Bus Southfield, MI to Chicago: Compare prices and save money

Compare all timetables for the bus from Southfield, MI to Chicago

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

today

$37

tomorrow

$42

Saturday

$41

Sunday

$41

Monday

$37

Tuesday

$40

Wednesday

$40

Cheapest bus trips today
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	6h 40m	11:45 PM	Southfield, MI	Bus Stop	5:25 AM	Chicago	Downtown Bus Station	Economy	$37	A Bus from Greyhound US goes from Bus Stop, Southfield, MI (USA) at 6/4/2026 11:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/5/2026 5:25:00 AM. 50 Economy ticket for $37 per person are available. Travel duration is 6h 40m
Greyhound US	10h 15m	2:20 PM	Southfield, MI	Bus Stop	11:35 PM	Chicago	95th Red Line Station	Economy	$41	A Bus from Greyhound US goes from Bus Stop, Southfield, MI (USA) at 6/4/2026 2:20:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/4/2026 11:35:00 PM. 50 Economy ticket for $41 per person are available. Travel duration is 10h 15m
Greyhound US	9h 35m	11:45 PM	Southfield, MI	Bus Stop	8:20 AM	Chicago	95th Red Line Station	Economy	$41	A Bus from Greyhound US goes from Bus Stop, Southfield, MI (USA) at 6/4/2026 11:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/5/2026 8:20:00 AM. 50 Economy ticket for $41 per person are available. Travel duration is 9h 35m
Greyhound US	8h 5m	2:20 PM	Southfield, MI	Bus Stop	9:25 PM	Chicago	Downtown Bus Station	Economy	$44	A Bus from Greyhound US goes from Bus Stop, Southfield, MI (USA) at 6/4/2026 2:20:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/4/2026 9:25:00 PM. 50 Economy ticket for $44 per person are available. Travel duration is 8h 5m

Cheapest bus trips tomorrow
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	6h 40m	11:45 PM	Southfield, MI	Bus Stop	5:25 AM	Chicago	Downtown Bus Station	Economy	$42	A Bus from Greyhound US goes from Bus Stop, Southfield, MI (USA) at 6/5/2026 11:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/6/2026 5:25:00 AM. 50 Economy ticket for $42 per person are available. Travel duration is 6h 40m
Greyhound US	10h 15m	2:20 PM	Southfield, MI	Bus Stop	11:35 PM	Chicago	95th Red Line Station	Economy	$43	A Bus from Greyhound US goes from Bus Stop, Southfield, MI (USA) at 6/5/2026 2:20:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/5/2026 11:35:00 PM. 50 Economy ticket for $43 per person are available. Travel duration is 10h 15m
Greyhound US	9h 35m	11:45 PM	Southfield, MI	Bus Stop	8:20 AM	Chicago	95th Red Line Station	Economy	$43	A Bus from Greyhound US goes from Bus Stop, Southfield, MI (USA) at 6/5/2026 11:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/6/2026 8:20:00 AM. 50 Economy ticket for $43 per person are available. Travel duration is 9h 35m
Greyhound US	8h 5m	2:20 PM	Southfield, MI	Bus Stop	9:25 PM	Chicago	Downtown Bus Station	Economy	$44	A Bus from Greyhound US goes from Bus Stop, Southfield, MI (USA) at 6/5/2026 2:20:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/5/2026 9:25:00 PM. 50 Economy ticket for $44 per person are available. Travel duration is 8h 5m

Cheapest bus trips Saturday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	6h 40m	11:45 PM	Southfield, MI	Bus Stop	5:25 AM	Chicago	Downtown Bus Station	Economy	$41	A Bus from Greyhound US goes from Bus Stop, Southfield, MI (USA) at 6/6/2026 11:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/7/2026 5:25:00 AM. 50 Economy ticket for $41 per person are available. Travel duration is 6h 40m
Greyhound US	10h 15m	2:20 PM	Southfield, MI	Bus Stop	11:35 PM	Chicago	95th Red Line Station	Economy	$44	A Bus from Greyhound US goes from Bus Stop, Southfield, MI (USA) at 6/6/2026 2:20:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/6/2026 11:35:00 PM. 50 Economy ticket for $44 per person are available. Travel duration is 10h 15m
Greyhound US	9h 35m	11:45 PM	Southfield, MI	Bus Stop	8:20 AM	Chicago	95th Red Line Station	Economy	$44	A Bus from Greyhound US goes from Bus Stop, Southfield, MI (USA) at 6/6/2026 11:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/7/2026 8:20:00 AM. 50 Economy ticket for $44 per person are available. Travel duration is 9h 35m
Greyhound US	8h 5m	2:20 PM	Southfield, MI	Bus Stop	9:25 PM	Chicago	Downtown Bus Station	Economy	$44	A Bus from Greyhound US goes from Bus Stop, Southfield, MI (USA) at 6/6/2026 2:20:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/6/2026 9:25:00 PM. 50 Economy ticket for $44 per person are available. Travel duration is 8h 5m

Cheapest bus trips Sunday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	6h 40m	11:45 PM	Southfield, MI	Bus Stop	5:25 AM	Chicago	Downtown Bus Station	Economy	$41	A Bus from Greyhound US goes from Bus Stop, Southfield, MI (USA) at 6/7/2026 11:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/8/2026 5:25:00 AM. 50 Economy ticket for $41 per person are available. Travel duration is 6h 40m
Greyhound US	10h 15m	2:20 PM	Southfield, MI	Bus Stop	11:35 PM	Chicago	95th Red Line Station	Economy	$47	A Bus from Greyhound US goes from Bus Stop, Southfield, MI (USA) at 6/7/2026 2:20:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/7/2026 11:35:00 PM. 50 Economy ticket for $47 per person are available. Travel duration is 10h 15m
Greyhound US	8h 5m	2:20 PM	Southfield, MI	Bus Stop	9:25 PM	Chicago	Downtown Bus Station	Economy	$48	A Bus from Greyhound US goes from Bus Stop, Southfield, MI (USA) at 6/7/2026 2:20:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/7/2026 9:25:00 PM. 50 Economy ticket for $48 per person are available. Travel duration is 8h 5m
Greyhound US	9h 35m	11:45 PM	Southfield, MI	Bus Stop	8:20 AM	Chicago	95th Red Line Station	Economy	$48	A Bus from Greyhound US goes from Bus Stop, Southfield, MI (USA) at 6/7/2026 11:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/8/2026 8:20:00 AM. 50 Economy ticket for $48 per person are available. Travel duration is 9h 35m

Cheapest bus trips Monday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	6h 40m	11:45 PM	Southfield, MI	Bus Stop	5:25 AM	Chicago	Downtown Bus Station	Economy	$37	A Bus from Greyhound US goes from Bus Stop, Southfield, MI (USA) at 6/8/2026 11:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/9/2026 5:25:00 AM. 50 Economy ticket for $37 per person are available. Travel duration is 6h 40m
Greyhound US	10h 15m	2:20 PM	Southfield, MI	Bus Stop	11:35 PM	Chicago	95th Red Line Station	Economy	$42	A Bus from Greyhound US goes from Bus Stop, Southfield, MI (USA) at 6/8/2026 2:20:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/8/2026 11:35:00 PM. 50 Economy ticket for $42 per person are available. Travel duration is 10h 15m
Greyhound US	8h 5m	2:20 PM	Southfield, MI	Bus Stop	9:25 PM	Chicago	Downtown Bus Station	Economy	$42	A Bus from Greyhound US goes from Bus Stop, Southfield, MI (USA) at 6/8/2026 2:20:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/8/2026 9:25:00 PM. 50 Economy ticket for $42 per person are available. Travel duration is 8h 5m
Greyhound US	11h 5m	11:45 PM	Southfield, MI	Bus Stop	9:50 AM	Chicago	95th Red Line Station	Economy	$43	A Bus from Greyhound US goes from Bus Stop, Southfield, MI (USA) at 6/8/2026 11:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/9/2026 9:50:00 AM. 50 Economy ticket for $43 per person are available. Travel duration is 11h 5m

Cheapest bus trips Tuesday
Mode of Transport	BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Logo	Seat classes	Price
	Greyhound US	6h 40m	11:45 PM	Southfield, MI	Bus Stop	5:25 AM	Chicago	Downtown Bus Station		Economy	$40	A Bus from Greyhound US goes from Bus Stop, Southfield, MI (USA) at 6/9/2026 11:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/10/2026 5:25:00 AM. 50 Economy ticket for $40 per person are available. Travel duration is 6h 40m
	Greyhound US	9h 35m	11:45 PM	Southfield, MI	Bus Stop	8:20 AM	Chicago	95th Red Line Station		Economy	$45	A Bus from Greyhound US goes from Bus Stop, Southfield, MI (USA) at 6/9/2026 11:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/10/2026 8:20:00 AM. 50 Economy ticket for $45 per person are available. Travel duration is 9h 35m

Cheapest bus trips Wednesday
Mode of Transport	BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Logo	Seat classes	Price
	Greyhound US	6h 40m	11:45 PM	Southfield, MI	Bus Stop	5:25 AM	Chicago	Downtown Bus Station		Economy	$40	A Bus from Greyhound US goes from Bus Stop, Southfield, MI (USA) at 6/10/2026 11:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/11/2026 5:25:00 AM. 50 Economy ticket for $40 per person are available. Travel duration is 6h 40m

Best Price Offer: The price for the cheapest bus from Southfield, MI to Chicago is $37 on 6/8/2026. Flexible travelers save on ticket prices.

Frequency of bus connections between Southfield, MI and Chicago

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

Friday is the busiest day, with more than 10 daily buses from Southfield, MI to Chicago. Wednesday has instead the fewest connections, with only 1 daily coaches between Southfield, MI and Chicago.

The busiest time of the day is the Evening, with 20 buses from Southfield, MI to Chicago, while Afternoon sees the fewest connections between Southfield, MI and Chicago, with 17 offers.

Facts about the bus from Southfield, MI to Chicago

Compare all providers like Greyhound US that travel 5 times every day by bus from Southfield, MI to Chicago in one click! Book your bus ticket from Southfield, MI to Chicago starting from $37!

Cheapest Bus	$37
Fastest Bus	5h 40m
Earliest Bus	2:20 PM
Latest Bus	11:45 PM
Daily Bus Routes	5 Ø
Distance	230.0 miles
Bus Companies	Greyhound US

Cheapest bus connections from Southfield, MI to Chicago

Every day, 5 buses from 1 bus companies leave Southfield, MI for Chicago: in the table below, you will find the cheapest prices for a bus ticket for this route, starting from 06/04/2026 and for the following days.

Sunday

Monday

Tuesday

Wednesday

Thursday

Friday

Saturday

Sunday 05/31

Monday 06/01

Tuesday 06/02

Wednesday 06/03

Thursday 06/04

$45

Friday 06/05

$43

Saturday 06/06

$41

Sunday 06/07

$41

Monday 06/08

$37

Tuesday 06/09

$45

Wednesday 06/10

$40

Thursday 06/11

$40

Friday 06/12

$47

Saturday 06/13

Sunday 06/14

Monday 06/15

Tuesday 06/16

Wednesday 06/17

$43

Thursday 06/18

$55

Friday 06/19

$39

Saturday 06/20

$54

Sunday 06/21

Monday 06/22

$41

Tuesday 06/23

$39

Wednesday 06/24

$42

Thursday 06/25

$44

Friday 06/26

$45

Saturday 06/27

The cheapest time to travel from Southfield, MI to Chicago

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

With a price starting from $37, Monday is the cheapest day for a bus from Southfield, MI to Chicago. Saturday instead is the most expensive day with prices starting from $41.

Evening is the cheapest day time for bus tickets from Southfield, MI to Chicago, with $37. Afternoon is the most expensive time of the day with prices starting from $41.

How to save money travelling from Southfield, MI 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 Southfield, MI 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 Southfield, MI 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 Southfield, MI to Chicago are also emptier.

Beloved bus companies from Southfield, MI to Chicago

These are the most booked bus companies between Southfield, MI to Chicago from our users.

Greyhound US from Southfield, MI to Chicago

Here you will find the key facts about the Greyhound US bus route Southfield, MI to Chicago:

Cheapest Price	$37
Fastest Bus	5h 40m
Earliest Bus	2:20 PM
Last Bus	11:45 PM
Daily Connections	5 Ø
Found on	5/31/2026

All bus stations and stops in Southfield, MI and Chicago

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

Bus Stop

Lahser Rd 26991

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 Southfield, MI to Chicago

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

FAQs about the Southfield, MI to Chicago bus

How much does a Southfield, MI Chicago bus trip cost?

This depends on, among other things, the day and time of travel. The cheapest trip is available from $37 and takes 5h 40m to reach Chicago. Compare offers to save money!

How much could I save by comparing buses from Southfield, MI to Chicago?

This route is offered by 1 companies with a range of ticket prices between $37 and $52. 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 Southfield, MI to Chicago each day?

Every day, the Southfield, MI 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 Southfield, MI to Chicago take?

The fastest bus from Southfield, MI to Chicago is offered by Greyhound US and takes 5h 40m. Bus tickets for this connection cost $37. In this context, bear in mind that the journey can take longer due to traffic.

What time is the first bus from Southfield, MI to Chicago?

The earliest bus arriving in Chicago from Southfield, MI starts at 2:20 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 Southfield, MI to Chicago?

The latest bus trip departing from Southfield, MI for Chicago starts at 11:45 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 Southfield, MI Chicago route?

When traveling by bus from Southfield, MI 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 Southfield, MI and Chicago?

You can check all the direct connections between Southfield, MI 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 Southfield, MI 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 Southfield, MI 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 Southfield, MI 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 Southfield, MI to Chicago on your planned travel date.

How does CheckMyBus find the best bus deals from Southfield, MI 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 5 daily trips between Southfield, MI 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 Southfield, MI to Chicago?

Prices and availability for 5 trips between Southfield, MI 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 Southfield, MI to Chicago

Economy

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

More bus routes to Southfield, MI and to Chicago

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