Trip.com
>
Flights
>
Flights to United States
>
Flights to Alaska
>
Flights to Anchorage
Hotels in Anchorage
>
Flights from Chicago to Anchorage

Find cheap airlines flights from Chicago to Anchorage

Choose from 2 carriers that fly from Chicago to Anchorage, including Alaska Airlines, Delta Air Lines, Enjoy the cheapest tickets on this route with United Airlines.
Alaska Airlines logo Alaska Airlines Delta Air Lines logo Delta Air Lines

Book direct flights from Chicago to Anchorage: One way flights from $300, round trip flights from $398. Find flight deals for the next 3 months below.

      • Cheapest nonstop
        ORD 4:05 PM
        6h 54m
        Nonstop
        ANC 7:59 PM
        Chicago - Anchorage | Wed, Nov 26 | United Airlines
        ANC 9:07 PM
        6h 2m
        Nonstop
        ORD 6:09 AM
        Anchorage - Chicago | Sun, Nov 30 | United Airlines
        $398 $535
        25% OFF
        25% OFF
        $535 $398
      • ORD 3:58 PM
        6h 47m
        Nonstop
        ANC 7:45 PM
        Chicago - Anchorage | Fri, Dec 26 | United Airlines
        ANC 9:00 PM
        6h 24m
        Nonstop
        ORD 6:24 AM
        Anchorage - Chicago | Mon, Dec 29 | United Airlines
        $454 $535
        15% OFF
        15% OFF
        $535 $454
      • MDW 7:02 PM
        8h 54m
        1 stop
        ANC 12:56 AM
        Chicago - Anchorage | Sat, Nov 22 | Delta Air Lines
        ANC 1:59 AM
        9h 54m
        1 stop
        ORD 2:53 PM
        Anchorage - Chicago | Thu, Nov 27 | Hawaiian Airlines
        $324 $535
        39% OFF
        39% OFF
        $535 $324
      • MDW 1:50 PM
        14h 7m
        1 stop
        ANC 12:57 AM
        Chicago - Anchorage | Thu, Dec 11 | Delta Air Lines
        ANC 6:05 AM
        9h 13m
        1 stop
        MDW 6:18 PM
        Anchorage - Chicago | Mon, Dec 15 | Delta Air Lines
        $340
        36% OFF
        $535 $340
      • ORD 3:35 PM
        12h 18m
        1 stop
        ANC 12:53 AM
        Chicago - Anchorage | Mon, Jan 12 | Hawaiian Airlines
        ANC 12:38 AM
        13h 32m
        1 stop
        ORD 5:10 PM
        Anchorage - Chicago | Thu, Jan 15 | Alaska Airlines
        $341
        36% OFF
        $535 $341
      • ORD 8:00 AM
        14h 11m
        1 stop
        ANC 7:11 PM
        Chicago - Anchorage | Mon, Jan 12 | Alaska Airlines
        ANC 12:38 AM
        13h 32m
        1 stop
        ORD 5:10 PM
        Anchorage - Chicago | Thu, Jan 15 | Alaska Airlines
        $342
        36% OFF
        $535 $342
      • ORD 5:51 PM
        10h
        1 stop
        ANC 12:51 AM
        Chicago - Anchorage | Wed, Dec 10 | Hawaiian Airlines
        ANC 9:05 AM
        11h 54m
        1 stop
        ORD 11:59 PM
        Anchorage - Chicago | Sun, Dec 14 | Hawaiian Airlines
        $344
        36% OFF
        $535 $344
      • ORD 8:00 AM
        10h 59m
        1 stop
        ANC 3:59 PM
        Chicago - Anchorage | Tue, Dec 9 | Hawaiian Airlines
        ANC 11:20 AM
        9h 39m
        1 stop
        ORD 11:59 PM
        Anchorage - Chicago | Tue, Dec 16 | Hawaiian Airlines
        $344
        36% OFF
        $535 $344
      • MDW 7:02 PM
        8h 55m
        1 stop
        ANC 12:57 AM
        Chicago - Anchorage | Wed, Dec 10 | Delta Air Lines
        ANC 9:05 AM
        10h 25m
        1 stop
        ORD 10:30 PM
        Anchorage - Chicago | Sun, Dec 14 | Hawaiian Airlines
        $344
        36% OFF
        $535 $344
      • MDW 1:50 PM
        14h 7m
        1 stop
        ANC 12:57 AM
        Chicago - Anchorage | Tue, Dec 9 | Delta Air Lines
        ANC 11:20 AM
        9h 39m
        1 stop
        ORD 11:59 PM
        Anchorage - Chicago | Tue, Dec 16 | Hawaiian Airlines
        $345
        36% OFF
        $535 $345
      • MDW 9:59 AM
        12h 5m
        1 stop
        ANC 7:04 PM
        Chicago - Anchorage | Sat, Dec 13 | Delta Air Lines
        ANC 9:45 PM
        10h 55m
        1 stop
        ORD 11:40 AM
        Anchorage - Chicago | Wed, Dec 17 | Delta Air Lines
        $345
        35% OFF
        $535 $345
      • ORD 6:00 AM
        11h 9m
        1 stop
        ANC 2:09 PM
        Chicago - Anchorage | Thu, Dec 11 | Hawaiian Airlines
        ANC 5:55 AM
        15h 4m
        1 stop
        ORD 11:59 PM
        Anchorage - Chicago | Mon, Dec 15 | Delta Air Lines
        $345
        35% OFF
        $535 $345
      • CHI 1:00 PM
        17h 25m
        1 stop
        ANC Invalid Date
        Chicago - Anchorage | Tue, Nov 18 | Normal Airline
        ANC 3:00 PM
        6h
        Nonstop
        CHI 4:00 PM
        Anchorage - Chicago | Thu, Nov 20 | Normal Airline
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Flight Info | Chicago to Anchorage

The distance between Chicago and Anchorage is about 4,590.77 km. It takes around 6 hours 44 minutes on average to fly from Chicago to Anchorage. The most popular month to Anchorage is July. The off-season for travel is November.

Cheapest one-way flight price$161
Cheapest round-trip ticket price$324
Off-season for travelNovember
Peak season for travelJuly
Flight distance4,590.77 km
Average flight time6 hours 44 minutes
Popular airlineAlaska Airlines

When is the cheapest time to fly from Chicago to Anchorage?

The cheapest time for Chicago to Anchorage flights: Nov 23 to Nov 30 — one way flight prices from $161.

Cheapest flights
From price
Search
  • 1623
  • 2330

  • Dec

    307
  • 714
  • 1421
  • 2128

  • Jan

    284
  • 411
  • 1118
  • 1825

  • Feb

    251
  • 18
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • Which airlines offer direct flights from Chicago to Anchorage?

    At the moment, you can catch a nonstop flight from Chicago to Anchorage with the following airlines, including: Alaska Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.
  • It takes around 6 hours 44 minutes to fly from Chicago (CHI) to Anchorage (ANC).
  • By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Chicago to Anchorage is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.
  • Based on Trip.com data in the past 4 weeks, there is 6 flight per week flying from Chicago to Anchorage. You can check the weekly schedule for popular airlines on this route below: Alaska Airlines: S/M/-/-/T/F/S -- AS139 (09:16)
  • The cheapest months to fly from Chicago to Anchorage is November, when demand for travel is lower.
  • After crunching the numbers on our November flight calendar, it's currently cheapest to fly from Chicago to Anchorage on November 20, 2025 with Hawaiian Airlines, with prices starting at $317.
  • You can land at any one of the following hubs in Anchorage, with O'Hare International Airport to Ted Stevens Anchorage International Airport (ORD-ANC) is by far the most common option on this route: Ted Stevens Anchorage International Airport (ANC) Anchorage Merrill Field (MRI).
  • The time difference between Anchorage and Chicago is 3h.
  • Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.

Explore More Popular Flights