Red Line Station, while in Boston, MA you will be arriving at Atlantic and Beach St, Logan Office Center Bus Stop or South Station, but there are many more stops to explore in both locations.

How do I decide? Some tips and tricks from our experience

Are you having trouble deciding on how to get to Boston, MA from Chicago? With 10 connections between 2 Flight and Bus operators, it can be difficult to find the one ride that will make you happy. But we have some tips that can help you make the best informed decision. First of all, the best trip is always the one that meets all your needs, so make a list of all the things that you want from this journey and look for something that will satisfy all of them. Here we will go through some of the factors mostly commonly taken into consideration.

Look for the lowest price

Ticket price is usually the main concern: even if you can afford to pay more, why do it if there are cheaper options? Saving on the trip means that you can spend more on the vacation itself! Between Chicago and Boston, MA, you can pay as low as $81 with a Flight from Frontier Airlines.

Travel duration

Time is also an important factor. An earlier departure may allow you to see a beautiful sunset or relax before an important event. And remember, time is money, so paying more for a shorter trip may be well worth it. For longer distances, flights are without doubt the best options, but be mindful of airport times and possible delays: a high-speed train may end up cheaper and faster! Here the quicker option is definitely the Flight from United Airlines: you will get to Boston, MA in just 2h 24m.

Comfort makes all the difference

You should always take into account what your personal travelling preferences are. Is one hand luggage enough, or are you trasporting more? Would you like to have a snack during the journey? Can you relax in a busy compartment, or do you need space for yourself? Even among the same mode of transportation, different companies will offer you varying levels of comfort and amenities. The main operators connecting Chicago and Boston, MA are Greyhound US, FlixBus and Frontier Airlines, but be sure to check what they have to offer!

Save money with deals, and always compare

One last tip? Even if you live in Chicago and Boston, MA is your only destination, it may be wise to check the offers from and to nearby cities or, if you are flyng, nearby airports. Check the trips from Cicero, IL or to Boston Logan Airport, and look at flights from Chicago Midway Airport, and landing at Boston Logan Airport. Comparing different routes may allow you to find deals or promotions you were not aware of. Consider also signing up to CheckMyBus to see even more exclusive promotions!

Which companies offer a trip from Chicago to Boston, MA?

The most popular companies between Chicago and Boston, MA, are Greyhound US, FlixBus and Frontier Airlines. Be sure to check their seat class offers and the amenities that they provide.

Bus companies: Greyhound US and FlixBus

Airlines: Frontier Airlines, United Airlines, JetBlue Airways and 4 more.

All you need to know when you travel from Chicago to Boston, MA

Check all information on comfort and services on all modes of transports from Chicago to Boston, MA. See which seat classes are available, and what amenities are other advantages offered by the operators on your journey.

FAQs about the trip from Chicago to Boston, MA

How can I reach Boston, MA from Chicago?

Every day, there are on average 10 connections between Flight and Bus, with which you can get to Boston, MA from Chicago.

How far is Boston, MA from Chicago?

The distance between Chicago and Boston, MA is 849.6 miles.

What is the most ecofriendly mode of transport between Chicago and Boston, MA?

Trains and buses are by far the greenest options, with trains surpassing buses on longer routes. Planes will always be the worst polluters, especially in shorter flights, were the emissions from the takeoff and landing are less offset by the distance. On this particular route, a bus will emit, per person, a total of 37 kgs of CO2, a train 48 kgs, a car 232 kgs, and a flight 336 kgs.

What is the cheapest mode of transport from Chicago to Boston, MA?

You can get to Boston, MA with just $81 by taking a Flight from Frontier Airlines.

What is the fastest way to get from Chicago to Boston, MA?

While a plane is travelling fastest boarding and transfer to airport consumes a lot of time. Usually, high speed trains are better than flights if pure train travel time is below 4 hours. For this particular route, you can get to Boston, MA in just 2h 24m with a Flight from United Airlines.

More routes to Chicago and to Boston, MA

Looking for more options? Here you can see the most popular routes to Chicago and to Boston, MA. Simply click on a connection, and you’ll find all the details about the route!

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