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$244–377Fly 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
9h 52m$124–507Drive 3,565.1 mi
- Drive from Anchorage to Chicagocar 3,565.1 mi
2d 17h$589–851Fly 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
9h 44m$184–757Fly Fairbanks to Chicago O'Hare International Airport
- Fly from Fairbanks (FAI) to Chicago O'Hare International Airport (ORD)plane FAI - ORD
9h 26m$165–659Fly 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
13h 43m$279–1,041
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 $240 - $380 and takes 8h 24m.
The fastest way to get from Alaska to Chicago is to fly which takes 8h 24m and costs $240 - $380.
The distance between Alaska and Chicago is 2879 miles. The road distance is 3586 miles.
It takes approximately 8h 24m to get from Alaska to Chicago, including transfers.
Chicago is 3h ahead of Alaska. It is currently 1:52 AM in Alaska and 4:52 AM 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 1315+ 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
- $240–370
Flights from Juneau International Airport to Chicago O'Hare International Airport via Seattle
- Ave. Duration
- 7h 50m
- When
- Every day
- Estimated price
- $150–650
Flights from Juneau International Airport to Chicago O'Hare International Airport via Ketchikan, Seattle
- Ave. Duration
- 13h 45m
- When
- Every day
- Estimated price
- $160–650
Flights from Sitka Rocky Gutierrez Airport to Chicago O'Hare International Airport via Seattle
- Ave. Duration
- 10h 48m
- When
- Every day
- Estimated price
- $180–750
Flights from Sitka Rocky Gutierrez Airport to Chicago O'Hare International Airport via Ketchikan, Seattle
- Ave. Duration
- 15h 7m
- When
- Every day
- Estimated price
- $180–750
Flights from Fairbanks to Chicago O'Hare International Airport via Seattle
- Ave. Duration
- 9h 43m
- When
- Every day
- Estimated price
- $200–800
Flights from Fairbanks to Chicago O'Hare International Airport via Portland
- Ave. Duration
- 9h 30m
- When
- Every day
- Estimated price
- $210–800
Flights from Fairbanks to Chicago O'Hare International Airport via Anchorage International Airport
- Ave. Duration
- 9h 52m
- When
- Every day
- Estimated price
- $200–800
Flights from Juneau International Airport to General Mitchell International Airport via Seattle
- Ave. Duration
- 15h 19m
- When
- Every day
- Estimated price
- $290–1,200
Flights from Juneau International Airport to General Mitchell International Airport via Ketchikan, Seattle
- Ave. Duration
- 13h 45m
- When
- Thursday
- Estimated price
- $290–1,200
- Website
- aa.com
Flights from Anchorage International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 6h 33m
- When
- Every day
- Estimated price
- $160–700
Flights from Juneau International Airport to General Mitchell International Airport via Seattle
- Ave. Duration
- 15h 19m
- When
- Every day
- Estimated price
- $290–1,200
Flights from Juneau International Airport to General Mitchell International Airport via Ketchikan, Seattle
- Ave. Duration
- 13h 45m
- When
- Thursday
- Estimated price
- $290–1,200
- Website
- delta.com
Flights from Anchorage International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 9h 8m
- When
- Every day
- Estimated price
- $180–750
Flights from Anchorage International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 10h 40m
- When
- Every day
- Estimated price
- $160–700
Flights from Juneau International Airport to Chicago O'Hare International Airport via Seattle
- Ave. Duration
- 13h 54m
- When
- Monday, Wednesday, and Thursday
- Estimated price
- $120–500
Flights from Fairbanks to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 7h 59m
- When
- Every day
- Estimated price
- $160–650
Flights from Juneau International Airport to General Mitchell International Airport via Seattle, Minneapolis
- Ave. Duration
- 12h 39m
- When
- Every day
- Estimated price
- $230–950
- Website
- united.com
Flights from Anchorage International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 6h 16m
- When
- Every day
- Estimated price
- $160–700
Flights from Anchorage International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 10h 16m
- When
- Every day
- Estimated price
- $190–750
Flights from Fairbanks to Chicago O'Hare International Airport
- Ave. Duration
- 6h 9m
- When
- Every day
- Estimated price
- $160–650
Flights from Fairbanks to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 9h 15m
- When
- Every day
- Estimated price
- $180–750
- Website
- southwest.com
Flights from Juneau International Airport to General Mitchell International Airport via Seattle, Chicago Midway
- Ave. Duration
- 12h 1m
- When
- Monday, Tuesday, Wednesday, Thursday, Sunday, and Friday
- Estimated price
- $240–1,000
Rome2Rio's guide to Amtrak
Contact 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
- $45–75
- Website
- Amtrak
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