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

$242

tomorrow

$96

Wednesday

Thursday

$148

Friday

$105

Saturday

$109

Sunday

$107

Cheapest bus trips today
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
FlixBus	32h 15m	10:10 AM	The Woodlands, TX	Windvale Center Bus Stop	6:25 PM	Chicago	95th Red Line Station	Economy	$242	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 7/27/2026 10:10:00 AM to 95th Red Line Station, Chicago (USA) arriving at 7/28/2026 6:25:00 PM. 50 Economy ticket for $242 per person are available. Travel duration is 32h 15m
FlixBus	33h 15m	2:20 PM	The Woodlands, TX	Windvale Center Bus Stop	11:35 PM	Chicago	95th Red Line Station	Economy	$242	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 7/27/2026 2:20:00 PM to 95th Red Line Station, Chicago (USA) arriving at 7/28/2026 11:35:00 PM. 50 Economy ticket for $242 per person are available. Travel duration is 33h 15m
FlixBus	34h 30m	6:50 PM	The Woodlands, TX	Windvale Center Bus Stop	5:20 AM	Chicago	95th Red Line Station	Economy	$246	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 7/27/2026 6:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 7/29/2026 5:20:00 AM. 50 Economy ticket for $246 per person are available. Travel duration is 34h 30m
FlixBus	29h 55m	10:10 AM	The Woodlands, TX	Windvale Center Bus Stop	4:05 PM	Chicago	Downtown Bus Station	Economy	$286	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 7/27/2026 10:10:00 AM to Downtown Bus Station, Chicago (USA) arriving at 7/28/2026 4:05:00 PM. 50 Economy ticket for $286 per person are available. Travel duration is 29h 55m
FlixBus	29h 50m	2:20 PM	The Woodlands, TX	Windvale Center Bus Stop	8:10 PM	Chicago	Downtown Bus Station	Economy	$289	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 7/27/2026 2:20:00 PM to Downtown Bus Station, Chicago (USA) arriving at 7/28/2026 8:10:00 PM. 50 Economy ticket for $289 per person are available. Travel duration is 29h 50m

Did you know that if you travel from The Woodlands, TX to Chicago via St. Louis, MO, you can save more than $69? You can find the corresponding connections below.
- FlixBus
  
  34h 30m
  
  0
  
  6:50 PM
  
  The Woodlands, TX
  Windvale Center Bus Stop
  
  10:45 PM
  
  St. Louis, MO
  Gateway Station
  
  0
  
  Economy
  
  $129
  
  A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 7/28/2026 6:50:00 PM to Gateway Station, St. Louis, MO (USA) arriving at 7/29/2026 10:45:00 PM. 50 Economy ticket for $129 per person are available. Travel duration is 27h 55m
- FlixBus
  
  5h 50m
  
  0
  
  11:30 PM
  
  St. Louis, MO
  Gateway Station
  
  5:20 AM
  
  Chicago
  95th Red Line Station
  
  0
  
  Economy
  
  $44
  
  A Bus from FlixBus goes from Gateway Station, St. Louis, MO (USA) at 7/29/2026 11:30:00 PM to 95th Red Line Station, Chicago (USA) arriving at 7/30/2026 5:20:00 AM. 50 Economy ticket for $44 per person are available. Travel duration is 5h 50m
Travel time is 4h 40m longer, but you will save $69

Cheapest bus trips tomorrow
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
FlixBus	34h 30m	6:50 PM	The Woodlands, TX	Windvale Center Bus Stop	5:20 AM	Chicago	95th Red Line Station	Economy	$96	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 7/28/2026 6:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 7/30/2026 5:20:00 AM. 50 Economy ticket for $96 per person are available. Travel duration is 34h 30m
FlixBus	33h 15m	2:20 PM	The Woodlands, TX	Windvale Center Bus Stop	11:35 PM	Chicago	95th Red Line Station	Economy	$98	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 7/28/2026 2:20:00 PM to 95th Red Line Station, Chicago (USA) arriving at 7/29/2026 11:35:00 PM. 50 Economy ticket for $98 per person are available. Travel duration is 33h 15m
FlixBus	29h 50m	2:20 PM	The Woodlands, TX	Windvale Center Bus Stop	8:10 PM	Chicago	Downtown Bus Station	Economy	$112	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 7/28/2026 2:20:00 PM to Downtown Bus Station, Chicago (USA) arriving at 7/29/2026 8:10:00 PM. 50 Economy ticket for $112 per person are available. Travel duration is 29h 50m
FlixBus	33h 30m	6:50 PM	The Woodlands, TX	Windvale Center Bus Stop	4:20 AM	Chicago	Downtown Bus Station	Economy	$112	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 7/28/2026 6:50:00 PM to Downtown Bus Station, Chicago (USA) arriving at 7/30/2026 4:20:00 AM. 50 Economy ticket for $112 per person are available. Travel duration is 33h 30m
FlixBus	37h 10m	6:50 PM	The Woodlands, TX	Windvale Center Bus Stop	8:00 AM	Chicago	Canal & Van Buren	Economy	$158	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 7/28/2026 6:50:00 PM to Canal & Van Buren, Chicago (USA) arriving at 7/30/2026 8:00:00 AM. 50 Economy ticket for $158 per person are available. Travel duration is 37h 10m

Cheapest bus trips Thursday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
FlixBus	32h 15m	10:10 AM	The Woodlands, TX	Windvale Center Bus Stop	6:25 PM	Chicago	95th Red Line Station	Economy	$148	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 7/30/2026 10:10:00 AM to 95th Red Line Station, Chicago (USA) arriving at 7/31/2026 6:25:00 PM. 50 Economy ticket for $148 per person are available. Travel duration is 32h 15m
FlixBus	29h 55m	10:10 AM	The Woodlands, TX	Windvale Center Bus Stop	4:05 PM	Chicago	Downtown Bus Station	Economy	$181	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 7/30/2026 10:10:00 AM to Downtown Bus Station, Chicago (USA) arriving at 7/31/2026 4:05:00 PM. 50 Economy ticket for $181 per person are available. Travel duration is 29h 55m
FlixBus	45h 50m	10:10 AM	The Woodlands, TX	Windvale Center Bus Stop	8:00 AM	Chicago	Canal & Van Buren	Economy	$211	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 7/30/2026 10:10:00 AM to Canal & Van Buren, Chicago (USA) arriving at 8/1/2026 8:00:00 AM. 50 Economy ticket for $211 per person are available. Travel duration is 45h 50m

Cheapest bus trips Friday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
FlixBus	33h 15m	2:20 PM	The Woodlands, TX	Windvale Center Bus Stop	11:35 PM	Chicago	95th Red Line Station	Economy	$105	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 7/31/2026 2:20:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/1/2026 11:35:00 PM. 50 Economy ticket for $105 per person are available. Travel duration is 33h 15m
FlixBus	34h 30m	6:50 PM	The Woodlands, TX	Windvale Center Bus Stop	5:20 AM	Chicago	95th Red Line Station	Economy	$108	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 7/31/2026 6:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/2/2026 5:20:00 AM. 50 Economy ticket for $108 per person are available. Travel duration is 34h 30m
FlixBus	32h 15m	10:10 AM	The Woodlands, TX	Windvale Center Bus Stop	6:25 PM	Chicago	95th Red Line Station	Economy	$115	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 7/31/2026 10:10:00 AM to 95th Red Line Station, Chicago (USA) arriving at 8/1/2026 6:25:00 PM. 50 Economy ticket for $115 per person are available. Travel duration is 32h 15m
FlixBus	29h 50m	2:20 PM	The Woodlands, TX	Windvale Center Bus Stop	8:10 PM	Chicago	Downtown Bus Station	Economy	$122	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 7/31/2026 2:20:00 PM to Downtown Bus Station, Chicago (USA) arriving at 8/1/2026 8:10:00 PM. 50 Economy ticket for $122 per person are available. Travel duration is 29h 50m
FlixBus	33h 30m	6:50 PM	The Woodlands, TX	Windvale Center Bus Stop	4:20 AM	Chicago	Downtown Bus Station	Economy	$126	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 7/31/2026 6:50:00 PM to Downtown Bus Station, Chicago (USA) arriving at 8/2/2026 4:20:00 AM. 50 Economy ticket for $126 per person are available. Travel duration is 33h 30m

Cheapest bus trips Saturday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
FlixBus	34h 30m	6:50 PM	The Woodlands, TX	Windvale Center Bus Stop	5:20 AM	Chicago	95th Red Line Station	Economy	$109	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 8/1/2026 6:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/3/2026 5:20:00 AM. 50 Economy ticket for $109 per person are available. Travel duration is 34h 30m
FlixBus	32h 15m	10:10 AM	The Woodlands, TX	Windvale Center Bus Stop	6:25 PM	Chicago	95th Red Line Station	Economy	$110	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 8/1/2026 10:10:00 AM to 95th Red Line Station, Chicago (USA) arriving at 8/2/2026 6:25:00 PM. 50 Economy ticket for $110 per person are available. Travel duration is 32h 15m
FlixBus	33h 15m	2:20 PM	The Woodlands, TX	Windvale Center Bus Stop	11:35 PM	Chicago	95th Red Line Station	Economy	$118	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 8/1/2026 2:20:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/2/2026 11:35:00 PM. 50 Economy ticket for $118 per person are available. Travel duration is 33h 15m
FlixBus	29h 55m	10:10 AM	The Woodlands, TX	Windvale Center Bus Stop	4:05 PM	Chicago	Downtown Bus Station	Economy	$132	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 8/1/2026 10:10:00 AM to Downtown Bus Station, Chicago (USA) arriving at 8/2/2026 4:05:00 PM. 50 Economy ticket for $132 per person are available. Travel duration is 29h 55m
FlixBus	33h 30m	6:50 PM	The Woodlands, TX	Windvale Center Bus Stop	4:20 AM	Chicago	Downtown Bus Station	Economy	$133	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 8/1/2026 6:50:00 PM to Downtown Bus Station, Chicago (USA) arriving at 8/3/2026 4:20:00 AM. 50 Economy ticket for $133 per person are available. Travel duration is 33h 30m

Cheapest bus trips Sunday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
FlixBus	33h 15m	2:20 PM	The Woodlands, TX	Windvale Center Bus Stop	11:35 PM	Chicago	95th Red Line Station	Economy	$107	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 8/2/2026 2:20:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/3/2026 11:35:00 PM. 50 Economy ticket for $107 per person are available. Travel duration is 33h 15m
FlixBus	34h 30m	6:50 PM	The Woodlands, TX	Windvale Center Bus Stop	5:20 AM	Chicago	95th Red Line Station	Economy	$110	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 8/2/2026 6:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/4/2026 5:20:00 AM. 50 Economy ticket for $110 per person are available. Travel duration is 34h 30m
FlixBus	32h 15m	10:10 AM	The Woodlands, TX	Windvale Center Bus Stop	6:25 PM	Chicago	95th Red Line Station	Economy	$119	A Bus from FlixBus goes from Windvale Center Bus Stop, The Woodlands, TX (USA) at 8/2/2026 10:10:00 AM to 95th Red Line Station, Chicago (USA) arriving at 8/3/2026 6:25:00 PM. 50 Economy ticket for $119 per person are available. Travel duration is 32h 15m

Best Price Offer: The price for the cheapest bus from The Woodlands, TX to Chicago is $80 on 8/15/2026. 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.

Monday is the busiest day, with more than 14 daily buses from The Woodlands, TX to Chicago. Sunday has instead the fewest connections, with only 3 daily coaches between The Woodlands, TX and Chicago.

The busiest time of the day is the Evening, with 22 buses from The Woodlands, TX to Chicago, while Afternoon sees the fewest connections between The Woodlands, TX and Chicago, with 15 offers.

Facts about the bus from The Woodlands, TX to Chicago

Compare all providers like FlixBus that travel 9 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 $80!

Cheapest Bus	$80
Fastest Bus	29h 50m
Earliest Bus	10:10 AM
Latest Bus	6:50 PM
Daily Bus Routes	9 Ø
Distance	920.2 miles
Bus Companies	FlixBus

Cheapest bus connections from The Woodlands, TX to Chicago

Every day, 9 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 07/27/2026 and for the following days.

Sunday

Monday

Tuesday

Wednesday

Thursday

Friday

Saturday

Sunday 07/26

Monday 07/27

$242

Tuesday 07/28

$96

Wednesday 07/29

Thursday 07/30

$148

Friday 07/31

$105

Saturday 08/01

$109

Sunday 08/02

$107

Monday 08/03

$128

Tuesday 08/04

$124

Wednesday 08/05

Thursday 08/06

$129

Friday 08/07

$94

Saturday 08/08

$129

Sunday 08/09

$107

Monday 08/10

$119

Tuesday 08/11

$102

Wednesday 08/12

Thursday 08/13

$123

Friday 08/14

Saturday 08/15

$80

Sunday 08/16

$104

Monday 08/17

$141

Tuesday 08/18

$120

Wednesday 08/19

Thursday 08/20

$109

Friday 08/21

$102

Saturday 08/22

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 $80, Saturday is the cheapest day for a bus from The Woodlands, TX to Chicago. Monday instead is the most expensive day with prices starting from $119.

Evening is the cheapest day time for bus tickets from The Woodlands, TX to Chicago, with $96. Morning is the most expensive time of the day with prices starting from $110.

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.

Beloved bus companies from The Woodlands, TX to Chicago

These are the most booked bus companies between The Woodlands, TX to Chicago from our users.

FlixBus from The Woodlands, TX to Chicago

Here you will find the key facts about the FlixBus bus route The Woodlands, TX to Chicago:

Cheapest Price	$96
Fastest Bus	29h 50m
Earliest Bus	10:10 AM
Last Bus	6:50 PM
Daily Connections	9 Ø
Found on	7/27/2026

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

Shell Lake Front Cir Gas Station

Interstate 45 28055

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 $80 and takes 34h 30m 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 $80 and $329. 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 9 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 50m. Bus tickets for this connection cost $289. 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 10:10 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 The Woodlands, TX to Chicago?

The latest bus trip departing from The Woodlands, TX for Chicago starts at 6:50 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 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 9 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 9 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!