Bus from The Woodlands, TX to Chicago from $99

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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
$121
tomorrow
Tuesday
$126
Wednesday
Thursday
$148
Friday
$124
Saturday

Cheapest bus trips today

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 $121
FlixBus 34h 30m 6:50 PM The Woodlands, TX Windvale Center Bus Stop 5:20 AM Chicago 95th Red Line Station  Economy $121
FlixBus 33h 20m 2:15 PM The Woodlands, TX Windvale Center Bus Stop 11:35 PM Chicago 95th Red Line Station  Economy $122
FlixBus 29h 55m 2:15 PM The Woodlands, TX Windvale Center Bus Stop 8:10 PM Chicago Downtown Bus Station  Economy $142
FlixBus 33h 20m 6:50 PM The Woodlands, TX Windvale Center Bus Stop 4:10 AM Chicago Downtown Bus Station  Economy $142

Cheapest bus trips Tuesday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo 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 $126
FlixBus 33h 20m 2:15 PM The Woodlands, TX Windvale Center Bus Stop 11:35 PM Chicago 95th Red Line Station  Economy $127
FlixBus 29h 55m 2:15 PM The Woodlands, TX Windvale Center Bus Stop 8:10 PM Chicago Downtown Bus Station  Economy $130
FlixBus 33h 20m 6:50 PM The Woodlands, TX Windvale Center Bus Stop 4:10 AM Chicago Downtown Bus Station  Economy $130
FlixBus 37h 10m 6:50 PM The Woodlands, TX Windvale Center Bus Stop 8:00 AM Chicago Canal & Van Buren  Economy $130

Cheapest bus trips Thursday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
FlixBus 32h 25m 10:10 AM The Woodlands, TX Windvale Center Bus Stop 6:35 PM Chicago 95th Red Line Station  Economy $148
FlixBus 29h 55m 10:10 AM The Woodlands, TX Windvale Center Bus Stop 4:05 PM Chicago Downtown Bus Station  Economy $156
FlixBus 45h 50m 10:10 AM The Woodlands, TX Windvale Center Bus Stop 8:00 AM Chicago Union Station  Economy $190
  • Did you know that if you travel from The Woodlands, TX to Chicago via Kankakee, IL, you can save more than $25? You can find the corresponding connections below.
    • FlixBus
      34h 30m
      0
      6:50 PM
      The Woodlands, TX
      Windvale Center Bus Stop
      4:20 AM
      Kankakee, IL
      Economy Inn
      0
      FlixBus
      Economy
      $107
      • Waiting Time 0h 5m
    • FlixBus
      0h 55m
      0
      4:25 AM
      Kankakee, IL
      Economy Inn
      5:20 AM
      Chicago
      95th Red Line Station
      0
      FlixBus
      Economy
      $16
    Travel time is 4h 35m longer, but you will save $25

Cheapest bus trips Friday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
FlixBus 29h 55m 2:15 PM The Woodlands, TX Windvale Center Bus Stop 8:10 PM Chicago Downtown Bus Station  Economy $124
FlixBus 33h 20m 6:50 PM The Woodlands, TX Windvale Center Bus Stop 4:10 AM Chicago Downtown Bus Station  Economy $124
FlixBus 29h 45m 10:10 AM The Woodlands, TX Windvale Center Bus Stop 3:55 PM Chicago 95th Red Line Station  Economy $124
FlixBus 37h 10m 6:50 PM The Woodlands, TX Windvale Center Bus Stop 8:00 AM Chicago Canal & Van Buren  Economy $124
FlixBus 30h 20m 10:10 AM The Woodlands, TX Windvale Center Bus Stop 4:30 PM Chicago Downtown Bus Station  Economy $125

Best Price Offer: The price for the cheapest bus from The Woodlands, TX to Chicago is $99 on 4/9/2026. 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.
Friday is the busiest day, with more than 14 daily buses from The Woodlands, TX to Chicago. Thursday 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 15 buses from The Woodlands, TX to Chicago, while Morning sees the fewest connections between The Woodlands, TX and Chicago, with 9 offers.

Facts about the bus from The Woodlands, TX to Chicago

Compare all providers like FlixBus that travel 8 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 $99!

Cheapest Bus $99
Fastest Bus 29h 45m
Earliest Bus 10:10 AM
Latest Bus 6:50 PM
Daily Bus Routes 8 Ø
Distance 920.2 miles
Bus Companies FlixBus

Cheapest bus connections from The Woodlands, TX to Chicago

Every day, 8 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 03/22/2026 and for the following days.

Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday
Sunday 03/22
$121
Monday 03/23
Tuesday 03/24
$126
Wednesday 03/25
Thursday 03/26
$148
Friday 03/27
$128
Saturday 03/28
Sunday 03/29
$122
Monday 03/30
$124
Tuesday 03/31
$117
Wednesday 04/01
Thursday 04/02
$136
Friday 04/03
Saturday 04/04
$111
Sunday 04/05
$112
Monday 04/06
$121
Tuesday 04/07
$142
Wednesday 04/08
Thursday 04/09
$99
Friday 04/10
$112
Saturday 04/11
$123
Sunday 04/12
$138
Monday 04/13
$116
Tuesday 04/14
$139
Wednesday 04/15
Thursday 04/16
$123
Friday 04/17
$110
Saturday 04/18

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 $99, Thursday is the cheapest day for a bus from The Woodlands, TX to Chicago. Tuesday instead is the most expensive day with prices starting from $117.
Morning is the cheapest day time for bus tickets from The Woodlands, TX to Chicago, with $121. Afternoon is the most expensive time of the day with prices starting from $122.

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

FlixBus

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

Cheapest Price $121
Fastest Bus 29h 45m
Earliest Bus 10:10 AM
Last Bus 6:50 PM
Daily Connections 8 Ø
Found on 3/21/2026

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.

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 $99 and takes 29h 45m 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 $99 and $190. 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 8 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 $121. 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 8 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 8 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
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!
Bus Kansas City, KS to The Woodlands, TX Bus Kansas City, KS to The Woodlands, TX
Buses from Fayetteville, NC to The Woodlands, TX Buses from Fayetteville, NC to The Woodlands, TX
Buses to The Woodlands, TX from Norcross, GA Buses to The Woodlands, TX from Norcross, GA
Bus from Portland, OR to The Woodlands, TX Bus from Portland, OR to The Woodlands, TX
Buses Fond du Lac, WI - Chicago Buses Fond du Lac, WI - Chicago
Buses from Biloxi, MS to Chicago Buses from Biloxi, MS to Chicago
Bus Monroe, LA - Chicago Bus Monroe, LA - Chicago
Bus from Grand Rapids, MI to Chicago Bus from Grand Rapids, MI to Chicago
Popular Airport Shuttles to The Woodlands, TX and to Chicago
CheckMyBus › Buses in USA › Bus to The Woodlands, TX › Bus to Chicago

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