There are 8 ways to get from Chicago to Sugar Land by plane, train, bus, bus (Greyhound, Flixbus), car, 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 Chicago Midway International Airport to William P. Hobby Airport
best- Fly from Chicago Midway International Airport (MDW) to William P. Hobby Airport (HOU)plane MDW - HOU
6h 8m$124–581Train, bus
- Take the train from Chicago Union Station to Longviewtrain
- Take the bus from Longview to Houstonbus
- Take the bus from Louisiana St @ Lamar St to W Bellfort Ave @ Wilcrest Drbus 161
26h 21m$273–603Bus 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 St Joseph Pkwy @ Louisiana St to W Bellfort Ave @ Wilcrest Drbus 161
26h 29m$210–339Drive 1,093.9 mi
- Drive from Chicago to Sugar Landcar 1,093.9 mi
18h 27m$200–289Fly Chicago O'Hare International Airport to George Bush Intercontinental Airport, line 102 bus, line 265 bus
- Fly from Chicago O'Hare International Airport (ORD) to George Bush Intercontinental Airport (IAH)plane ORD - IAH
- Take the bus from Airmail Rd @ Pallet Rd to Milam St @ Texas Avebus
- Take the bus from Smith St @ Texas Ave to West Bellfort Park & Ridebus
6h 48m$154–413Train to General Mitchell International Airport, fly to George Bush Intercontinental Airport
- 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
8h$484–1,093Bus
- Take the bus from Chicago to Tornado Bus Co - Austinbus Chicago
- Take the bus from Austin, TX - Tornado Bus Co to Houston, TX - Houston Airline Drbus El Paso
27h 40m$298–338Train (Amtrak)
- Take the train from Chicago Union Station to New Orleans Union Passenger Terminaltrain City of New Orleans
- Take the train from New Orleans Union Passenger Terminal to Houstontrain Sunset Limited
31h 16m$340–801
Chicago Midway International Airport (MDW) to William P. Hobby Airport (HOU) flights
Comparing Your Travel Options
The cheapest way to get from Chicago to Sugar Land is to fly and line 102 bus and line 265 bus which costs $150 - $420 and takes 6h 48m.
The fastest way to get from Chicago to Sugar Land is to fly which takes 6h 8m and costs $120 - $600.
No, there is no direct bus from Chicago station to Sugar Land. However, there are services departing from Chicago Bus Station and arriving at W Bellfort Ave @ Wilcrest Dr via Memphis Bus Station and St Joseph Pkwy @ Louisiana St. The journey, including transfers, takes approximately 26h 29m.
No, there is no direct train from Chicago station to Sugar Land. However, there are services departing from Chicago Union Station and arriving at Houston via New Orleans Union Passenger Terminal. The journey, including transfers, takes approximately 31h 16m.
The distance between Chicago and Sugar Land is 984 miles. The road distance is 1100.3 miles.
The best way to get from Chicago to Sugar Land without a car is to train and bus which takes 26h 21m and costs $270 - $650.
It takes approximately 6h 8m to get from Chicago to Sugar Land, including transfers.
Chicago to Sugar Land bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Sugar Land train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Sugar Land is to fly which takes 6h 8m and costs $120 - $600. Alternatively, you can bus via New South Memphis, which costs $210 - $340 and takes 26h 29m, you could also train, which costs $340 - $800 and takes 31h 16m.
What companies run services between Chicago, IL, USA and Sugar Land, TX, USA?
Southwest Airlines flies from Chicago Midway International Airport (MDW) to William P. Hobby Airport (HOU) every 4 hours. Alternatively, you can take a bus from Chicago Bus Station to Sugar Land via Memphis Bus Station, Downtown Houston, St Joseph Pkwy @ Louisiana St, and W Bellfort Ave @ Wilcrest Dr in around 26h 29m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to William P. Hobby Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to William P. Hobby Airport via Tulsa
- Ave. Duration
- 4h 17m
- When
- Tuesday, Wednesday, and Sunday
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to William P. Hobby Airport via Dallas
- Ave. Duration
- 4h 25m
- When
- Sunday, Monday, Thursday, and Friday
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to William P. Hobby Airport via Kansas City
- Ave. Duration
- 4h 30m
- When
- Sunday
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to William P. Hobby Airport via St. Louis
- Ave. Duration
- 4h 35m
- When
- Tuesday and Wednesday
- Estimated price
- $100–550
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Longview
- Ave. Duration
- 18h 50m
- Frequency
- Once daily
- Estimated price
- $210–550
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $21–55
- Website
- Amtrak
Train from Chicago Union Station to New Orleans Union Passenger Terminal
- Ave. Duration
- 19h 42m
- Frequency
- Once daily
- Estimated price
- $230–600
- Website
- Amtrak
Train from New Orleans Union Passenger Terminal to Houston
- Ave. Duration
- 9h 18m
- Frequency
- 3 times a week
- Estimated price
- $90–220
- Website
- Amtrak
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Longview to Houston
- Ave. Duration
- 4h 35m
- Frequency
- Once daily
- Estimated price
- $40–65
- Website
- Amtrak
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
Need to know: Greyhound
Read the travel guide
Booking & Getting There
Chicago to Sugar Land bus services, operated by Greyhound USA, arrive at Memphis Bus Station.
Chicago to Sugar Land train services, operated by Amtrak, arrive at New Orleans Union Passenger Terminal station.
Yes, the driving distance between Chicago to Sugar Land is 1100 miles. It takes approximately 18h 27m to drive from Chicago to Sugar Land.
There are 139+ hotels available in Sugar Land.






