There are 7 ways to get from Houston to Chicago Loop by plane, bus, train, car, bus (Flixbus, Greyhound), or train (Amtrak)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly William P. Hobby Airport to Chicago Midway International Airport
best- Fly from William P. Hobby Airport (HOU) to Chicago Midway International Airport (MDW)plane HOU - MDW
4h 30m$113–606Bus
- Take the bus from Houston, TX - 808 Jefferson St to Dallas, TX - 1376 Marilla Stbus Houston
- Take the bus from Dallas Jefferson to Chicagobus Querétaro
24h 14m$271–303Bus, train (Amtrak)
- Take the bus from Houston to Longviewbus Amtrak Thruway Connecting Service
- Take the train from Longview to Chicago Union Stationtrain Texas Eagle
25h 6m$276–582Drive 1,072.2 mi
- Drive from Houston to Chicago Loopcar 1,072.2 mi
18h 9m$196–283Fly George Bush Intercontinental Airport to Chicago O'Hare International Airport
- Fly from George Bush Intercontinental Airport (IAH) to Chicago O'Hare International Airport (ORD)plane IAH - ORD
5h 13m$135–389Bus via New South Memphis
- Take the bus from Downtown Houston to Memphis Bus Stationbus FlixBus N2211
- Take the bus from Memphis Bus Station to Chicago Bus Stationbus Greyhound US0125
25h 10m$197–335Train (Amtrak)
- Take the train from Houston to New Orleans Union Passenger Terminaltrain Sunset Limited
- Take the train from New Orleans Union Passenger Terminal to Chicago Union Stationtrain City of New Orleans
30h$337–761
Houston to Chicago Loop by bus and foot
Questions & Answers
The cheapest way to get from Houston to Chicago Loop is to fly which costs $130 - $390 and takes 5h 13m.
The fastest way to get from Houston to Chicago Loop is to fly which takes 4h 30m and costs $110 - $650.
No, there is no direct bus from Houston to Chicago Loop. However, there are services departing from Houston, TX - 808 Jefferson St and arriving at Dearborn & Randolph via Houston @ Young - S - Mb, Dallas Jefferson, California & 35th Street and 35th/Archer Orange Line Station. The journey, including transfers, takes approximately 24h 14m.
No, there is no direct train from Houston to Chicago Loop station. However, there are services departing from Houston and arriving at Chicago Union Station via New Orleans Union Passenger Terminal. The journey, including transfers, takes approximately 30h.
The distance between Houston and Chicago Loop is 965 miles. The road distance is 1078.5 miles.
The best way to get from Houston to Chicago Loop without a car is to bus which takes 24h 14m and costs $270 - $310.
It takes approximately 4h 30m to get from Houston to Chicago Loop, including transfers.
Houston to Chicago Loop bus services, operated by Flixbus USA, depart from Downtown Houston station.
Houston to Chicago Loop train services, operated by Amtrak, depart from Houston station.
The best way to get from Houston to Chicago Loop is to fly which takes 4h 30m and costs $110 - $650. Alternatively, you can bus, which costs $270 - $310 and takes 24h 14m, you could also train, which costs $330 - $800 and takes 30h.
What companies run services between Houston, TX, USA and Chicago Loop, IL, USA?
Southwest Airlines flies from William P. Hobby Airport (HOU) to Chicago Midway International Airport (MDW) every 2 hours. Alternatively, you can take a bus from Houston, TX - 808 Jefferson St to Dearborn & Randolph via Dallas, TX - 1376 Marilla St, Houston @ Young - S - Mb, Jefferson @ Marsalis - W - Ns, Dallas Jefferson, California & 35th Street, and 35th/Archer Orange Line Station in around 24h 14m.
- Website
- southwest.com
Flights from William P. Hobby Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 24m
- When
- Every day
- Estimated price
- $110–600
Flights from William P. Hobby Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 5m
- When
- Tuesday to Friday
- Estimated price
- $110–600
Flights from William P. Hobby Airport to Chicago Midway International Airport via Dallas
- Ave. Duration
- 4h 13m
- When
- Tuesday to Friday
- Estimated price
- $120–650
Flights from William P. Hobby Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 15m
- When
- Monday to Friday
- Estimated price
- $130–650
Flights from William P. Hobby Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 4h 15m
- When
- Monday, Thursday, and Friday
- Estimated price
- $130–650
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Longview to Chicago Union Station
- Ave. Duration
- 19h 31m
- Frequency
- Once daily
- Estimated price
- $220–500
- Website
- Amtrak
Train from Houston to New Orleans Union Passenger Terminal
- Ave. Duration
- 9h 30m
- Frequency
- 3 times a week
- Estimated price
- $95–220
- Website
- Amtrak
Train from New Orleans Union Passenger Terminal to Chicago Union Station
- Ave. Duration
- 19h 30m
- Frequency
- Once daily
- Estimated price
- $240–550
- Website
- Amtrak
- Phone
- +1 877 733 0724
- Website
- RedCoach
Bus from Houston, TX - 808 Jefferson St to Dallas, TX - 1376 Marilla St
- Ave. Duration
- 4h
- Frequency
- 3 times a day
- Estimated price
- $60–85
- Website
- RedCoach
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More Questions & Answers
Houston to Chicago Loop bus services, operated by Flixbus USA, arrive at Memphis Bus Station.
Houston to Chicago Loop train services, operated by Amtrak, arrive at New Orleans Union Passenger Terminal station.
Yes, the driving distance between Houston to Chicago Loop is 1078 miles. It takes approximately 18h 9m to drive from Houston to Chicago Loop.
Book your Houston to Chicago Loop train tickets online with Omio.
Book your Houston to Chicago Loop bus tickets online with Omio and FlixBus.
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