There are 6 ways to get from The Woodlands to Chicago by bus, plane, train, car, or bus (Flixbus, Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Bus to William P. Hobby Airport, fly to Chicago Midway International Airport
best- Take the bus from Research Forest P&R to Milam St @ Jefferson Stbus
- Fly from William P. Hobby Airport (HOU) to Chicago Midway International Airport (MDW)plane HOU - MDW
5h 36m$152–672Bus
- Take the bus from The Woodlands / Spring to Dallasbus Houston–Dallas
- Take the bus from Dallas Jefferson to Chicagobus Querétaro
23h 28m$208–392Bus, train
- Take the bus from The Woodlands / Spring to Dallasbus Houston–Dallas
- Take the train from Dallas to Chicago Union Stationtrain Texas Eagle
26h 32m$372–746Drive 1,062 mi
- Drive from The Woodlands to Chicagocar 1,062 mi
18h 2m$194–280Bus to George Bush Intercontinental Airport, fly to Chicago O'Hare International Airport
- Take the bus from Research Forest P&R to Houston, TX - Milam St. & Congress St.bus
- Fly from George Bush Intercontinental Airport (IAH) to Chicago O'Hare International Airport (ORD)plane IAH - ORD
6h 11m$162–405Bus via New South Memphis
- Take the bus from Research Forest P&R to Milam St @ Jefferson Stbus
- Take the bus from Downtown Houston to Memphis Bus Stationbus
- Take the bus from Memphis Bus Station to Chicago Bus Stationbus
26h 50m$212–395
The Woodlands to Chicago by bus and foot
Questions & Answers
The cheapest way to get from The Woodlands to Chicago is to bus and fly which costs $160 - $410 and takes 6h 11m.
The fastest way to get from The Woodlands to Chicago is to bus and fly which takes 5h 36m and costs $150 - $700.
No, there is no direct bus from The Woodlands to Chicago. However, there are services departing from The Woodlands / Spring and arriving at Dearborn & Harrison via Houston @ Young - S - Mb, Dallas Jefferson, California & 35th Street and 35th/Archer Orange Line Station. The journey, including transfers, takes approximately 23h 28m.
The distance between The Woodlands and Chicago is 998 miles. The road distance is 1068.2 miles.
The best way to get from The Woodlands to Chicago without a car is to bus which takes 23h 28m and costs $200 - $400.
It takes approximately 5h 36m to get from The Woodlands to Chicago, including transfers.
The Woodlands to Chicago bus services, operated by RedCoach, depart from The Woodlands / Spring station.
The Woodlands to Chicago bus services, operated by RedCoach, arrive at Dallas station.
Yes, the driving distance between The Woodlands to Chicago is 1068 miles. It takes approximately 18h 2m to drive from The Woodlands to Chicago.
Book your The Woodlands to Chicago bus tickets online with Omio.
What companies run services between The Woodlands, TX, USA and Chicago, IL, USA?
You can take a bus from The Woodlands / Spring to Dearborn & Harrison via Dallas, Houston @ Young - S - Mb, Jefferson @ Marsalis - W - Ns, Dallas Jefferson, California & 35th Street, and 35th/Archer Orange Line Station in around 23h 28m.
- Website
- southwest.com
Flights from William P. Hobby Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 25m
- When
- Every day
- Estimated price
- $140–650
Flights from William P. Hobby Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 12m
- When
- Tuesday to Friday
- Estimated price
- $140–650
Flights from William P. Hobby Airport to Chicago Midway International Airport via Dallas
- Ave. Duration
- 4h 17m
- When
- Tuesday, Wednesday, Monday, Thursday, Friday, and Sunday
- Estimated price
- $150–700
Flights from William P. Hobby Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 15m
- When
- Monday to Friday
- Estimated price
- $150–700
Flights from William P. Hobby Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 4h 17m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $150–700
- Website
- united.com
Flights from George Bush Intercontinental Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 53m
- When
- Every day
- Estimated price
- $80–390
Flights from George Bush Intercontinental Airport to Chicago O'Hare International Airport via St. Louis
- Ave. Duration
- 4h 38m
- When
- Tuesday
- Estimated price
- $80–390
- Website
- aa.com
Flights from George Bush Intercontinental Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 1m
- When
- Every day
- Estimated price
- $80–390
- Website
- flyfrontier.com
Flights from George Bush Intercontinental Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $150–380
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Dallas to Chicago Union Station
- Ave. Duration
- 22h 6m
- Frequency
- Once daily
- Estimated price
- $320–650
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 (832) 851-3362
- Website
- thewoodlandstownship-tx.gov
Bus from Research Forest P&R to Milam St @ Jefferson St
- Ave. Duration
- 45 min
- Frequency
- Every 4 hours
- Estimated price
- $7–15
- Website
- https://www.thewoodlandstownship-tx.gov/Departments/Transportation/The-Woodlands-Express
Bus from Research Forest P&R to Houston, TX - Milam St. & Congress St.
- Ave. Duration
- 35 min
- Frequency
- Every 4 hours
- Estimated price
- $7–15
- Website
- https://www.thewoodlandstownship-tx.gov/Departments/Transportation/The-Woodlands-Express
Bus from Research Forest P&R to Milam St @ Jefferson St
- Ave. Duration
- 45 min
- Frequency
- Every 4 hours
- Estimated price
- $7–15
- Website
- https://www.thewoodlandstownship-tx.gov/Departments/Transportation/The-Woodlands-Express
- Phone
- +1 877 733 0724
- Website
- redcoachusa.com
Bus from The Woodlands / Spring to Dallas
- Ave. Duration
- 3h 20m
- Frequency
- 4 times a day
- Estimated price
- $50–100
- Website
- https://www.redcoachusa.com
Bus from The Woodlands / Spring to Dallas
- Ave. Duration
- 3h 20m
- Frequency
- 4 times a day
- Estimated price
- $50–100
- Website
- https://www.redcoachusa.com
- Phone
- +1 888 358 6762
- [email protected]
- Website
- tornadobus.com
Bus from Dallas Jefferson to Chicago
- Ave. Duration
- 17h 50m
- Frequency
- Once daily
- Estimated price
- $150–290
- Schedules at
- tornadobus.com
- Adults 11-59
- $150–290
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Downtown Houston to Memphis Bus Station
- Ave. Duration
- 14h 30m
- Frequency
- 5 times a week
- Estimated price
- $120–210
- Schedules at
- flixbus.com
Bus from Memphis Bus Station to Chicago Bus Station
- Ave. Duration
- 11h 5m
- Frequency
- Once daily
- Estimated price
- $85–150
- Schedules at
- flixbus.com
- Website
- greyhound.com
Bus from Memphis Bus Station to Chicago Bus Station
- Ave. Duration
- 9h 30m
- Frequency
- Once daily
- Schedules at
- greyhound.com
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Memphis Bus Station to Chicago Bus Station
- Ave. Duration
- 9h 40m
- Frequency
- Once daily
- Estimated price
- $85–170
- Website
- https://www.greyhound.com/
- Website
- flixbus.com
Bus from Memphis Bus Station to Chicago Bus Station
- Ave. Duration
- 11h 5m
- Frequency
- Once daily
- Schedules at
- flixbus.com
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