There are 8 ways to get from Dallas to Winnetka by plane, train, bus, train (Amtrak), or car
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)plane DAL - MDW
- Take the train from Chicago OTC to Winnetkatrain
5h 33m$107–566Fly Dallas to Chicago O'Hare International Airport, line 423 bus
cheapest- Fly from Dallas (DAL) to Chicago O'Hare International Airport (ORD)plane DAL - ORD
- Take the bus from Harlem Ave & Bryn Mawr Ave to Elm St & Birch Stbus
5h 48m$65–314Bus
- Take the bus from Dallas Jefferson to Chicagobus Querétaro
22h 30m$158–300Train (Amtrak)
- Take the train from Dallas to Chicago Union Stationtrain Texas Eagle
23h 19m$273–583Drive 935 mi
- Drive from Dallas to Winnetkacar 935 mi
15h 49m$171–247Fly Dallas/Fort Worth International Airport to Chicago O'Hare International Airport, line 423 bus
- Fly from Dallas/Fort Worth International Airport (DFW) to Chicago O'Hare International Airport (ORD)plane DFW - ORD
- Take the bus from Harlem Ave & Bryn Mawr Ave to Elm St & Birch Stbus
6h 32m$87–381Fly Dallas/Fort Worth International Airport to Chicago Midway International Airport, train
- Fly from Dallas/Fort Worth International Airport (DFW) to Chicago Midway International Airport (MDW)plane DFW - MDW
- Take the train from Chicago OTC to Winnetkatrain
6h 35m$89–453Fly Dallas to General Mitchell International Airport, train
- Fly from Dallas (DAL) to General Mitchell International Airport (MKE)plane DAL - MKE
- Take the train from Milwaukee to Glenview Amtrak Stationtrain
7h 37m$187–963
Dallas to Winnetka by bus
Questions & Answers
The cheapest way to get from Dallas to Winnetka is to fly and line 423 bus which costs $85 - $390 and takes 6h 32m.
The fastest way to get from Dallas to Winnetka is to fly and train which takes 5h 33m and costs $100 - $600.
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 30m.
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 30m and costs $150 - $300.
It takes approximately 5h 33m to get from Dallas to Winnetka, including transfers.
Dallas to Winnetka bus services, operated by Tornado Bus Company, depart from Dallas Jefferson station.
The best way to get from Dallas to Winnetka is to bus which takes 22h 30m and costs $150 - $300. Alternatively, you can train, which costs $270 - $600 and takes 23h 19m.
Dallas to Winnetka bus services, operated by Tornado Bus Company, arrive at Chicago station.
Yes, the driving distance between Dallas to Winnetka is 940 miles. It takes approximately 15h 49m to drive from Dallas to Winnetka.
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 $260–600 and the journey takes 22h 6m.
- Website
- southwest.com
Flights from Dallas to Chicago Midway International Airport
- Ave. Duration
- 2h 10m
- When
- Every day
- Estimated price
- $95–550
Flights from Dallas to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 3h 50m
- When
- Tuesday, Wednesday, and Sunday
- Estimated price
- $95–550
Flights from Dallas to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 3h 57m
- When
- Monday to Friday
- Estimated price
- $100–550
Flights from Dallas to Chicago Midway International Airport via General Mitchell International Airport
- Ave. Duration
- 4h
- When
- Monday, Thursday, and Friday
- Estimated price
- $100–550
Flights from Dallas to Chicago O'Hare International Airport
- Ave. Duration
- 2h 25m
- When
- Every day
- Estimated price
- $55–300
Flights from Dallas to General Mitchell International Airport
- Ave. Duration
- 2h 16m
- When
- Every day
- Estimated price
- $160–900
Flights from Dallas to General Mitchell International Airport via Chicago Midway International Airport
- Ave. Duration
- 4h 6m
- When
- Tuesday, Wednesday, Saturday, and Sunday
- Estimated price
- $160–900
Flights from Dallas to General Mitchell International Airport via Nashville
- Ave. Duration
- 4h 47m
- When
- Tuesday, Wednesday, Saturday, and Sunday
- Estimated price
- $190–1,000
Flights from Dallas to General Mitchell International Airport via Kansas City
- Ave. Duration
- 4h 30m
- When
- Monday to Friday
- Estimated price
- $170–900
Flights from Dallas to General Mitchell International Airport via St. Louis
- Ave. Duration
- 4h 45m
- When
- Sunday
- Estimated price
- $160–900
Flights from Dallas to General Mitchell International Airport via Austin
- Ave. Duration
- 5h
- When
- Tuesday and Wednesday
- Estimated price
- $210–1,100
- Website
- aa.com
Flights from Dallas/Fort Worth International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 28m
- When
- Every day
- Estimated price
- $45–260
- Website
- united.com
Flights from Dallas/Fort Worth International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 32m
- When
- Every day
- Estimated price
- $45–260
- Website
- flyfrontier.com
Flights from Dallas/Fort Worth International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 33m
- When
- Every day
- Estimated price
- $45–260
Flights from Dallas/Fort Worth International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 20m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $80–440
- Website
- spirit.com
Flights from Dallas/Fort Worth International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 20m
- When
- Every day
- Estimated price
- $80–370
- Phone
- +1 312-696-3872
- Website
- metra.com
Train from Chicago OTC to Winnetka
- Ave. Duration
- 38 min
- Frequency
- Hourly
- Estimated price
- $4–5
- Website
- https://metra.com
- Adult
- $4–5
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
- $260–600
- Website
- https://www.amtrak.com/home.html
Train from Milwaukee to Glenview Amtrak Station
- Ave. Duration
- 1h
- Frequency
- Every 4 hours
- Estimated price
- $18–40
- Website
- https://www.amtrak.com/home.html
- 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
- Phone
- +1(847) 364-7223
- Passenger.Services@PaceBus.com
- Website
- pacebus.com
Bus from Harlem Ave & Bryn Mawr Ave to Elm St & Birch St
- Ave. Duration
- 50 min
- Frequency
- Hourly
- Estimated price
- $2–3
- Website
- https://www.pacebus.com
- Schedules at
- https://www.pacebus.com/routes-schedules-and-maps
- Adult
- $2–3
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
More Questions & Answers
There are 1138+ hotels available in Winnetka.










