Bus The Woodlands, TX to Chicago: Compare prices and save money

Compare all timetables for the bus from The Woodlands, TX to Chicago

Here is a selection of the cheapest bus trips from the schedule from The Woodlands, TX to Chicago from various bus operators like FlixBus for the next days.

today

$130

tomorrow

$375

Monday

Tuesday

$144

Wednesday

Thursday

$134

Friday

$217

Cheapest bus trips today
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
FlixBus	31h 35m	2:15 PM	The Woodlands, TX	Windvale Center Bus Stop	9:50 PM	Chicago	95th Red Line Station	Economy	$130	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 12/20/2025 2:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/21/2025 9:50:00 PM. 50 Economy ticket for $130 per person are available. Travel duration is 31h 35m
FlixBus	34h 30m	6:50 PM	The Woodlands, TX	Windvale Center Bus Stop	5:20 AM	Chicago	95th Red Line Station	Economy	$130	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 12/20/2025 6:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/22/2025 5:20:00 AM. 50 Economy ticket for $130 per person are available. Travel duration is 34h 30m
FlixBus	29h 55m	2:15 PM	The Woodlands, TX	Windvale Center Bus Stop	8:10 PM	Chicago	Downtown Bus Station	Economy	$161	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 12/20/2025 2:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/21/2025 8:10:00 PM. 50 Economy ticket for $161 per person are available. Travel duration is 29h 55m
FlixBus	37h 10m	6:50 PM	The Woodlands, TX	Windvale Center Bus Stop	8:00 AM	Chicago	Union Station	Economy	$161	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 12/20/2025 6:50:00 PM to Union Station, Chicago (USA) arriving at 12/22/2025 8:00:00 AM. 50 Economy ticket for $161 per person are available. Travel duration is 37h 10m
FlixBus	33h 20m	6:50 PM	The Woodlands, TX	Windvale Center Bus Stop	4:10 AM	Chicago	Downtown Bus Station	Economy	$162	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 12/20/2025 6:50:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/22/2025 4:10:00 AM. 50 Economy ticket for $162 per person are available. Travel duration is 33h 20m

Cheapest bus trips tomorrow
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
FlixBus	29h 45m	10:10 AM	The Woodlands, TX	Windvale Center Bus Stop	3:55 PM	Chicago	95th Red Line Station	Economy	$375	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 12/21/2025 10:10:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/22/2025 3:55:00 PM. 50 Economy ticket for $375 per person are available. Travel duration is 29h 45m
FlixBus	45h 50m	10:10 AM	The Woodlands, TX	Windvale Center Bus Stop	8:00 AM	Chicago	Canal & Van Buren	Economy	$377	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 12/21/2025 10:10:00 AM to Canal & Van Buren, Chicago (USA) arriving at 12/23/2025 8:00:00 AM. 50 Economy ticket for $377 per person are available. Travel duration is 45h 50m
FlixBus	30h 20m	10:10 AM	The Woodlands, TX	Windvale Center Bus Stop	4:30 PM	Chicago	Downtown Bus Station	Economy	$378	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 12/21/2025 10:10:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/22/2025 4:30:00 PM. 50 Economy ticket for $378 per person are available. Travel duration is 30h 20m

Did you know that if you travel from The Woodlands, TX to Chicago via St. Louis, MO, you can save more than $160? You can find the corresponding connections below.
- FlixBus
  
  34h 55m
  
  0
  
  6:50 PM
  
  The Woodlands, TX
  Windvale Center Bus Stop
  
  10:50 PM
  
  St. Louis, MO
  Gateway Station
  
  0
  
  Economy
  
  $161
  
  A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 12/22/2025 6:50:00 PM to Gateway Station, St. Louis, MO (USA) arriving at 12/23/2025 10:50:00 PM. 50 Economy ticket for $161 per person are available. Travel duration is 28h 0m
- Busbud
  
  6h 15m
  
  0
  
  11:30 PM
  
  St. Louis, MO
  Gateway Station
  
  5:45 AM
  
  Chicago
  Downtown Bus Station
  
  0
  
  Economy
  
  $54
  
  A Bus from Busbud goes from Gateway Station, St. Louis, MO (USA) at 12/23/2025 11:30:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/24/2025 5:45:00 AM. 50 Economy ticket for $54 per person are available. Travel duration is 6h 15m
Travel time is 5h 10m longer, but you will save $160

Cheapest bus trips Tuesday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
FlixBus	31h 35m	2:15 PM	The Woodlands, TX	Windvale Center Bus Stop	9:50 PM	Chicago	95th Red Line Station	Economy	$144	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 12/23/2025 2:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/24/2025 9:50:00 PM. 50 Economy ticket for $144 per person are available. Travel duration is 31h 35m
FlixBus	34h 30m	6:50 PM	The Woodlands, TX	Windvale Center Bus Stop	5:20 AM	Chicago	95th Red Line Station	Economy	$146	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 12/23/2025 6:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/25/2025 5:20:00 AM. 50 Economy ticket for $146 per person are available. Travel duration is 34h 30m
FlixBus	29h 55m	2:15 PM	The Woodlands, TX	Windvale Center Bus Stop	8:10 PM	Chicago	Downtown Bus Station	Economy	$162	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 12/23/2025 2:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/24/2025 8:10:00 PM. 50 Economy ticket for $162 per person are available. Travel duration is 29h 55m
FlixBus	33h 20m	6:50 PM	The Woodlands, TX	Windvale Center Bus Stop	4:10 AM	Chicago	Downtown Bus Station	Economy	$164	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 12/23/2025 6:50:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/25/2025 4:10:00 AM. 50 Economy ticket for $164 per person are available. Travel duration is 33h 20m
FlixBus	37h 0m	6:50 PM	The Woodlands, TX	Windvale Center Bus Stop	7:50 AM	Chicago	Canal & Van Buren	Economy	$167	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 12/23/2025 6:50:00 PM to Canal & Van Buren, Chicago (USA) arriving at 12/25/2025 7:50:00 AM. 50 Economy ticket for $167 per person are available. Travel duration is 37h 0m

Cheapest bus trips Thursday
Mode of Transport	BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Logo	Seat classes	Price
	FlixBus	29h 45m	10:10 AM	The Woodlands, TX	Windvale Center Bus Stop	3:55 PM	Chicago	95th Red Line Station		Economy	$134	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 12/25/2025 10:10:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/26/2025 3:55:00 PM. 50 Economy ticket for $134 per person are available. Travel duration is 29h 45m

Cheapest bus trips Friday
Mode of Transport	BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Logo	Seat classes	Price
	FlixBus	30h 20m	10:10 AM	The Woodlands, TX	Windvale Center Bus Stop	4:30 PM	Chicago	Downtown Bus Station		Economy	$217	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 12/26/2025 10:10:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/27/2025 4:30:00 PM. 50 Economy ticket for $217 per person are available. Travel duration is 30h 20m
	FlixBus	45h 50m	10:10 AM	The Woodlands, TX	Windvale Center Bus Stop	8:00 AM	Chicago	Union Station		Economy	$234	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 12/26/2025 10:10:00 AM to Union Station, Chicago (USA) arriving at 12/28/2025 8:00:00 AM. 50 Economy ticket for $234 per person are available. Travel duration is 45h 50m

Best Price Offer: The price for the cheapest bus from The Woodlands, TX to Chicago is $104 on 12/14/2025. Flexible travelers save on ticket prices.

Frequency of bus connections between The Woodlands, TX and Chicago

See here how frequent the connections between The Woodlands, TX and Chicago are, during different times and days of the week.

Tuesday is the busiest day, with more than 10 daily buses from The Woodlands, TX to Chicago. Thursday has instead the fewest connections, with only 1 daily coaches between The Woodlands, TX and Chicago.

The busiest time of the day is the Evening, with 12 buses from The Woodlands, TX to Chicago, while Afternoon sees the fewest connections between The Woodlands, TX and Chicago, with 8 offers.

Facts about the bus from The Woodlands, TX to Chicago

Compare all providers like FlixBus that travel 5 times every day by bus from The Woodlands, TX to Chicago in one click! Book your bus ticket from The Woodlands, TX to Chicago starting from $104!

Cheapest Bus	$104
Fastest Bus	29h 45m
Earliest Bus	2:15 PM
Latest Bus	10:10 AM
Daily Bus Routes	5 Ø
Distance	920.2 miles
Bus Companies	FlixBus

Cheapest bus connections from The Woodlands, TX to Chicago

Every day, 5 buses from 1 bus companies leave The Woodlands, TX for Chicago: in the table below, you will find the cheapest prices for a bus ticket for this route, starting from 12/20/2025 and for the following days.

Sunday

Monday

Tuesday

Wednesday

Thursday

Friday

Saturday

Sunday 12/14

Monday 12/15

Tuesday 12/16

Wednesday 12/17

Thursday 12/18

Friday 12/19

Saturday 12/20

$130

Sunday 12/21

$375

Monday 12/22

Tuesday 12/23

$148

Wednesday 12/24

Thursday 12/25

$134

Friday 12/26

$217

Saturday 12/27

$139

Sunday 12/28

$184

Monday 12/29

$129

Tuesday 12/30

$155

Wednesday 12/31

Thursday 01/01

Friday 01/02

$124

Saturday 01/03

Sunday 01/04

$175

Monday 01/05

$161

Tuesday 01/06

Wednesday 01/07

Thursday 01/08

$124

Friday 01/09

Saturday 01/10

The cheapest time to travel from The Woodlands, TX to Chicago

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

With a price starting from $115, Sunday is the cheapest day for a bus from The Woodlands, TX to Chicago. Saturday instead is the most expensive day with prices starting from $130.

Afternoon is the cheapest day time for bus tickets from The Woodlands, TX to Chicago, with $130. Morning is the most expensive time of the day with prices starting from $134.

How to save money travelling from The Woodlands, TX 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 The Woodlands, TX 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 The Woodlands, TX 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 The Woodlands, TX to Chicago are also emptier.

All bus stations and stops in The Woodlands, TX and Chicago

In the map below, you can see where to find all bus stations in The Woodlands, TX and Chicago.

The Woodlands Mall

Lake Woodlands Dr 1201

Windvale Center Bus Stop

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 The Woodlands, TX to Chicago

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

FAQs about the The Woodlands, TX to Chicago bus

How much does a The Woodlands, TX Chicago bus trip cost?

This depends on, among other things, the day and time of travel. The cheapest trip is available from $104 and takes 31h 35m to reach Chicago. Compare offers to save money!

How much could I save by comparing buses from The Woodlands, TX to Chicago?

This route is offered by 1 companies with a range of ticket prices between $104 and $392. 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 The Woodlands, TX to Chicago each day?

Every day, the The Woodlands, TX 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 The Woodlands, TX to Chicago take?

The fastest bus from The Woodlands, TX to Chicago is offered by FlixBus and takes 29h 45m. Bus tickets for this connection cost $379. In this context, bear in mind that the journey can take longer due to traffic.

What time is the first bus from The Woodlands, TX to Chicago?

The earliest bus arriving in Chicago from The Woodlands, TX starts at 2:15 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 The Woodlands, TX to Chicago?

The latest bus trip departing from The Woodlands, TX for Chicago starts at 10:10 AM. 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 The Woodlands, TX Chicago route?

When traveling by bus from The Woodlands, TX to Chicago, passengers can travel with FlixBus. With our search, you can compare all available bus tickets to book the one that works for you.

Is there a direct bus between The Woodlands, TX and Chicago?

You can check all the direct connections between The Woodlands, TX 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.

What can I take with me on the The Woodlands, TX 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 The Woodlands, TX 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 The Woodlands, TX 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 The Woodlands, TX to Chicago on your planned travel date.

How does CheckMyBus find the best bus deals from The Woodlands, TX 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 The Woodlands, TX 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 The Woodlands, TX to Chicago?

Prices and availability for 5 trips between The Woodlands, TX 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 The Woodlands, TX to Chicago

Economy

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

More bus routes to The Woodlands, TX and to Chicago

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