There are 9 ways to get from Anna to Chicago by taxi, tram, plane, bus, train, 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.
Taxi, tram to Dallas, fly to Chicago Midway International Airport
best- Take the taxi from Anna to Parker Road Station
- Take the tram from Parker Road Station to Inwood/Love Field Station
- Fly from Dallas (DAL) to Chicago Midway International Airport (MDW)DAL - MDW
5h 33m$154–509Taxi to Dallas, fly to Chicago O'Hare International Airport
cheapest- Take the taxi from Anna to Parker Road Station
- Fly from Dallas (DAL) to Chicago O'Hare International Airport (ORD)DAL - ORD
5h 54m$134–409Taxi, bus
- Take the taxi from Anna to Park @ K Ave - E - Ns
- Take the bus from Tornado Bus Co - Dallas I-30 to ChicagoQuerétaro / ...
20h 14m$215–377Taxi, train (Amtrak)
- Take the taxi from Anna to Parker Road Station
- Take the train from Dallas to Chicago Union StationTexas Eagle
24h 21m$189–681Drive 879.7 mi
- Drive from Anna to Chicago879.7 mi
14h 46m$161–232Taxi, tram to Dallas/Fort Worth International Airport, fly to Chicago O'Hare International Airport
- Take the taxi from Anna to Shiloh Rd Station
- Take the tram from Shiloh Rd Station to Dfw Terminal B
- Fly from Dallas/Fort Worth International Airport (DFW) to Chicago O'Hare International Airport (ORD)DFW - ORD
6h 2m$136–421Taxi, tram to Dallas/Fort Worth International Airport, fly to Chicago Midway International Airport
- Take the taxi from Anna to Shiloh Rd Station
- Take the tram from Shiloh Rd Station to Dfw Terminal B
- Fly from Dallas/Fort Worth International Airport (DFW) to Chicago Midway International Airport (MDW)DFW - MDW
5h 55m$141–471Taxi to Dallas, fly to General Mitchell International Airport, train
- Take the taxi from Anna to Parker Road Station
- Fly from Dallas (DAL) to General Mitchell International Airport (MKE)DAL - MKE
- Take the train from Milwaukee to Chicago Union Station
7h 59m$246–1,009Bus
- Take the bus from McKinney to Dallas Bus Station
- Take the bus from Dallas Bus Station to St Louis Bus Station
- Take the bus from St Louis Bus Station to Chicago Bus Station
25h 51m$169–334
Dallas (DAL) to Chicago Midway International Airport (MDW) flights
Questions & Answers
The cheapest way to get from Anna to Chicago is to drive which costs $160 - $240 and takes 14h 46m.
The fastest way to get from Anna to Chicago is to taxi and tram and fly which takes 5h 33m and costs $150 - $550.
The distance between Anna and Chicago is 860 miles. The road distance is 884.8 miles.
The best way to get from Anna to Chicago without a car is to taxi and bus which takes 20h 14m and costs $210 - $380.
It takes approximately 5h 33m to get from Anna to Chicago, including transfers.
Yes, the driving distance between Anna to Chicago is 885 miles. It takes approximately 14h 46m to drive from Anna to Chicago.
There are 1245+ hotels available in Chicago.
What companies run services between Anna, TX, USA and Chicago, IL, USA?
You can take a vehicle from Anna to Chicago Bus Station via McKinney, Dallas Bus Station, and St Louis Bus Station in around 25h 51m.
- Website
- southwest.com
Flights from Dallas to Chicago Midway International Airport
- Ave. Duration
- 2h 12m
- When
- Every day
- Estimated price
- $80–420
Flights from Dallas to Chicago Midway International Airport via Tulsa
- Ave. Duration
- 3h 40m
- When
- Wednesday and Thursday
- Estimated price
- $80–430
Flights from Dallas to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 3h 57m
- When
- Saturday
- Estimated price
- $85–440
Flights from Dallas to Chicago Midway International Airport via Will Rogers World
- Ave. Duration
- 4h
- When
- Thursday
- Estimated price
- $85–440
Flights from Dallas to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 5m
- When
- Monday, Tuesday, Friday, and Sunday
- Estimated price
- $80–420
Flights from Dallas to Chicago O'Hare International Airport
- Ave. Duration
- 2h 25m
- When
- Every day
- Estimated price
- $60–320
Flights from Dallas to General Mitchell International Airport
- Ave. Duration
- 2h 19m
- When
- Every day
- Estimated price
- $150–800
Flights from Dallas to General Mitchell International Airport via Nashville
- Ave. Duration
- 4h 38m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $180–900
Flights from Dallas to General Mitchell International Airport via Chicago Midway International Airport
- Ave. Duration
- 4h 35m
- When
- Monday and Friday
- Estimated price
- $160–800
Flights from Dallas to General Mitchell International Airport via Kansas City
- Ave. Duration
- 4h 55m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $160–800
Flights from Dallas to General Mitchell International Airport via St. Louis
- Ave. Duration
- 5h 5m
- When
- Saturday
- Estimated price
- $150–800
- 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
- $55–300
Flights from Dallas/Fort Worth International Airport to Chicago O'Hare International Airport via Tulsa
- Ave. Duration
- 4h 14m
- When
- Every day
- Estimated price
- $55–300
Flights from Dallas/Fort Worth International Airport to Chicago O'Hare International Airport via Fayetteville
- Ave. Duration
- 4h 19m
- When
- Every day
- Estimated price
- $55–300
- Website
- volaris.com
Flights from Dallas/Fort Worth International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 32m
- When
- Every day
- Estimated price
- $50–300
Flights from Dallas/Fort Worth International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 21m
- When
- Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $65–390
- Website
- flyfrontier.com
Flights from Dallas/Fort Worth International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 32m
- When
- Every day
- Estimated price
- $55–300
Flights from Dallas/Fort Worth International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 21m
- When
- Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $75–390
- Website
- united.com
Flights from Dallas/Fort Worth International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 27m
- When
- Every day
- Estimated price
- $55–300
- Phone
- +1 214-979-1111
- Website
- dart.org
Tram from Parker Road Station to Inwood/Love Field Station
- Ave. Duration
- 55 min
- Frequency
- Hourly
- Estimated price
- $3
- Website
- https://www.dart.org
- Adult - 3 Hour Pass - Unlimited Rides
- $3
Tram from Shiloh Rd Station to Dfw Terminal B
- Ave. Duration
- 55 min
- Frequency
- Hourly
- Estimated price
- $3
- Website
- https://www.dart.org
- Adult - 3 Hour Pass - Unlimited Rides
- $3
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
- $120–600
- Website
- https://www.amtrak.com/home.html
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $22–45
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 888 358 6762
- info@tornadobus.com
- Website
- tornadobus.com
Bus from Tornado Bus Co - Dallas I-30 to Chicago
- Ave. Duration
- 16h 15m
- Frequency
- Once daily
- Estimated price
- $140–290
- Schedules at
- tornadobus.com
- Adults 11-59
- $140–290
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from McKinney to Dallas Bus Station
- Ave. Duration
- 1h 30m
- Frequency
- Once daily
- Estimated price
- $22–50
- Website
- https://www.greyhound.com/
Bus from Dallas Bus Station to St Louis Bus Station
- Ave. Duration
- 15h 50m
- Frequency
- Once daily
- Estimated price
- $75–170
- 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
- $35–70
- Schedules at
- flixbus.com
- Ave. Duration
- 30 min
- Estimated price
- $65–85
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