There are 6 ways to get from Houston to Chicago by plane, train (Amtrak), bus (Greyhound, Flixbus), car, or bus
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly from La Crosse
best- Fly from La Crosse (LSE) to Chicago O'Hare International Airport (ORD)plane LSE - ORD
2h 48m$89–312Drive 300.9 mi
cheapest- Drive from Houston to Chicagocar 300.9 mi
5h 3m$54–77Train (Amtrak)
- Take the train from La Crosse Amtrak Station to Chicago Union Stationtrain Empire Builder / ...
5h 43m$204–304Bus via Milwaukee
- Take the bus from La Crosse to Milwaukeebus Jefferson Lines 965
- Take the bus from Milwaukee Intermodal Station to Chicago Bus Stationbus Greyhound US0150
6h 51m$114–160Drive to Chippewa Valley Regional Airport, fly
- Drive from Houston to Eau-Claire-Airport-EAUcar
- Fly from Chippewa Valley Regional Airport (EAU) to Chicago O'Hare International Airport (ORD)plane EAU - ORD
4h 34m$54–280Bus
- Take the bus from La Crosse to Madisonbus Jefferson Lines 965
- Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton Stbus Van Galder
7h 27m$111–175
La Crosse (LSE) to Chicago O'Hare International Airport (ORD) flights
Comparing Your Travel Options
The cheapest way to get from Houston to Chicago is to drive which costs $50 - $80 and takes 5h 3m.
The fastest way to get from Houston to Chicago is to fly which takes 2h 48m and costs $85 - $320.
No, there is no direct bus from Houston to Chicago station. However, there are services departing from La Crosse and arriving at Chicago Bus Station via Milwaukee Intermodal Station. The journey, including transfers, takes approximately 6h 51m.
No, there is no direct train from Houston station to Chicago station. However, there are services departing from La Crosse Amtrak Station and arriving at Chicago Union Station via . The journey, including transfers, takes approximately 5h 43m.
The distance between Houston and Chicago is 258 miles. The road distance is 302.7 miles.
The best way to get from Houston to Chicago without a car is to train which takes 5h 43m and costs $200 - $310.
It takes approximately 2h 48m to get from Houston to Chicago, including transfers.
Houston to Chicago bus services, operated by Jefferson Lines, depart from La Crosse station.
Houston to Chicago train services, operated by Amtrak, depart from La Crosse Amtrak Station.
The best way to get from Houston to Chicago is to fly which takes 2h 48m and costs $85 - $320. Alternatively, you can train, which costs $200 - $310 and takes 5h 43m, you could also bus via Milwaukee, which costs $110 - $160 and takes 6h 51m.
What companies run services between Houston, MN, USA and Chicago, IL, USA?
American Airlines flies from La Crosse (LSE) to Chicago O'Hare International Airport (ORD) 3 times a day. Alternatively, Amtrak operates a train from La Crosse Amtrak Station to Chicago Union Station 3 times a day. Tickets cost $150–240 and the journey takes 5h 8m.
- Website
- aa.com
Flights from La Crosse to Chicago O'Hare International Airport
- Ave. Duration
- 1h 32m
- When
- Every day
- Estimated price
- $30–240
- Website
- united.com
Flights from Chippewa Valley Regional Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 38m
- When
- Every day
- Estimated price
- $35–250
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from La Crosse Amtrak Station to Chicago Union Station
- Ave. Duration
- 5h 8m
- Frequency
- 3 times a day
- Estimated price
- $150–240
- Website
- Amtrak
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from La Crosse to Milwaukee
- Ave. Duration
- 3h 50m
- Frequency
- Once daily
- Estimated price
- $50–75
- Book at
- Jefferson Lines
- Adult
- $50–75
Bus from La Crosse to Madison
- Ave. Duration
- 2h 20m
- Frequency
- Once daily
- Estimated price
- $35–55
- Book at
- Jefferson Lines
- Adult
- $35–55
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Milwaukee Intermodal Station to Chicago Bus Station
- Ave. Duration
- 1h 35m
- Frequency
- Every 4 hours
- Estimated price
- $16–25
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Milwaukee Intermodal Station to Chicago Bus Station
- Ave. Duration
- 2h 15m
- Frequency
- 5 times a day
- Estimated price
- $14–21
- Schedules at
- Flixbus USA
- Phone
- +1 (866) 912 - 6224
- [email protected]
- Website
- Rockland Coaches
Bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton St
- Ave. Duration
- 4h
- Frequency
- Hourly
- Estimated price
- $26–60
- Schedules at
- Rockland Coaches
- Adult
- $26–60
Want to know more about travelling around United States
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Booking & Getting There
Houston to Chicago bus services, operated by Jefferson Lines, arrive at Milwaukee station.
Houston to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Houston to Chicago is 303 miles. It takes approximately 5h 3m to drive from Houston to Chicago.
There are 1305+ hotels available in Chicago.