Bus Tupelo, MS to Chicago: Compare prices and save money

Compare all timetables for the bus from Tupelo, MS to Chicago

Here is a selection of the cheapest bus trips from the schedule from Tupelo, MS to Chicago from various bus operators like Greyhound US for the next days.

today

$123

tomorrow

$119

Sunday

Monday

$118

Tuesday

Wednesday

$132

Thursday

$135

Cheapest bus trips today
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	27h 15m	10:55 AM	Tupelo, MS	Bus Stop	2:10 PM	Chicago	Union Station	Economy	$123	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 12/5/2025 10:55:00 AM to Union Station, Chicago (USA) arriving at 12/6/2025 2:10:00 PM. 50 Economy ticket for $123 per person are available. Travel duration is 27h 15m
Greyhound US	17h 40m	9:35 PM	Tupelo, MS	Bus Stop	3:15 PM	Chicago	Downtown Bus Station	Economy	$123	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 12/5/2025 9:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/6/2025 3:15:00 PM. 50 Economy ticket for $123 per person are available. Travel duration is 17h 40m
Greyhound US	24h 55m	11:15 PM	Tupelo, MS	Bus Stop	12:10 AM	Chicago	Downtown Bus Station	Economy	$125	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 12/5/2025 11:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/7/2025 12:10:00 AM. 50 Economy ticket for $125 per person are available. Travel duration is 24h 55m
Greyhound US	16h 40m	5:35 AM	Tupelo, MS	Bus Stop	10:15 PM	Chicago	Downtown Bus Station	Economy	$126	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 12/5/2025 5:35:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/5/2025 10:15:00 PM. 50 Economy ticket for $126 per person are available. Travel duration is 16h 40m
Greyhound US	24h 35m	10:55 AM	Tupelo, MS	Bus Stop	11:30 AM	Chicago	Downtown Bus Station	Economy	$130	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 12/5/2025 10:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/6/2025 11:30:00 AM. 50 Economy ticket for $130 per person are available. Travel duration is 24h 35m

Cheapest bus trips tomorrow
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	27h 15m	10:55 AM	Tupelo, MS	Bus Stop	2:10 PM	Chicago	Union Station	Economy	$119	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 12/6/2025 10:55:00 AM to Union Station, Chicago (USA) arriving at 12/7/2025 2:10:00 PM. 50 Economy ticket for $119 per person are available. Travel duration is 27h 15m
Greyhound US	24h 55m	11:15 PM	Tupelo, MS	Bus Stop	12:10 AM	Chicago	Downtown Bus Station	Economy	$120	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 12/6/2025 11:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/8/2025 12:10:00 AM. 50 Economy ticket for $120 per person are available. Travel duration is 24h 55m
Greyhound US	24h 35m	10:55 AM	Tupelo, MS	Bus Stop	11:30 AM	Chicago	Downtown Bus Station	Economy	$121	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 12/6/2025 10:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/7/2025 11:30:00 AM. 50 Economy ticket for $121 per person are available. Travel duration is 24h 35m
Greyhound US	26h 25m	5:35 AM	Tupelo, MS	Bus Stop	8:00 AM	Chicago	Union Station	Economy	$128	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 12/6/2025 5:35:00 AM to Union Station, Chicago (USA) arriving at 12/7/2025 8:00:00 AM. 50 Economy ticket for $128 per person are available. Travel duration is 26h 25m
Greyhound US	16h 40m	5:35 AM	Tupelo, MS	Bus Stop	10:15 PM	Chicago	Downtown Bus Station	Economy	$129	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 12/6/2025 5:35:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/6/2025 10:15:00 PM. 50 Economy ticket for $129 per person are available. Travel duration is 16h 40m

Cheapest bus trips Monday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	24h 10m	10:55 AM	Tupelo, MS	Bus Stop	11:05 AM	Chicago	95th Red Line Station	Economy	$118	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 12/8/2025 10:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/9/2025 11:05:00 AM. 50 Economy ticket for $118 per person are available. Travel duration is 24h 10m
Greyhound US	16h 15m	5:35 AM	Tupelo, MS	Bus Stop	9:50 PM	Chicago	95th Red Line Station	Economy	$119	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 12/8/2025 5:35:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/8/2025 9:50:00 PM. 50 Economy ticket for $119 per person are available. Travel duration is 16h 15m
Greyhound US	24h 35m	11:15 PM	Tupelo, MS	Bus Stop	11:50 PM	Chicago	95th Red Line Station	Economy	$119	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 12/8/2025 11:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/9/2025 11:50:00 PM. 50 Economy ticket for $119 per person are available. Travel duration is 24h 35m
Greyhound US	21h 0m	9:35 PM	Tupelo, MS	Bus Stop	6:35 PM	Chicago	95th Red Line Station	Economy	$121	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 12/8/2025 9:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/9/2025 6:35:00 PM. 50 Economy ticket for $121 per person are available. Travel duration is 21h 0m

Cheapest bus trips Wednesday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	24h 55m	11:15 PM	Tupelo, MS	Bus Stop	12:10 AM	Chicago	Downtown Bus Station	Economy	$132	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 12/10/2025 11:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/12/2025 12:10:00 AM. 50 Economy ticket for $132 per person are available. Travel duration is 24h 55m
Greyhound US	24h 35m	10:55 AM	Tupelo, MS	Bus Stop	11:30 AM	Chicago	Downtown Bus Station	Economy	$133	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 12/10/2025 10:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/11/2025 11:30:00 AM. 50 Economy ticket for $133 per person are available. Travel duration is 24h 35m
Greyhound US	27h 15m	10:55 AM	Tupelo, MS	Bus Stop	2:10 PM	Chicago	Union Station	Economy	$134	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 12/10/2025 10:55:00 AM to Union Station, Chicago (USA) arriving at 12/11/2025 2:10:00 PM. 50 Economy ticket for $134 per person are available. Travel duration is 27h 15m
Greyhound US	17h 40m	9:35 PM	Tupelo, MS	Bus Stop	3:15 PM	Chicago	Downtown Bus Station	Economy	$134	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 12/10/2025 9:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/11/2025 3:15:00 PM. 50 Economy ticket for $134 per person are available. Travel duration is 17h 40m
Greyhound US	26h 25m	5:35 AM	Tupelo, MS	Bus Stop	8:00 AM	Chicago	Union Station	Economy	$135	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 12/10/2025 5:35:00 AM to Union Station, Chicago (USA) arriving at 12/11/2025 8:00:00 AM. 50 Economy ticket for $135 per person are available. Travel duration is 26h 25m

Did you know that if you travel from Tupelo, MS to Chicago via Memphis, you can save more than $50? You can find the corresponding connections below.
- FlixBus
  
  23h 45m
  
  0
  
  5:35 AM
  
  Tupelo, MS
  Bus Stop
  
  7:25 AM
  
  Memphis
  Airways Transit Center
  
  0
  
  Economy
  
  $21
  
  A Bus from FlixBus goes from Bus Stop, Tupelo, MS (USA) at 12/11/2025 5:35:00 AM to Airways Transit Center, Memphis (USA) arriving at 12/11/2025 7:25:00 AM. 50 Economy ticket for $21 per person are available. Travel duration is 1h 50m
- Busbud
  
  11h 35m
  
  0
  
  5:45 PM
  
  Memphis
  Airways Transit Center
  
  5:20 AM
  
  Chicago
  95th Red Line Station
  
  0
  
  Economy
  
  $60
  
  A Bus from Busbud goes from Airways Transit Center, Memphis (USA) at 12/11/2025 5:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/12/2025 5:20:00 AM. 50 Economy ticket for $60 per person are available. Travel duration is 11h 35m
Travel time is 6h 5m longer, but you will save $50

Cheapest bus trips Thursday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	24h 35m	11:15 PM	Tupelo, MS	Bus Stop	11:50 PM	Chicago	95th Red Line Station	Economy	$135	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 12/11/2025 11:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/12/2025 11:50:00 PM. 50 Economy ticket for $135 per person are available. Travel duration is 24h 35m
Greyhound US	24h 10m	10:55 AM	Tupelo, MS	Bus Stop	11:05 AM	Chicago	95th Red Line Station	Economy	$137	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 12/11/2025 10:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/12/2025 11:05:00 AM. 50 Economy ticket for $137 per person are available. Travel duration is 24h 10m
Greyhound US	19h 30m	9:35 PM	Tupelo, MS	Bus Stop	5:05 PM	Chicago	95th Red Line Station	Economy	$137	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 12/11/2025 9:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/12/2025 5:05:00 PM. 50 Economy ticket for $137 per person are available. Travel duration is 19h 30m
Greyhound US	28h 15m	5:35 AM	Tupelo, MS	Bus Stop	9:50 AM	Chicago	95th Red Line Station	Economy	$144	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 12/11/2025 5:35:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/12/2025 9:50:00 AM. 50 Economy ticket for $144 per person are available. Travel duration is 28h 15m

Did you know that if you travel from Tupelo, MS to Chicago via Memphis, you can save more than $53? You can find the corresponding connections below.
- FlixBus
  
  23h 45m
  
  0
  
  5:35 AM
  
  Tupelo, MS
  Bus Stop
  
  7:25 AM
  
  Memphis
  Airways Transit Center
  
  0
  
  Economy
  
  $21
  
  A Bus from FlixBus goes from Bus Stop, Tupelo, MS (USA) at 12/11/2025 5:35:00 AM to Airways Transit Center, Memphis (USA) arriving at 12/11/2025 7:25:00 AM. 50 Economy ticket for $21 per person are available. Travel duration is 1h 50m
- Busbud
  
  11h 35m
  
  0
  
  5:45 PM
  
  Memphis
  Airways Transit Center
  
  5:20 AM
  
  Chicago
  95th Red Line Station
  
  0
  
  Economy
  
  $60
  
  A Bus from Busbud goes from Airways Transit Center, Memphis (USA) at 12/11/2025 5:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/12/2025 5:20:00 AM. 50 Economy ticket for $60 per person are available. Travel duration is 11h 35m
Travel time is 4h 15m longer, but you will save $53

Best Price Offer: The price for the cheapest bus from Tupelo, MS to Chicago is $95 on 12/3/2025. Flexible travelers save on ticket prices.

Frequency of bus connections between Tupelo, MS and Chicago

See here how frequent the connections between Tupelo, MS and Chicago are, during different times and days of the week.

Wednesday is the busiest day, with more than 7 daily buses from Tupelo, MS to Chicago. Monday has instead the fewest connections, with only 4 daily coaches between Tupelo, MS and Chicago.

The busiest time of the day is the Evening, with 11 buses from Tupelo, MS to Chicago, while Morning sees the fewest connections between Tupelo, MS and Chicago, with 8 offers.

Facts about the bus from Tupelo, MS to Chicago

Compare all providers like Greyhound US that travel 5 times every day by bus from Tupelo, MS to Chicago in one click! Book your bus ticket from Tupelo, MS to Chicago starting from $95!

Cheapest Bus	$95
Fastest Bus	16h 15m
Earliest Bus	5:35 AM
Latest Bus	11:15 PM
Daily Bus Routes	5 Ø
Distance	529.8 miles
Bus Companies	Greyhound US

Cheapest bus connections from Tupelo, MS to Chicago

Every day, 5 buses from 1 bus companies leave Tupelo, MS for Chicago: in the table below, you will find the cheapest prices for a bus ticket for this route, starting from 12/05/2025 and for the following days.

Sunday

Monday

Tuesday

Wednesday

Thursday

Friday

Saturday

Sunday 11/30

Monday 12/01

Tuesday 12/02

Wednesday 12/03

Thursday 12/04

Friday 12/05

$123

Saturday 12/06

$119

Sunday 12/07

Monday 12/08

$118

Tuesday 12/09

Wednesday 12/10

$132

Thursday 12/11

$135

Friday 12/12

Saturday 12/13

$130

Sunday 12/14

Monday 12/15

Tuesday 12/16

Wednesday 12/17

Thursday 12/18

Friday 12/19

Saturday 12/20

Sunday 12/21

Monday 12/22

Tuesday 12/23

Wednesday 12/24

Thursday 12/25

Friday 12/26

Saturday 12/27

The cheapest time to travel from Tupelo, MS to Chicago

See here on which day and which time of the day you can find the cheapest bus ticket from Tupelo, MS to Chicago, for the next 30 days.

With a price starting from $118, Monday is the cheapest day for a bus from Tupelo, MS to Chicago. Thursday instead is the most expensive day with prices starting from $135.

Morning is the cheapest day time for bus tickets from Tupelo, MS to Chicago, with $118. Evening is the most expensive time of the day with prices starting from $119.

How to save money travelling from Tupelo, MS to Chicago

Travel can be expensive, but it doesn't need to be! Do you want to avoid paying a terrible price for your trip? Then follow these quick steps to save money:

Book the ticket from Tupelo, MS to Chicago in advance! The earlier you book, the cheaper usually the price is. Also, you will be sure to have a place on the bus from Tupelo, MS to Chicago, compared instead if you buy it at the last moment, or directly at the station.

If you can, avoid travelling at peak times. Instead of weekend, try travelling during the week. Travelling in the evening or at night it’s also cheaper, and later buses from Tupelo, MS to Chicago are also emptier.

All bus stations and stops in Tupelo, MS and Chicago

In the map below, you can see where to find all bus stations in Tupelo, MS and Chicago.

Bus Stop

S Eason Blvd 2831

95th Red Line Station

W. 95th St 14

Downtown Bus Station

West Harrison Street 630-670

Union Station

S Canal St 225

Cumberland CTA

N Cumberland Ave 5800

Canal & Van Buren

S Canal St 310-320

Service and Comfort on the bus from Tupelo, MS to Chicago

Want to know which seat classes are available on the buses from Tupelo, MS to Chicago? Or which bus companies serve the route Tupelo, MS to Chicago? Below you will find answers to your questions.

FAQs about the Tupelo, MS to Chicago bus

How much does a Tupelo, MS Chicago bus trip cost?

This depends on, among other things, the day and time of travel. The cheapest trip is available from $95 and takes 24h 10m to reach Chicago. Compare offers to save money!

How much could I save by comparing buses from Tupelo, MS to Chicago?

This route is offered by 1 companies with a range of ticket prices between $95 and $144. Thus, we recommend booking your ticket as early as possible to make sure you get the cheapest bus ticket to Chicago.

On average, how many connections are available from Tupelo, MS to Chicago each day?

Every day, the Tupelo, MS to Chicago bus route is served by approximately 5 connections. With our search, you can compare bus times to find the perfect trip.

How long does a bus journey from Tupelo, MS to Chicago take?

The fastest bus from Tupelo, MS to Chicago is offered by Greyhound US and takes 16h 15m. Bus tickets for this connection cost $119. In this context, bear in mind that the journey can take longer due to traffic.

What time is the first bus from Tupelo, MS to Chicago?

The earliest bus arriving in Chicago from Tupelo, MS starts at 5:35 AM. However, information regarding departure times may differ on weekends and holidays. Simply use our search to find exact times for your planned travel date.

What time is the last bus from Tupelo, MS to Chicago?

The latest bus trip departing from Tupelo, MS for Chicago starts at 11:15 PM. Please note that departure times may differ on weekends and holidays. So just use our search to find the exact times for your planned travel date.

Which bus companies operate the Tupelo, MS Chicago route?

When traveling by bus from Tupelo, MS to Chicago, passengers can travel with Greyhound US. With our search, you can compare all available bus tickets to book the one that works for you.

Is there a direct bus between Tupelo, MS and Chicago?

You can check all the direct connections between Tupelo, MS and Chicago by using our search and looking at the Changes section in our filters. These are some of the companies which offer a direct bus: Greyhound US.

What can I take with me on the Tupelo, MS to Chicago bus route?

Depending on which provider you travel with, what you're allowed to bring with you can vary. Generally, you can take a suitcase and hand luggage with you on the Tupelo, MS Chicago bus route free of charge. Simply use our search to find a bus that is best suited to your needs for your planned travel date.

What equipment is available for the Tupelo, MS Chicago bus route?

The equipment on board differs depending on the provider. However, many long-distance buses have WiFi so you can tell your friends your exact location during the journey. To make traveling even more pleasant, air conditioning systems provide ventilation. It is best to use our search to get precise information about the equipment of the bus from Tupelo, MS to Chicago on your planned travel date.

Available seat classes which are offered on the bus route Tupelo, MS to Chicago

Economy

The cheapest option available for your ticket, it usually comes with reclinable seats and AC.

More bus routes to Tupelo, MS and to Chicago

Here’s an overview of the most popular bus routes to Tupelo, MS and to Chicago. Simply click on the connection of your choice, and you will find all the details about your bus route!