There are 8 ways to get from Chicago to The Woodlands by plane, bus, bus (Greyhound, Flixbus), train, or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Chicago Midway International Airport to William P. Hobby Airport, bus
best- Fly from Chicago Midway International Airport (MDW) to William P. Hobby Airport (HOU)plane MDW - HOU
- Take the bus from Houston, TX - 808 Jefferson St to The Woodlandsbus
6h 36m$122–618Bus via New South Memphis
- Take the bus from Chicago Bus Station to Memphis Bus Stationbus
- Take the bus from Memphis Bus Station to Downtown Houstonbus
- Take the bus from Louisiana St @ St Joseph Pkwy to Research Forest P&Rbus
26h 35m$223–351Train, bus
- Take the train from Chicago Union Station to Dallastrain Texas Eagle
- Take the bus from Dallas, TX - 1376 Marilla St to The Woodlandsbus Dallas
26h 37m$593–902Drive 1,063.4 mi
- Drive from Chicago to The Woodlandscar 1,063.4 mi
18h 4m$195–281Fly Chicago O'Hare International Airport to George Bush Intercontinental Airport, bus
- Fly from Chicago O'Hare International Airport (ORD) to George Bush Intercontinental Airport (IAH)plane ORD - IAH
- Take the bus from Louisiana St @ Prairie St to Research Forest P&Rbus
7h 22m$152–346Train to General Mitchell International Airport, fly to George Bush Intercontinental Airport, bus
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to George Bush Intercontinental Airport (IAH)plane MKE - IAH
- Take the bus from Louisiana St @ Prairie St to Research Forest P&Rbus
8h 59m$208–807Fly Chicago Midway International Airport to Dallas, bus
- Fly from Chicago Midway International Airport (MDW) to Dallas (DAL)plane MDW - DAL
- Take the bus from Dallas, TX - 1376 Marilla St to The Woodlandsbus
8h 58m$162–634Bus
- Take the bus from Chicago to Tornado Bus Co - Austinbus
- Take the bus from Austin, TX - Tornado Bus Co to Houston, TX - Houston Airline Drbus
- Take the bus from Louisiana St @ St Joseph Pkwy to Research Forest P&Rbus
28h 29m$296–332
Chicago to The Woodlands by train, foot, and bus
Comparing Your Travel Options
The cheapest way to get from Chicago to The Woodlands is to fly and bus which costs $150 - $350 and takes 7h 22m.
The fastest way to get from Chicago to The Woodlands is to fly and bus which takes 6h 36m and costs $120 - $650.
No, there is no direct bus from Chicago station to The Woodlands. However, there are services departing from Chicago Bus Station and arriving at Research Forest P&R via Memphis Bus Station and Louisiana St @ St Joseph Pkwy. The journey, including transfers, takes approximately 26h 35m.
The distance between Chicago and The Woodlands is 995 miles. The road distance is 1069.6 miles.
The best way to get from Chicago to The Woodlands without a car is to bus via New South Memphis which takes 26h 35m and costs $220 - $360.
It takes approximately 6h 36m to get from Chicago to The Woodlands, including transfers.
Chicago to The Woodlands bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to The Woodlands bus services, operated by Greyhound USA, arrive at Memphis Bus Station.
Yes, the driving distance between Chicago to The Woodlands is 1070 miles. It takes approximately 18h 4m to drive from Chicago to The Woodlands.
Book your Chicago to The Woodlands bus tickets online with Omio.
What companies run services between Chicago, IL, USA and The Woodlands, TX, USA?
You can take a bus from Chicago Bus Station to Research Forest P&R via Memphis Bus Station, Downtown Houston, and Louisiana St @ St Joseph Pkwy in around 26h 35m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to William P. Hobby Airport
- Ave. Duration
- 2h 37m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to William P. Hobby Airport via Memphis
- Ave. Duration
- 4h 15m
- When
- Monday, Thursday, and Friday
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to William P. Hobby Airport via Dallas
- Ave. Duration
- 4h 33m
- When
- Monday to Wednesday
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to William P. Hobby Airport via St. Louis
- Ave. Duration
- 4h 35m
- When
- Monday
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Dallas
- Ave. Duration
- 2h 20m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Dallas via St. Louis
- Ave. Duration
- 3h 52m
- When
- Monday, Thursday, Friday, Sunday, and Tuesday
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Dallas via Kansas City
- Ave. Duration
- 3h 55m
- When
- Monday, Thursday, and Friday
- Estimated price
- $100–550
- Website
- united.com
Flights from Chicago O'Hare International Airport to George Bush Intercontinental Airport
- Ave. Duration
- 3h
- When
- Every day
- Estimated price
- $80–420
Flights from General Mitchell International Airport to George Bush Intercontinental Airport
- Ave. Duration
- 3h 10m
- When
- Every day
- Estimated price
- $140–700
Flights from General Mitchell International Airport to George Bush Intercontinental Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h 36m
- When
- Every day
- Estimated price
- $140–750
- Website
- aa.com
Flights from Chicago O'Hare International Airport to George Bush Intercontinental Airport
- Ave. Duration
- 2h 54m
- When
- Every day
- Estimated price
- $80–420
Flights from General Mitchell International Airport to George Bush Intercontinental Airport via Dallas/Ft.Worth
- Ave. Duration
- 5h 1m
- When
- Monday, Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $150–750
Flights from General Mitchell International Airport to George Bush Intercontinental Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h 14m
- When
- Every day
- Estimated price
- $140–750
- Website
- flyfrontier.com
Flights from Chicago O'Hare International Airport to George Bush Intercontinental Airport
- Ave. Duration
- 3h 5m
- When
- Every day
- Estimated price
- $130–240
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Dallas
- Ave. Duration
- 21h 58m
- Frequency
- Once daily
- Estimated price
- $500–850
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
- Phone
- +1 877 733 0724
- Website
- RedCoach
Bus from Houston, TX - 808 Jefferson St to The Woodlands
- Ave. Duration
- 35 min
- Frequency
- Once daily
- Estimated price
- $7–11
- Website
- RedCoach
Bus from Dallas, TX - 1376 Marilla St to The Woodlands
- Ave. Duration
- 3h 30m
- Frequency
- Once daily
- Estimated price
- $50–70
- Website
- RedCoach
Bus from Dallas, TX - 1376 Marilla St to The Woodlands
- Ave. Duration
- 3h 30m
- Frequency
- Once daily
- Estimated price
- $50–70
- Website
- RedCoach
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Chicago Bus Station to Memphis Bus Station
- Ave. Duration
- 9h 35m
- Frequency
- Once daily
- Estimated price
- $95–150
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to Memphis Bus Station
- Ave. Duration
- 11h
- Frequency
- 5 times a week
- Estimated price
- $85–130
- Schedules at
- Flixbus USA
Bus from Memphis Bus Station to Downtown Houston
- Ave. Duration
- 14h 10m
- Frequency
- 5 times a week
- Estimated price
- $120–190
- Schedules at
- Flixbus USA
- Phone
- +1 (281) 210 3800
- Website
- The Woodlands Township
Bus from Louisiana St @ St Joseph Pkwy to Research Forest P&R
- Ave. Duration
- 50 min
- Frequency
- Every 3 hours
- Estimated price
- $17
- Website
- The Woodlands Township
- Adult Round-trip
- $17
Bus from Louisiana St @ Prairie St to Research Forest P&R
- Ave. Duration
- 40 min
- Frequency
- Every 3 hours
- Estimated price
- $17
- Website
- The Woodlands Township
- Adult Round-trip
- $17
Bus from Louisiana St @ Prairie St to Research Forest P&R
- Ave. Duration
- 40 min
- Frequency
- Every 3 hours
- Estimated price
- $17
- Website
- The Woodlands Township
- Adult Round-trip
- $17
Bus from Louisiana St @ St Joseph Pkwy to Research Forest P&R
- Ave. Duration
- 50 min
- Frequency
- Every 3 hours
- Estimated price
- $17
- Website
- The Woodlands Township
- Adult Round-trip
- $17
- Phone
- +1 888 358 6762
- [email protected]
- Website
- Tornado Bus Company
Bus from Chicago to Tornado Bus Co - Austin
- Ave. Duration
- 20h 55m
- Frequency
- Once daily
- Estimated price
- $245–255
- Schedules at
- Tornado Bus Company
- Adult
- $245–255
Bus from Austin, TX - Tornado Bus Co to Houston, TX - Houston Airline Dr
- Ave. Duration
- 2h 38m
- Frequency
- Once daily
- Estimated price
- $30–55
- Schedules at
- Tornado Bus Company
- Adult
- $30–55
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Booking & Getting There
There are 252+ hotels available in The Woodlands.















