Bus from Silver Spring, MD to Chicago from $85

Compare all the bus companies and find the best price with CheckMyBus
Compare & Save Millions of buses in one click. Save up to 70%!
The Best Deals Save up to 70%
The Most Choices Millions of routes worldwide
Easy and Transparent Compare offers with 1 click

Compare all timetables for the bus from Silver Spring, MD to Chicago

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

today
$96
tomorrow
$102
Friday
$114
Saturday
$105
Sunday
$118
Monday
$102
Tuesday
$125

Cheapest bus trips today

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 16h 30m 6:30 PM Silver Spring, MD Bus Stop 10:00 AM Chicago Downtown Bus Station  Economy $96
Greyhound US 19h 55m 6:30 PM Silver Spring, MD Bus Stop 1:25 PM Chicago 95th Red Line Station  Economy $113
Greyhound US 28h 55m 7:05 PM Silver Spring, MD Bus Stop 11:00 PM Chicago 95th Red Line Station  Economy $128

Cheapest bus trips tomorrow

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 16h 30m 6:30 PM Silver Spring, MD Bus Stop 10:00 AM Chicago Downtown Bus Station  Economy $102
Greyhound US 19h 15m 1:50 AM Silver Spring, MD Bus Stop 8:05 PM Chicago Downtown Bus Station  Economy $105
Greyhound US 25h 10m 6:00 AM Silver Spring, MD Bus Stop 6:10 AM Chicago Downtown Bus Station  Economy $105
Greyhound US 24h 40m 6:00 AM Silver Spring, MD Bus Stop 5:40 AM Chicago 95th Red Line Station  Economy $107
Greyhound US 19h 55m 6:30 PM Silver Spring, MD Bus Stop 1:25 PM Chicago 95th Red Line Station  Economy $107

Cheapest bus trips Friday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 19h 15m 1:50 AM Silver Spring, MD Bus Stop 8:05 PM Chicago Downtown Bus Station  Economy $114
Greyhound US 16h 30m 6:30 PM Silver Spring, MD Bus Stop 10:00 AM Chicago Downtown Bus Station  Economy $133
Greyhound US 18h 25m 12:15 PM Silver Spring, MD Bus Stop 5:40 AM Chicago 95th Red Line Station  Economy $146
Greyhound US 18h 55m 12:15 PM Silver Spring, MD Bus Stop 6:10 AM Chicago Downtown Bus Station  Economy $151
Greyhound US 19h 55m 6:30 PM Silver Spring, MD Bus Stop 1:25 PM Chicago 95th Red Line Station  Economy $157
  • Did you know that if you travel from Silver Spring, MD to Chicago via Washington, DC, you can save more than $21? You can find the corresponding connections below.
    • FlixBus
      18h 55m
      0
      4:05 PM
      Silver Spring, MD
      Bus Stop
      4:45 PM
      Washington, DC
      Union Station
      0
      FlixBus
      Economy
      $7
    • Waiting Time 0h 50m
    • Busbud
      17h 25m
      0
      5:35 PM
      Washington, DC
      Union Station
      10:00 AM
      Chicago
      Downtown Bus Station
      0
      Busbud
      Economy
      $86
    Travel time is 3h 25m longer, but you will save $21

Cheapest bus trips Saturday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 19h 15m 1:50 AM Silver Spring, MD Bus Stop 8:05 PM Chicago Downtown Bus Station  Economy $105
Greyhound US 16h 30m 6:30 PM Silver Spring, MD Bus Stop 10:00 AM Chicago Downtown Bus Station  Economy $111
Greyhound US 21h 35m 1:50 AM Silver Spring, MD Bus Stop 10:25 PM Chicago 95th Red Line Station  Economy $132
Greyhound US 24h 40m 6:00 AM Silver Spring, MD Bus Stop 5:40 AM Chicago 95th Red Line Station  Economy $132
Greyhound US 19h 55m 6:30 PM Silver Spring, MD Bus Stop 1:25 PM Chicago 95th Red Line Station  Economy $132
  • Did you know that if you travel from Silver Spring, MD to Chicago via Washington, DC, you can save more than $12? You can find the corresponding connections below.
    • FlixBus
      18h 55m
      0
      4:05 PM
      Silver Spring, MD
      Bus Stop
      4:45 PM
      Washington, DC
      Union Station
      0
      FlixBus
      Economy
      $7
    • Waiting Time 0h 50m
    • Busbud
      17h 25m
      0
      5:35 PM
      Washington, DC
      Union Station
      10:00 AM
      Chicago
      Downtown Bus Station
      0
      Busbud
      Economy
      $86
    Travel time is 3h 25m longer, but you will save $12

Cheapest bus trips Sunday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 19h 15m 1:50 AM Silver Spring, MD Bus Stop 8:05 PM Chicago Downtown Bus Station  Economy $118
Greyhound US 16h 30m 6:30 PM Silver Spring, MD Bus Stop 10:00 AM Chicago Downtown Bus Station  Economy $118
Greyhound US 19h 55m 6:30 PM Silver Spring, MD Bus Stop 1:25 PM Chicago 95th Red Line Station  Economy $127
Greyhound US 24h 40m 6:00 AM Silver Spring, MD Bus Stop 5:40 AM Chicago 95th Red Line Station  Economy $128
Greyhound US 20h 45m 12:15 PM Silver Spring, MD Bus Stop 8:00 AM Chicago Union Station  Economy $144
  • Did you know that if you travel from Silver Spring, MD to Chicago via Washington, DC, you can save more than $25? You can find the corresponding connections below.
    • FlixBus
      18h 55m
      0
      4:05 PM
      Silver Spring, MD
      Bus Stop
      4:45 PM
      Washington, DC
      Union Station
      0
      FlixBus
      Economy
      $7
    • Waiting Time 0h 50m
    • Busbud
      17h 25m
      0
      5:35 PM
      Washington, DC
      Union Station
      10:00 AM
      Chicago
      Downtown Bus Station
      0
      Busbud
      Economy
      $86
    Travel time is 3h 25m longer, but you will save $25

Cheapest bus trips Monday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 16h 30m 6:30 PM Silver Spring, MD Bus Stop 10:00 AM Chicago Downtown Bus Station  Economy $102
Greyhound US 25h 10m 6:00 AM Silver Spring, MD Bus Stop 6:10 AM Chicago Downtown Bus Station  Economy $109
Greyhound US 19h 15m 1:50 AM Silver Spring, MD Bus Stop 8:05 PM Chicago Downtown Bus Station  Economy $111
Greyhound US 19h 55m 6:30 PM Silver Spring, MD Bus Stop 1:25 PM Chicago 95th Red Line Station  Economy $116
Greyhound US 24h 40m 6:00 AM Silver Spring, MD Bus Stop 5:40 AM Chicago 95th Red Line Station  Economy $118

Cheapest bus trips Tuesday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 16h 30m 6:30 PM Silver Spring, MD Bus Stop 10:00 AM Chicago Downtown Bus Station  Economy $125
Greyhound US 19h 15m 1:50 AM Silver Spring, MD Bus Stop 8:05 PM Chicago Downtown Bus Station  Economy $137
Greyhound US 18h 45m 5:50 AM Silver Spring, MD Bus Stop 11:35 PM Chicago Downtown Bus Station  Economy $138
Greyhound US 19h 55m 6:30 PM Silver Spring, MD Bus Stop 1:25 PM Chicago 95th Red Line Station  Economy $140
Greyhound US 18h 10m 5:50 AM Silver Spring, MD Bus Stop 11:00 PM Chicago 95th Red Line Station  Economy $144
  • Did you know that if you travel from Silver Spring, MD to Chicago via Washington, DC, you can save more than $11? You will find the corresponding connections below.
    • Save more than 9%
      19h 35m
      Silver Spring, MD
      6 mi
      5:00 AM
      Washington, DC
      Union Station
      11:35 PM
      Chicago
      Downtown Bus Station
      0 mi
      Economy
      $114
  • Did you know that if you travel from Silver Spring, MD to Chicago via Washington, DC, you can save more than $32? You can find the corresponding connections below.
    • FlixBus
      18h 55m
      0
      4:05 PM
      Silver Spring, MD
      Bus Stop
      4:45 PM
      Washington, DC
      Union Station
      0
      FlixBus
      Economy
      $7
    • Waiting Time 0h 50m
    • Busbud
      17h 25m
      0
      5:35 PM
      Washington, DC
      Union Station
      10:00 AM
      Chicago
      Downtown Bus Station
      0
      Busbud
      Economy
      $86
    Travel time is 3h 25m longer, but you will save $32

Best Price Offer: The price for the cheapest bus from Silver Spring, MD to Chicago is $85 on 1/6/2026. Flexible travelers save on ticket prices.


Frequency of bus connections between Silver Spring, MD and Chicago

See here how frequent the connections between Silver Spring, MD and Chicago are, during different times and days of the week.
Monday is the busiest day, with more than 10 daily buses from Silver Spring, MD to Chicago. Wednesday has instead the fewest connections, with only 3 daily coaches between Silver Spring, MD and Chicago.
The busiest time of the day is the Evening, with 21 buses from Silver Spring, MD to Chicago, while Afternoon sees the fewest connections between Silver Spring, MD and Chicago, with 8 offers.

Facts about the bus from Silver Spring, MD to Chicago

Compare all providers like Greyhound US that travel 8 times every day by bus from Silver Spring, MD to Chicago in one click! Book your bus ticket from Silver Spring, MD to Chicago starting from $85!

Cheapest Bus $85
Fastest Bus 15h 30m
Earliest Bus 6:30 PM
Latest Bus 7:05 PM
Daily Bus Routes 8 Ø
Distance 592.4 miles
Bus Companies Greyhound US

Cheapest bus connections from Silver Spring, MD to Chicago

Every day, 8 buses from 1 bus companies leave Silver Spring, MD for Chicago: in the table below, you will find the cheapest prices for a bus ticket for this route, starting from 12/17/2025 and for the following days.

Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday
Sunday 12/14
Monday 12/15
Tuesday 12/16
Wednesday 12/17
$96
Thursday 12/18
$102
Friday 12/19
$114
Saturday 12/20
$105
Sunday 12/21
$118
Monday 12/22
$102
Tuesday 12/23
$125
Wednesday 12/24
$102
Thursday 12/25
Friday 12/26
$108
Saturday 12/27
$105
Sunday 12/28
$99
Monday 12/29
$114
Tuesday 12/30
$102
Wednesday 12/31
$99
Thursday 01/01
$108
Friday 01/02
$93
Saturday 01/03
$99
Sunday 01/04
$102
Monday 01/05
$93
Tuesday 01/06
$85
Wednesday 01/07
$85
Thursday 01/08
$85
Friday 01/09
$91
Saturday 01/10

The cheapest time to travel from Silver Spring, MD to Chicago

See here on which day and which time of the day you can find the cheapest bus ticket from Silver Spring, MD to Chicago, for the next 30 days.
With a price starting from $78, Monday is the cheapest day for a bus from Silver Spring, MD to Chicago. Friday instead is the most expensive day with prices starting from $91.
Night is the cheapest day time for bus tickets from Silver Spring, MD to Chicago, with $78. Afternoon is the most expensive time of the day with prices starting from $144.

How to save money travelling from Silver Spring, MD 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 Silver Spring, MD 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 Silver Spring, MD 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 Silver Spring, MD to Chicago are also emptier.

Beloved bus companies from Silver Spring, MD to Chicago

These are the most booked bus companies between Silver Spring, MD to Chicago from our users.

All bus stations and stops in Silver Spring, MD and Chicago

In the map below, you can see where to find all bus stations in Silver Spring, MD and Chicago.

Service and Comfort on the bus from Silver Spring, MD to Chicago

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

FAQs about the Silver Spring, MD to Chicago bus

How much does a Silver Spring, MD Chicago bus trip cost?

This depends on, among other things, the day and time of travel. The cheapest trip is available from $85 and takes 15h 30m to reach Chicago. Compare offers to save money!

How much could I save by comparing buses from Silver Spring, MD to Chicago?

This route is offered by 1 companies with a range of ticket prices between $85 and $218. 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 Silver Spring, MD to Chicago each day?

Every day, the Silver Spring, MD to Chicago bus route is served by approximately 8 connections. With our search, you can compare bus times to find the perfect trip.

How long does a bus journey from Silver Spring, MD to Chicago take?

The fastest bus from Silver Spring, MD to Chicago is offered by Greyhound US and takes 15h 30m. Bus tickets for this connection cost $96. In this context, bear in mind that the journey can take longer due to traffic.

What time is the first bus from Silver Spring, MD to Chicago?

The earliest bus arriving in Chicago from Silver Spring, MD starts at 6:30 PM. 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 Silver Spring, MD to Chicago?

The latest bus trip departing from Silver Spring, MD for Chicago starts at 7:05 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 Silver Spring, MD Chicago route?

When traveling by bus from Silver Spring, MD 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 Silver Spring, MD and Chicago?

You can check all the direct connections between Silver Spring, MD 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 Silver Spring, MD 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 Silver Spring, MD 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 Silver Spring, MD 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 Silver Spring, MD to Chicago on your planned travel date.

How does CheckMyBus find the best bus deals from Silver Spring, MD to Chicago?

CheckMyBus collaborates directly with companies around the world to provide you with the best options when searching for a trip. We retrieve their first-hand data to show you real-time prices, schedules, and seat availability for 8 daily trips between Silver Spring, MD and Chicago. With the most up-to-date information from verified sources, you can fairly compare all available options and choose the trip that suits you best.

How does CheckMyBus technology work for trips from Silver Spring, MD to Chicago?

Prices and availability for 8 trips between Silver Spring, MD and Chicago change constantly. To provide you with the most up-to-date information, we connect directly with bus operators, Online Travel Agencies (OTAs), and Global Distribution Systems (GDS) via real-time interfaces (APIs). The data collected from these sources undergoes strict quality checks, is processed within our infrastructure, and is then presented to you on our search results pages. Visit our About Us page to learn more.

Available seat classes which are offered on the bus route Silver Spring, MD to Chicago

Economy
Economy

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

More bus routes to Silver Spring, MD and to Chicago

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

The CheckMyBus App

Free Download

App Store
CheckMyBus App
Close
GPDR CheckMyBus shield

We value your privacy!

To

show

you

the

best

bus

offers,

we

and

our

partners

use

technical,

analytical,

and

marketing

cookies

to

personalize

the

ads.

We

remember

your

anonymized

details

to

provide

a

personalized

experience.