There are 9 ways to get from Dallas to Winnetka by plane, train, bus, train (Amtrak), car, or bus (Greyhound, Flixbus)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Dallas to Chicago Midway International Airport, train
best- Fly from Dallas (DAL) to Chicago Midway International Airport (MDW)DAL - MDW
- Take the train from Chicago OTC to Winnetka
5h 37m$92–454Fly Dallas to Chicago O'Hare International Airport
cheapest- Fly from Dallas (DAL) to Chicago O'Hare International Airport (ORD)DAL - ORD
5h 51m$65–318Bus
- Take the bus from Dallas Jefferson to ChicagoQuerétaro
22h 29m$159–300Train (Amtrak)
- Take the train from Dallas to Chicago Union StationTexas Eagle
23h 13m$136–358Drive 935 mi
- Drive from Dallas to Winnetka935 mi
15h 42m$171–247Train to Dallas/Fort Worth International Airport, fly to Chicago O'Hare International Airport, train
- Take the train from Victory Station to Centreport Station
- Fly from Dallas/Fort Worth International Airport (DFW) to Chicago O'Hare International Airport (ORD)DFW - ORD
- Take the train from Clybourn to Winnetka
6h 24mTrain to Dallas/Fort Worth International Airport, fly to Chicago Midway International Airport, train
- Take the train from Victory Station to Centreport Station
- Fly from Dallas/Fort Worth International Airport (DFW) to Chicago Midway International Airport (MDW)DFW - MDW
- Take the train from Chicago OTC to Winnetka
6h 26mFly Dallas to General Mitchell International Airport, train
- Fly from Dallas (DAL) to General Mitchell International Airport (MKE)DAL - MKE
- Take the train from Milwaukee to Glenview Amtrak Station
7h 34m$168–876Bus via St. Louis
- Take the bus from Dallas Bus Station to St Louis Bus StationGreyhound US0136
- Take the bus from St Louis Bus Station to Chicago Bus StationFlixBus N2521 / ...
24h 15m$126–319
Dallas to Winnetka by bus
Questions & Answers
The cheapest way to get from Dallas to Winnetka is to fly which costs $65 - $320 and takes 5h 51m.
The fastest way to get from Dallas to Winnetka is to fly and train which takes 5h 37m and costs $90 - $460.
No, there is no direct bus from Dallas to Winnetka. However, there are services departing from Houston @ Main - S - Ns and arriving at Green Bay Rd & Pine St via Dallas Jefferson, California & 35th Street, 31st Street & Pulaski, Lincolnwood Town Center and Howard CTA Station. The journey, including transfers, takes approximately 22h 29m.
No, there is no direct train from Dallas to Winnetka. However, there are services departing from Dallas and arriving at Winnetka via Chicago OTC. The journey, including transfers, takes approximately 23h 13m.
The distance between Dallas and Winnetka is 834 miles. The road distance is 940.4 miles.
The best way to get from Dallas to Winnetka without a car is to bus which takes 22h 29m and costs $150 - $300.
It takes approximately 5h 37m to get from Dallas to Winnetka, including transfers.
Dallas to Winnetka bus services, operated by Tornado Bus Company, depart from Dallas Jefferson station.
Dallas to Winnetka train services, operated by Amtrak, depart from Dallas station.
The best way to get from Dallas to Winnetka is to bus which takes 22h 29m and costs $150 - $300. Alternatively, you can train, which costs $130 - $360 and takes 23h 13m, you could also fly, which costs $65 - $320 and takes 5h 51m.
What companies run services between Dallas, TX, USA and Winnetka, IL, USA?
Tornado Bus Company operates a bus from Dallas Jefferson to Chicago once daily. Tickets cost $150–290 and the journey takes 17h 50m. Alternatively, Amtrak operates a train from Dallas to Chicago Union Station once daily. Tickets cost $130–360 and the journey takes 22h 6m.
Transport is disrupted due to the Russia-Ukraine war. Read more
- Website
- southwest.com
Flights from Dallas to Chicago Midway International Airport
- Ave. Duration
- 2h 12m
- When
- Every day
- Estimated price
- $85–440
Flights from Dallas to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 3h 46m
- When
- Monday and Sunday
- Estimated price
- $85–440
Flights from Dallas to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 3h 45m
- When
- Monday, Friday, and Sunday
- Estimated price
- $90–460
Flights from Dallas to Chicago O'Hare International Airport
- Ave. Duration
- 2h 25m
- When
- Monday, Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $60–310
Flights from Dallas to General Mitchell International Airport
- Ave. Duration
- 2h 18m
- When
- Every day
- Estimated price
- $140–750
Flights from Dallas to General Mitchell International Airport via St. Louis
- Ave. Duration
- 4h 13m
- When
- Monday, Thursday, and Sunday
- Estimated price
- $150–800
Flights from Dallas to General Mitchell International Airport via Kansas City
- Ave. Duration
- 4h 10m
- When
- Monday, Tuesday, Wednesday, Thursday, and Sunday
- Estimated price
- $150–800
Flights from Dallas to General Mitchell International Airport via Chicago Midway International Airport
- Ave. Duration
- 4h 5m
- When
- Thursday
- Estimated price
- $150–800
Flights from Dallas to General Mitchell International Airport via Nashville
- Ave. Duration
- 4h 20m
- When
- Sunday
- Estimated price
- $170–850
- Website
- aa.com
Flights from Dallas/Fort Worth International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 25m
- When
- Every day
- Estimated price
- $50–280
- Website
- united.com
Flights from Dallas/Fort Worth International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 25m
- When
- Every day
- Estimated price
- $50–280
- Website
- flyfrontier.com
Flights from Dallas/Fort Worth International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 28m
- When
- Every day
- Estimated price
- $50–280
Flights from Dallas/Fort Worth International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 25m
- When
- Every day
- Estimated price
- $75–390
- Website
- spirit.com
Flights from Dallas/Fort Worth International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 18m
- When
- Every day
- Estimated price
- $55–390
- Phone
- +1 312-322-6777
- Website
- metra.com
Train from Chicago OTC to Winnetka
- Ave. Duration
- 38 min
- Frequency
- Hourly
- Estimated price
- $2–6
- Website
- https://metra.com
Train from Clybourn to Winnetka
- Ave. Duration
- 30 min
- Frequency
- Hourly
- Website
- https://metra.com
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Dallas to Chicago Union Station
- Ave. Duration
- 22h 6m
- Frequency
- Once daily
- Estimated price
- $130–360
- Website
- https://www.amtrak.com/home.html
Train from Milwaukee to Glenview Amtrak Station
- Ave. Duration
- 1h
- Frequency
- Every 4 hours
- Estimated price
- $22–40
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 214-979-1111
- Website
- dart.org
Train from Victory Station to Centreport Station
- Ave. Duration
- 22 min
- Frequency
- Hourly
- Website
- https://www.dart.org
- Phone
- +1 888 358 6762
- info@tornadobus.com
- Website
- tornadobus.com
Bus from Dallas Jefferson to Chicago
- Ave. Duration
- 17h 50m
- Frequency
- Once daily
- Estimated price
- $150–290
- Schedules at
- tornadobus.com
- Adults 11-59
- $150–290
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Dallas Bus Station to St Louis Bus Station
- Ave. Duration
- 15h 50m
- Frequency
- Once daily
- Estimated price
- $85–230
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from St Louis Bus Station to Chicago Bus Station
- Ave. Duration
- 6h 15m
- Frequency
- 3 times a day
- Estimated price
- $35–85
- Schedules at
- flixbus.com
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More Questions & Answers
Dallas to Winnetka bus services, operated by Tornado Bus Company, arrive at Chicago station.
Dallas to Winnetka train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Dallas to Winnetka is 940 miles. It takes approximately 15h 42m to drive from Dallas to Winnetka.
There are 220+ hotels available in Winnetka.















