There are 6 ways to get from Alaska to Chicago by plane, car, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Anchorage International Airport to Chicago O'Hare International Airport
best- Fly from Anchorage International Airport (ANC) to Chicago O'Hare International Airport (ORD)plane ANC - ORD
8h 24m$234–417Fly Juneau International Airport to Chicago O'Hare International Airport
cheapest- Fly from Juneau International Airport (JNU) to Chicago O'Hare International Airport (ORD)plane JNU - ORD
10h 26m$134–557Drive 3,565.1 mi
- Drive from Anchorage to Chicagocar 3,565.1 mi
2d 17h$651–940Fly Sitka Rocky Gutierrez Airport to Chicago O'Hare International Airport
- Fly from Sitka Rocky Gutierrez Airport (SIT) to Chicago O'Hare International Airport (ORD)plane SIT - ORD
10h 27m$214–807Fly Fairbanks to Chicago O'Hare International Airport
- Fly from Fairbanks (FAI) to Chicago O'Hare International Airport (ORD)plane FAI - ORD
9h 26m$155–659Fly Juneau International Airport to General Mitchell International Airport, train
- Fly from Juneau International Airport (JNU) to General Mitchell International Airport (MKE)plane JNU - MKE
- Take the train from Milwaukee to Chicago Union Stationtrain
15h 37m$265–1,071
Anchorage International Airport (ANC) to Chicago O'Hare International Airport (ORD) flights
Comparing Your Travel Options
The cheapest way to get from Alaska to Chicago is to fly which costs $130 - $600 and takes 10h 26m.
The fastest way to get from Alaska to Chicago is to fly which takes 8h 24m and costs $230 - $420.
The distance between Alaska and Chicago is 2880 miles. The road distance is 3585.9 miles.
It takes approximately 8h 24m to get from Alaska to Chicago, including transfers.
Chicago is 3h ahead of Alaska. It is currently 9:02 AM in Alaska and 12:02 PM in Chicago.
Yes, the driving distance between Alaska to Chicago is 3586 miles. It takes approximately 2 days 17h to drive from Alaska to Chicago.
There are 1304+ hotels available in Chicago.
What companies run services between Alaska, USA and Chicago, IL, USA?
Alaska Airlines, Inc., American Airlines, and two other airlines fly from Anchorage International Airport (ANC) to Chicago O'Hare International Airport (ORD) every 4 hours.
- Website
- alaskaair.com
Flights from Anchorage International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 6h 17m
- When
- Every day
- Estimated price
- $230–370
Flights from Juneau International Airport to Chicago O'Hare International Airport via Seattle
- Ave. Duration
- 8h 7m
- When
- Every day
- Estimated price
- $170–650
Flights from Juneau International Airport to Chicago O'Hare International Airport via Anchorage International Airport
- Ave. Duration
- 16h 22m
- When
- Every day
- Estimated price
- $190–650
Flights from Juneau International Airport to Chicago O'Hare International Airport via Ketchikan, Seattle
- Ave. Duration
- 13h 43m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $170–650
Flights from Juneau International Airport to Chicago O'Hare International Airport via Sitka Rocky Gutierrez Airport, Seattle
- Ave. Duration
- 17h 5m
- When
- Every day
- Estimated price
- $170–650
Flights from Sitka Rocky Gutierrez Airport to Chicago O'Hare International Airport via Seattle
- Ave. Duration
- 11h 9m
- When
- Every day
- Estimated price
- $210–800
Flights from Sitka Rocky Gutierrez Airport to Chicago O'Hare International Airport via Ketchikan, Seattle
- Ave. Duration
- 15h 23m
- When
- Every day
- Estimated price
- $210–800
Flights from Fairbanks to Chicago O'Hare International Airport via Seattle
- Ave. Duration
- 9h 57m
- When
- Every day
- Estimated price
- $210–750
Flights from Fairbanks to Chicago O'Hare International Airport via Anchorage International Airport
- Ave. Duration
- 9h 6m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $200–750
Flights from Fairbanks to Chicago O'Hare International Airport via Portland
- Ave. Duration
- 9h 39m
- When
- Every day
- Estimated price
- $210–750
Flights from Juneau International Airport to General Mitchell International Airport via Seattle
- Ave. Duration
- 17h 22m
- When
- Every day
- Estimated price
- $320–1,200
Flights from Juneau International Airport to General Mitchell International Airport via Anchorage International Airport, Chicago O'Hare International Airport
- Ave. Duration
- 22h 6m
- When
- Every day
- Estimated price
- $350–1,200
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $21–55
- Website
- Amtrak
Want to know more about travelling around United States
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