There are 5 ways to get from Chicago to Wasilla by plane, train, 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 from Chicago O'Hare International Airport, train
best- Fly from Chicago O'Hare International Airport (ORD) to Anchorage International Airport (ANC)ORD - ANC
- Take the train from Anchorage to Wasilla
11h 15m$330–1,297Drive 3,530.9 mi
- Drive from Chicago to Wasilla3,530.9 mi
2d 16h$645–931Fly from Chicago Midway International Airport, train
- Fly from Chicago Midway International Airport (MDW) to Anchorage International Airport (ANC)MDW - ANC
- Take the train from Anchorage to Wasilla
13h 41m$400–1,597Train to General Mitchell International Airport, fly, train
- Take the train from Chicago Union Station to Milwaukee
- Fly from General Mitchell International Airport (MKE) to Anchorage International Airport (ANC)MKE - ANC
- Take the train from Anchorage to Wasilla
14h 49m$561–2,211Train to South Bend, fly, train
- Take the train from Van Buren St. to South Bend Airport
- Fly from South Bend (SBN) to Anchorage International Airport (ANC)SBN - ANC
- Take the train from Anchorage to Wasilla
15h 4m$540–2,106
Chicago O'Hare International Airport (ORD) to Anchorage International Airport (ANC) flights
Questions & Answers
The cheapest way to get from Chicago to Wasilla is to drive which costs $600 - $950 and takes 2 days 16h.
The fastest way to get from Chicago to Wasilla is to fly and train which takes 11h 15m and costs $330 - $1,300.
The distance between Chicago and Wasilla is 2921 miles. The road distance is 3551.5 miles.
It takes approximately 11h 15m to get from Chicago to Wasilla, including transfers.
Wasilla is 3h behind Chicago. It is currently 2:01 PM in Chicago and 11:01 AM in Wasilla.
Yes, the driving distance between Chicago to Wasilla is 3551 miles. It takes approximately 2 days 16h to drive from Chicago to Wasilla.
There are 100+ hotels available in Wasilla.
What companies run services between Chicago, IL, USA and Wasilla, AK, USA?
There is no direct connection from Chicago to Wasilla. However, you can take the subway to O'Hare, walk to Chicago O'Hare International Airport (ORD) airport, fly to Anchorage International Airport (ANC), walk to Airport South Terminal, take the line 65 bus to Downtown Transit Center, walk to Anchorage, then take the train to Wasilla. Alternatively, you can drive from Chicago to Wasilla in around 2d 16h.
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Anchorage International Airport via Minneapolis
- Ave. Duration
- 9h 35m
- When
- Every day
- Estimated price
- $270–1,100
Flights from Chicago O'Hare International Airport to Anchorage International Airport via Seattle
- Ave. Duration
- 9h 41m
- When
- Every day
- Estimated price
- $300–1,200
Flights from Chicago Midway International Airport to Anchorage International Airport via Minneapolis
- Ave. Duration
- 9h 56m
- When
- Every day
- Estimated price
- $340–1,400
Flights from Chicago Midway International Airport to Anchorage International Airport via Detroit
- Ave. Duration
- 14h 29m
- When
- Every day
- Estimated price
- $370–1,500
Flights from General Mitchell International Airport to Anchorage International Airport via Minneapolis
- Ave. Duration
- 10h 37m
- When
- Every day
- Estimated price
- $480–1,900
Flights from General Mitchell International Airport to Anchorage International Airport via Detroit
- Ave. Duration
- 10h 50m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $500–2,100
Flights from South Bend to Anchorage International Airport via Minneapolis
- Ave. Duration
- 15h 44m
- When
- Every day
- Estimated price
- $470–1,900
Flights from South Bend to Anchorage International Airport via Detroit
- Ave. Duration
- 16h 38m
- When
- Every day
- Estimated price
- $500–2,000
Flights from South Bend to Anchorage International Airport via Atlanta
- Ave. Duration
- 16h 57m
- When
- Monday, Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $600–2,300
- Website
- alaskaair.com
Flights from Chicago O'Hare International Airport to Anchorage International Airport
- Ave. Duration
- 6h 30m
- When
- Every day
- Estimated price
- $270–1,100
Flights from Chicago O'Hare International Airport to Anchorage International Airport via Seattle
- Ave. Duration
- 9h 39m
- When
- Every day
- Estimated price
- $300–1,200
Flights from Chicago O'Hare International Airport to Anchorage International Airport via Portland
- Ave. Duration
- 9h 35m
- When
- Every day
- Estimated price
- $310–1,200
Flights from Chicago Midway International Airport to Anchorage International Airport via Seattle
- Ave. Duration
- 9h 13m
- When
- Wednesday and Thursday
- Estimated price
- $370–1,500
Flights from General Mitchell International Airport to Anchorage International Airport via Seattle
- Ave. Duration
- 9h 34m
- When
- Every day
- Estimated price
- $500–2,100
Flights from General Mitchell International Airport to Anchorage International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 10h
- When
- Every day
- Estimated price
- $500–2,000
- Website
- united.com
Flights from Chicago O'Hare International Airport to Anchorage International Airport
- Ave. Duration
- 6h 47m
- When
- Every day
- Estimated price
- $270–1,100
Flights from Chicago O'Hare International Airport to Anchorage International Airport via Denver
- Ave. Duration
- 10h 14m
- When
- Every day
- Estimated price
- $310–1,200
Flights from Chicago Midway International Airport to Anchorage International Airport via Denver
- Ave. Duration
- 9h 25m
- When
- Wednesday and Thursday
- Estimated price
- $380–1,500
Flights from General Mitchell International Airport to Anchorage International Airport via Denver
- Ave. Duration
- 9h 45m
- When
- Every day
- Estimated price
- $550–2,200
Flights from General Mitchell International Airport to Anchorage International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 10h 43m
- When
- Every day
- Estimated price
- $500–2,000
Flights from South Bend to Anchorage International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 10h 21m
- When
- Every day
- Estimated price
- $470–1,900
Flights from South Bend to Anchorage International Airport via Washington Dulles
- Ave. Duration
- 15h 22m
- When
- Every day
- Estimated price
- $600–2,300
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Anchorage International Airport
- Ave. Duration
- 6h 33m
- When
- Every day
- Estimated price
- $270–1,100
Flights from General Mitchell International Airport to Anchorage International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 9h 26m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $500–2,000
Flights from General Mitchell International Airport to Anchorage International Airport via Seattle
- Ave. Duration
- 9h 54m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $500–2,100
Flights from South Bend to Anchorage International Airport via Dallas/Ft.Worth
- Ave. Duration
- 15h 47m
- When
- Every day
- Estimated price
- $600–2,300
- Website
- southwest.com
Flights from Chicago Midway International Airport to Anchorage International Airport via Denver
- Ave. Duration
- 9h 50m
- When
- Thursday
- Estimated price
- $380–1,500
Flights from General Mitchell International Airport to Anchorage International Airport via Denver
- Ave. Duration
- 12h 50m
- When
- Monday and Friday
- Estimated price
- $550–2,200
Flights from General Mitchell International Airport to Anchorage International Airport via Las Vegas
- Ave. Duration
- 12h 55m
- When
- Thursday
- Estimated price
- $600–2,400
- Website
- suncountry.com
Flights from South Bend to Anchorage International Airport via Minneapolis
- Ave. Duration
- 9h 9m
- When
- Monday, Friday, and Saturday
- Estimated price
- $470–1,900
- Phone
- +1 800 544 0552
- reservations@akrr.com
- Website
- alaskarailroad.com
Train from Anchorage to Wasilla
- Ave. Duration
- 1h 7m
- Frequency
- 4 times a day
- Estimated price
- $55–188
- Website
- https://www.alaskarailroad.com
- Schedules at
- https://www.alaskarailroad.com/ride-a-train/schedules
- Adventure Class Adult
- $55–150
- Goldstar Service Adult
- $188
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $22–40
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from Van Buren St. to South Bend Airport
- Ave. Duration
- 1h 58m
- Frequency
- Every 2 hours
- Estimated price
- $13–15
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $13–15
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