There are 8 ways to get from Brookings to Chicago by bus, plane, bus (Greyhound), train, car, or bus (Flixbus)
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 Sioux Falls, fly to Chicago O'Hare International Airport
best- Take the bus from Brookings to Sioux Fallsbus
- Fly from Sioux Falls (FSD) to Chicago O'Hare International Airport (ORD)plane FSD - ORD
4h 40m$88–343Bus via Omaha
- Take the bus from Brookings to Sioux Fallsbus
- Take the bus from Sioux Falls to Omahabus
- Take the bus from Omaha, NE to Chicago Bus Stationbus
16h 14m$149–258Bus, train
- Take the bus from Brookings to Fargobus
- Take the bus from Fargo to Detroit Lakesbus
- Take the train from Detroit Lakes Amtrak Station to Chicago Union Stationtrain
19h 12m$269–528Drive 578.7 mi
- Drive from Brookings to Chicagocar 578.7 mi
10h 3m$106–153Bus to Sioux Falls, fly to Chicago Midway International Airport
- Take the bus from Brookings to Sioux Fallsbus
- Fly from Sioux Falls (FSD) to Chicago Midway International Airport (MDW)plane FSD - MDW
7h 19m$103–403Bus to Watertown Municipal Airport, fly to Chicago Midway International Airport
- Take the bus from Brookings to Watertownbus
- Fly from Watertown Municipal Airport (ATY) to Chicago Midway International Airport (MDW)plane ATY - MDW
9h 17m$105–406Bus, train via Saint Paul
- Take the bus from Brookings to Sioux Fallsbus
- Take the bus from Sioux Falls to Minneapolis-St. Paulbus
- Take the train from St. Paul-Minneapolis to Chicago Union Stationtrain
18h 33m$236–426Bus
- Take the bus from Brookings to Sioux Fallsbus
- Take the bus from Sioux Falls to St. Cloudbus
- Take the bus from Saint Cloud to Chicago Bus Stationbus
19h 29m$169–268
Sioux Falls (FSD) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Brookings to Chicago is to drive which costs $100 - $160 and takes 10h 3m.
The fastest way to get from Brookings to Chicago is to bus and fly which takes 4h 40m and costs $85 - $350.
No, there is no direct bus from Brookings to Chicago station. However, there are services departing from Brookings and arriving at Chicago Bus Station via Sioux Falls and Omaha, NE. The journey, including transfers, takes approximately 16h 14m.
The distance between Brookings and Chicago is 541 miles. The road distance is 582.1 miles.
The best way to get from Brookings to Chicago without a car is to bus via Omaha which takes 16h 14m and costs $140 - $260.
It takes approximately 4h 40m to get from Brookings to Chicago, including transfers.
Brookings to Chicago bus services, operated by Jefferson Lines, depart from Brookings station.
Brookings to Chicago bus services, operated by Jefferson Lines, arrive at Sioux Falls station.
Yes, the driving distance between Brookings to Chicago is 582 miles. It takes approximately 10h 3m to drive from Brookings to Chicago.
There are 1328+ hotels available in Chicago.
What companies run services between Brookings, SD, USA and Chicago, IL, USA?
You can take a vehicle from Brookings to Chicago Bus Station via Brookings, Sioux Falls, and Omaha, NE in around 16h 14m.
- Website
- delta.com
Flights from Sioux Falls to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 4h 3m
- When
- Every day
- Estimated price
- $50–290
Flights from Sioux Falls to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 4h 41m
- When
- Every day
- Estimated price
- $60–340
Flights from Sioux Falls to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 6h 21m
- When
- Every day
- Estimated price
- $120–550
Flights from Watertown Municipal Airport to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 8h 50m
- When
- Every day
- Estimated price
- $60–340
- Website
- united.com
Flights from Sioux Falls to Chicago O'Hare International Airport
- Ave. Duration
- 1h 57m
- When
- Every day
- Estimated price
- $45–280
- Website
- southwest.com
Flights from Sioux Falls to Chicago Midway International Airport via Denver
- Ave. Duration
- 5h 55m
- When
- Tuesday, Wednesday, Monday, Thursday, Friday, and Sunday
- Estimated price
- $110–500
Flights from Sioux Falls to Chicago Midway International Airport via Nashville
- Ave. Duration
- 6h 27m
- When
- Monday and Friday
- Estimated price
- $100–460
- Website
- aa.com
Flights from Sioux Falls to Chicago O'Hare International Airport
- Ave. Duration
- 2h 5m
- When
- Every day
- Estimated price
- $45–280
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Detroit Lakes Amtrak Station to Chicago Union Station
- Ave. Duration
- 12h 18m
- Frequency
- Twice daily
- Estimated price
- $190–410
- Website
- https://www.amtrak.com/home.html
Train from St. Paul-Minneapolis to Chicago Union Station
- Ave. Duration
- 7h 32m
- Frequency
- 3 times a day
- Estimated price
- $130–270
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from Brookings to Sioux Falls
- Ave. Duration
- 50 min
- Frequency
- Once daily
- Estimated price
- $23–35
- Book at
- https://www.jeffersonlines.com
- Adult
- $23–35
Bus from Brookings to Sioux Falls
- Ave. Duration
- 50 min
- Frequency
- Once daily
- Estimated price
- $23–35
- Book at
- https://www.jeffersonlines.com
- Adult
- $23–35
Bus from Sioux Falls to Omaha
- Ave. Duration
- 3h 35m
- Frequency
- Twice daily
- Estimated price
- $50–75
- Book at
- https://www.jeffersonlines.com
- Adult
- $50–75
Bus from Brookings to Fargo
- Ave. Duration
- 3h 20m
- Frequency
- 4 times a week
- Estimated price
- $50–75
- Book at
- https://www.jeffersonlines.com
- Adult
- $50–75
Bus from Fargo to Detroit Lakes
- Ave. Duration
- 1h 30m
- Frequency
- 5 times a week
- Estimated price
- $23–35
- Book at
- https://www.jeffersonlines.com
- Adult
- $23–35
Bus from Brookings to Sioux Falls
- Ave. Duration
- 50 min
- Frequency
- Once daily
- Estimated price
- $23–35
- Book at
- https://www.jeffersonlines.com
- Adult
- $23–35
Bus from Brookings to Watertown
- Ave. Duration
- 55 min
- Frequency
- Once daily
- Estimated price
- $22–35
- Book at
- https://www.jeffersonlines.com
- Adult
- $22–35
Bus from Brookings to Sioux Falls
- Ave. Duration
- 50 min
- Frequency
- Once daily
- Estimated price
- $23–35
- Book at
- https://www.jeffersonlines.com
- Adult
- $23–35
Bus from Sioux Falls to Minneapolis-St. Paul
- Ave. Duration
- 7h 20m
- Frequency
- Once daily
- Estimated price
- $75–110
- Book at
- https://www.jeffersonlines.com
- Adult
- $75–110
Bus from Brookings to Sioux Falls
- Ave. Duration
- 50 min
- Frequency
- Once daily
- Estimated price
- $23–35
- Book at
- https://www.jeffersonlines.com
- Adult
- $23–35
Bus from Sioux Falls to St. Cloud
- Ave. Duration
- 5h 20m
- Frequency
- Twice daily
- Estimated price
- $60–85
- Book at
- https://www.jeffersonlines.com
- Adult
- $60–85
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Omaha, NE to Chicago Bus Station
- Ave. Duration
- 9h 45m
- Frequency
- Once daily
- Estimated price
- $70–140
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Saint Cloud to Chicago Bus Station
- Ave. Duration
- 11h 15m
- Frequency
- Once daily
- Estimated price
- $80–140
- Schedules at
- flixbus.com
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