Bus Madison, WI to Chicago: Compare prices and save money

Compare all timetables for the bus from Madison, WI to Chicago

Here is a selection of the cheapest bus trips from the schedule from Madison, WI to Chicago from various bus operators like FlixBus or Greyhound US for the next days.

today

tomorrow

$24

Thursday

Friday

$25

Saturday

Sunday

Monday

$21

Cheapest bus trips tomorrow
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
FlixBus	3h 10m	6:45 AM	Madison, WI	Chazen Museum	9:55 AM	Chicago	Downtown Bus Station	Economy	$24	A Bus from FlixBus goes from Chazen Museum, Madison, WI (USA) at 9/9/2026 6:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 9/9/2026 9:55:00 AM. 50 Economy ticket for $24 per person are available. Travel duration is 3h 10m
FlixBus	2h 55m	7:00 AM	Madison, WI	Dutch Mill Park & Ride	9:55 AM	Chicago	Downtown Bus Station	Economy	$24	A Bus from FlixBus goes from Dutch Mill Park & Ride, Madison, WI (USA) at 9/9/2026 7:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 9/9/2026 9:55:00 AM. 50 Economy ticket for $24 per person are available. Travel duration is 2h 55m
FlixBus	4h 10m	1:25 PM	Madison, WI	Chazen Museum	5:35 PM	Chicago	Downtown Bus Station	Economy	$27	A Bus from FlixBus goes from Chazen Museum, Madison, WI (USA) at 9/9/2026 1:25:00 PM to Downtown Bus Station, Chicago (USA) arriving at 9/9/2026 5:35:00 PM. 50 Economy ticket for $27 per person are available. Travel duration is 4h 10m
Greyhound US	3h 5m	7:00 PM	Madison, WI	Chazen Museum	10:05 PM	Chicago	Downtown Bus Station	Economy	$28	A Bus from Greyhound US goes from Chazen Museum, Madison, WI (USA) at 9/9/2026 7:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 9/9/2026 10:05:00 PM. 50 Economy ticket for $28 per person are available. Travel duration is 3h 5m
Greyhound US	4h 30m	7:00 PM	Madison, WI	Chazen Museum	11:30 PM	Chicago	95th Red Line Station	Economy	$37	A Bus from Greyhound US goes from Chazen Museum, Madison, WI (USA) at 9/9/2026 7:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 9/9/2026 11:30:00 PM. 50 Economy ticket for $37 per person are available. Travel duration is 4h 30m

Cheapest bus trips Friday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
FlixBus	3h 10m	6:45 AM	Madison, WI	Chazen Museum	9:55 AM	Chicago	Downtown Bus Station	Economy	$25	A Bus from FlixBus goes from Chazen Museum, Madison, WI (USA) at 9/11/2026 6:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 9/11/2026 9:55:00 AM. 50 Economy ticket for $25 per person are available. Travel duration is 3h 10m
FlixBus	4h 10m	1:25 PM	Madison, WI	Chazen Museum	5:35 PM	Chicago	Downtown Bus Station	Economy	$25	A Bus from FlixBus goes from Chazen Museum, Madison, WI (USA) at 9/11/2026 1:25:00 PM to Downtown Bus Station, Chicago (USA) arriving at 9/11/2026 5:35:00 PM. 50 Economy ticket for $25 per person are available. Travel duration is 4h 10m
FlixBus	2h 55m	7:00 AM	Madison, WI	Dutch Mill Park & Ride	9:55 AM	Chicago	Downtown Bus Station	Economy	$25	A Bus from FlixBus goes from Dutch Mill Park & Ride, Madison, WI (USA) at 9/11/2026 7:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 9/11/2026 9:55:00 AM. 50 Economy ticket for $25 per person are available. Travel duration is 2h 55m
Greyhound US	3h 15m	7:00 PM	Madison, WI	Chazen Museum	10:15 PM	Chicago	Downtown Bus Station	Economy	$25	A Bus from Greyhound US goes from Chazen Museum, Madison, WI (USA) at 9/11/2026 7:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 9/11/2026 10:15:00 PM. 50 Economy ticket for $25 per person are available. Travel duration is 3h 15m
Greyhound US	4h 35m	7:00 PM	Madison, WI	Chazen Museum	11:35 PM	Chicago	95th Red Line Station	Economy	$45	A Bus from Greyhound US goes from Chazen Museum, Madison, WI (USA) at 9/11/2026 7:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 9/11/2026 11:35:00 PM. 50 Economy ticket for $45 per person are available. Travel duration is 4h 35m

Cheapest bus trips Monday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
FlixBus	3h 10m	6:45 AM	Madison, WI	Chazen Museum	9:55 AM	Chicago	Downtown Bus Station	Economy	$21	A Bus from FlixBus goes from Chazen Museum, Madison, WI (USA) at 9/14/2026 6:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 9/14/2026 9:55:00 AM. 50 Economy ticket for $21 per person are available. Travel duration is 3h 10m
FlixBus	4h 10m	1:25 PM	Madison, WI	Chazen Museum	5:35 PM	Chicago	Downtown Bus Station	Economy	$21	A Bus from FlixBus goes from Chazen Museum, Madison, WI (USA) at 9/14/2026 1:25:00 PM to Downtown Bus Station, Chicago (USA) arriving at 9/14/2026 5:35:00 PM. 50 Economy ticket for $21 per person are available. Travel duration is 4h 10m
FlixBus	2h 55m	7:00 AM	Madison, WI	Dutch Mill Park & Ride	9:55 AM	Chicago	Downtown Bus Station	Economy	$21	A Bus from FlixBus goes from Dutch Mill Park & Ride, Madison, WI (USA) at 9/14/2026 7:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 9/14/2026 9:55:00 AM. 50 Economy ticket for $21 per person are available. Travel duration is 2h 55m
Greyhound US	3h 15m	7:00 PM	Madison, WI	Chazen Museum	10:15 PM	Chicago	Downtown Bus Station	Economy	$21	A Bus from Greyhound US goes from Chazen Museum, Madison, WI (USA) at 9/14/2026 7:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 9/14/2026 10:15:00 PM. 50 Economy ticket for $21 per person are available. Travel duration is 3h 15m
Greyhound US	4h 35m	7:00 PM	Madison, WI	Chazen Museum	11:35 PM	Chicago	95th Red Line Station	Economy	$32	A Bus from Greyhound US goes from Chazen Museum, Madison, WI (USA) at 9/14/2026 7:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 9/14/2026 11:35:00 PM. 50 Economy ticket for $32 per person are available. Travel duration is 4h 35m

Frequency of bus connections between Madison, WI and Chicago

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

Friday is the busiest day, with more than 20 daily buses from Madison, WI to Chicago. Wednesday has instead the fewest connections, with only 9 daily coaches between Madison, WI and Chicago.

The busiest time of the day is the Afternoon, with 16 buses from Madison, WI to Chicago, while Evening sees the fewest connections between Madison, WI and Chicago, with 9 offers.

Test cheapest views

The cheapest bus for the 9/15/2026 costs just $20, from FlixBus

Facts about the bus from Madison, WI to Chicago

Compare all providers like FlixBus and Greyhound US that travel 13 times every day by bus from Madison, WI to Chicago in one click! Book your bus ticket from Madison, WI to Chicago starting from $20!

Cheapest Bus	$20
Fastest Bus	2h 55m
Earliest Bus	6:45 AM
Latest Bus	7:00 PM
Daily Bus Routes	13 Ø
Distance	122.2 miles
Bus Companies	FlixBus and Greyhound US

Cheapest bus connections from Madison, WI to Chicago

Every day, 13 buses from 2 bus companies leave Madison, WI for Chicago: in the table below, you will find the cheapest prices for a bus ticket for this route, starting from 09/08/2026 and for the following days.

Sunday

Monday

Tuesday

Wednesday

Thursday

Friday

Saturday

Sunday 09/06

Monday 09/07

Tuesday 09/08

Wednesday 09/09

$24

Thursday 09/10

Friday 09/11

$24

Saturday 09/12

Sunday 09/13

$25

Monday 09/14

$21

Tuesday 09/15

$20

Wednesday 09/16

$20

Thursday 09/17

Friday 09/18

Saturday 09/19

$21

Sunday 09/20

$24

Monday 09/21

$21

Tuesday 09/22

Wednesday 09/23

Thursday 09/24

$20

Friday 09/25

$21

Saturday 09/26

$21

Sunday 09/27

$21

Monday 09/28

Tuesday 09/29

Wednesday 09/30

Thursday 10/01

Friday 10/02

Saturday 10/03

The cheapest time to travel from Madison, WI to Chicago

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

With a price starting from $20, Wednesday is the cheapest day for a bus from Madison, WI to Chicago. Friday instead is the most expensive day with prices starting from $21.

Morning is the cheapest day time for bus tickets from Madison, WI to Chicago, with $21. Morning is the most expensive time of the day with prices starting from $21.

How to save money travelling from Madison, WI 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 Madison, WI 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 Madison, WI 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 Madison, WI to Chicago are also emptier.

All bus stations and stops in Madison, WI and Chicago

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

Dutch Mill Park & Ride

E Broadway

University Wisconsin-Madison

North Lake Street 200

Bus Stop

Memorial Union Building

Langdon Street 800

Chazen Museum

University Avenue 750-800

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 Madison, WI to Chicago

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

FAQs about the Madison, WI to Chicago bus

How much does a Madison, WI Chicago bus trip cost?

This depends on, among other things, the day and time of travel. The cheapest trip is available from $20 and takes 3h 10m to reach Chicago. Compare offers to save money!

How much could I save by comparing buses from Madison, WI to Chicago?

This route is offered by 2 companies with a range of ticket prices between $20 and $49. 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 Madison, WI to Chicago each day?

Every day, the Madison, WI to Chicago bus route is served by approximately 13 connections. With our search, you can compare bus times to find the perfect trip.

How long does a bus journey from Madison, WI to Chicago take?

The fastest bus from Madison, WI to Chicago is offered by FlixBus and takes 2h 55m. Bus tickets for this connection cost $24. In this context, bear in mind that the journey can take longer due to traffic.

What time is the first bus from Madison, WI to Chicago?

The earliest bus arriving in Chicago from Madison, WI starts at 6:45 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 Madison, WI to Chicago?

The latest bus trip departing from Madison, WI for Chicago starts at 7:00 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 Madison, WI Chicago route?

When traveling by bus from Madison, WI to Chicago, passengers can travel with FlixBus and 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 Madison, WI and Chicago?

You can check all the direct connections between Madison, WI 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: FlixBus and Greyhound US.

What can I take with me on the Madison, WI 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 Madison, WI 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 Madison, WI 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 Madison, WI to Chicago on your planned travel date.

Available seat classes which are offered on the bus route Madison, WI to Chicago

Economy

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

More bus routes to Madison, WI and to Chicago

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