There are 5 ways to get from Anchorage 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 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 to Chicago Midway International Airport
cheapest- Fly from Anchorage International Airport (ANC) to Chicago Midway International Airport (MDW)plane ANC - MDW
10h 25m$234–957Drive 3,565.1 mi
- Drive from Anchorage to Chicagocar 3,565.1 mi
2d 17h$651–940Fly to General Mitchell International Airport, train
- Fly from Anchorage International Airport (ANC) to General Mitchell International Airport (MKE)plane ANC - MKE
- Take the train from Milwaukee to Chicago Union Stationtrain
13h 18m$359–1,391Fly to South Bend, train
- Fly from Anchorage International Airport (ANC) to South Bend (SBN)plane ANC - SBN
- Take the train from South Bend Airport to Van Buren St.train
13h 8m$246–919
Anchorage International Airport (ANC) to Chicago O'Hare International Airport (ORD) flights
Comparing Your Travel Options
The cheapest way to get from Anchorage to Chicago is to fly which costs $240 - $380 and takes 8h 24m.
The fastest way to get from Anchorage to Chicago is to fly which takes 8h 24m and costs $240 - $380.
The distance between Anchorage and Chicago is 2879 miles. The road distance is 3585.9 miles.
It takes approximately 8h 24m to get from Anchorage to Chicago, including transfers.
Chicago is 3h ahead of Anchorage. It is currently 7:38 PM in Anchorage and 10:38 PM in Chicago.
Yes, the driving distance between Anchorage to Chicago is 3586 miles. It takes approximately 2 days 17h to drive from Anchorage to Chicago.
There are 1298+ hotels available in Chicago.
What companies run services between Anchorage, AK, 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
- delta.com
Flights from Anchorage International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 10h 31m
- When
- Every day
- Estimated price
- $170–700
Flights from Anchorage International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 11h 29m
- When
- Every day
- Estimated price
- $190–750
Flights from Anchorage International Airport to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 10h 38m
- When
- Every day
- Estimated price
- $230–950
Flights from Anchorage International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 11h 17m
- When
- Every day
- Estimated price
- $250–1,000
Flights from Anchorage International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 12h 18m
- When
- Saturday
- Estimated price
- $310–1,200
Flights from Anchorage International Airport to General Mitchell International Airport via Minneapolis
- Ave. Duration
- 9h
- When
- Every day
- Estimated price
- $310–1,300
Flights from Anchorage International Airport to General Mitchell International Airport via Detroit
- Ave. Duration
- 11h 14m
- When
- Every day
- Estimated price
- $350–1,400
Flights from Anchorage International Airport to General Mitchell International Airport via Atlanta
- Ave. Duration
- 11h 26m
- When
- Saturday
- Estimated price
- $430–1,700
Flights from Anchorage International Airport to South Bend via Detroit
- Ave. Duration
- 10h 51m
- When
- Thursday
- Estimated price
- $240–950
Flights from Anchorage International Airport to South Bend via Atlanta
- Ave. Duration
- 12h 16m
- When
- Saturday
- Estimated price
- $300–1,200
- Website
- united.com
Flights from Anchorage International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 6h 16m
- When
- Every day
- Estimated price
- $170–700
Flights from Anchorage International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 10h 15m
- When
- Every day
- Estimated price
- $190–750
Flights from Anchorage International Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 8h 52m
- When
- Every day
- Estimated price
- $320–1,300
Flights from Anchorage International Airport to General Mitchell International Airport via Denver
- Ave. Duration
- 10h 35m
- When
- Every day
- Estimated price
- $360–1,400
Flights from Anchorage International Airport to South Bend via Chicago O'Hare International Airport
- Ave. Duration
- 9h 8m
- When
- Every day
- Estimated price
- $230–1,100
Flights from Anchorage International Airport to South Bend via Newark
- Ave. Duration
- 14h 50m
- When
- Thursday
- Estimated price
- $300–1,200
- Website
- southwest.com
Flights from Anchorage International Airport to Chicago Midway International Airport via Seattle
- Ave. Duration
- 9h
- When
- Tuesday, Wednesday, Monday, Thursday, Friday, and Sunday
- Estimated price
- $250–1,000
Flights from Anchorage International Airport to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 8h 53m
- When
- Friday
- Estimated price
- $290–1,100
Flights from Anchorage International Airport to Chicago Midway International Airport via Salt Lake City
- Ave. Duration
- 8h 55m
- When
- Saturday
- Estimated price
- $260–1,100
Flights from Anchorage International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 9h 5m
- When
- Monday, Tuesday, Wednesday, Thursday, Saturday, and Sunday
- Estimated price
- $260–1,100
- Website
- aa.com
Flights from Anchorage International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 6h 33m
- When
- Every day
- Estimated price
- $170–700
Flights from Anchorage International Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 10h 13m
- When
- Friday
- Estimated price
- $320–1,300
Flights from Anchorage International Airport to General Mitchell International Airport via Dallas/Ft.Worth
- Ave. Duration
- 12h 9m
- When
- Every day
- Estimated price
- $420–1,600
Flights from Anchorage International Airport to South Bend via Dallas/Ft.Worth
- Ave. Duration
- 11h 37m
- When
- Every day
- Estimated price
- $290–1,100
Flights from Anchorage International Airport to South Bend via Chicago O'Hare International Airport
- Ave. Duration
- 12h 7m
- When
- Every day
- Estimated price
- $230–900
- 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 Anchorage International Airport to General Mitchell International Airport via Seattle
- Ave. Duration
- 9h 41m
- When
- Every day
- Estimated price
- $420–1,500
Flights from Anchorage International Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 11h 59m
- When
- Every day
- Estimated price
- $410–1,500
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
- $45–75
- Website
- Amtrak
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Hourly
- Estimated price
- $14–17
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $14–17
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Every 4 hours
- Estimated price
- $4–16
- Schedules at
- Northern Indiana Commuter Transportation District
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




