Cheap Flights from Anchorage, AK to Chicago, IL from $56

Return flight: Chicago – Anchorage

On Cheapflightsplus.com you will find 3 direct and 181 connecting flights from Anchorage to Chicago. You can compare airfare deals from 5 airlines and multiple travel sites from $130, book and save on cheap plane tickets and last minute offers. Also check out ANC-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Anchorage to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $56 (one-way), $96 (round-trip).
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Full flight schedule will help you in detecting at what time planes fly from Anchorage to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
Departure Arrival Flight Details Flight Duration Price
21:55 — 07:03
+1 day
21:55 — 07:03 AA399 American Airlines
Anchorage — Chicago
6h 8m
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from$156
22:10 — 07:03
+1 day
22:10 — 07:03 AS196 Alaska Airlines
Anchorage — Chicago
5h 53m
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from$150
23:10 — 08:25
+1 day
23:10 — 08:25 AS138 Alaska Airlines
Anchorage — Chicago
6h 15m
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from$130
02:45 — 23:45
02:45 — 07:10 AS186 Alaska Airlines
Anchorage — Seattle
10h 40m stop
17:50 — 23:45 AS26 Alaska Airlines
Seattle — Chicago
18h
including layover
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from$160
05:00 — 23:45
05:00 — 09:25 AS170 Alaska Airlines
Anchorage — Seattle
8h 25m stop
17:50 — 23:45 AS26 Alaska Airlines
Seattle — Chicago
15h 45m
including layover
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from$160
06:00 — 18:30
06:00 — 10:27 AS118 Alaska Airlines
Anchorage — Seattle
1h 53m stop
12:20 — 18:30 AS22 Alaska Airlines
Seattle — Chicago
9h 30m
including layover
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from$131
08:30 — 23:45
08:30 — 12:55 AS86 Alaska Airlines
Anchorage — Seattle
4h 55m stop
17:50 — 23:45 AS26 Alaska Airlines
Seattle — Chicago
12h 15m
including layover
Find flight
from$160
10:00 — 23:45
10:00 — 14:25 AS80 Alaska Airlines
Anchorage — Seattle
3h 25m stop
17:50 — 23:45 AS26 Alaska Airlines
Seattle — Chicago
10h 45m
including layover
Find flight
from$131
11:40 — 07:30
+1 day
11:40 — 19:49 SY472 Sun Country Airlines
Anchorage — Minneapolis
10h 11m stop
06:00 — 07:30 WN1651 Southwest Airlines
Minneapolis — Chicago
16h 50m
including layover
Find flight
from$225
12:00 — 23:45
12:00 — 16:25 AS94 Alaska Airlines
Anchorage — Seattle
1h 25m stop
17:50 — 23:45 AS26 Alaska Airlines
Seattle — Chicago
8h 45m
including layover
Find flight
from$168
13:30 — 16:15
+1 day
13:30 — 17:58 AS98 Alaska Airlines
Anchorage — Seattle
15h 57m stop
09:55 — 16:15 AS34 Alaska Airlines
Seattle — Chicago
23h 45m
including layover
Find flight
from$138
14:00 — 05:05
+1 day
14:00 — 18:25 AS98 Alaska Airlines
Anchorage — Seattle
4h 50m stop
23:15 — 05:05 AS22 Alaska Airlines
Seattle — Chicago
12h 5m
including layover
Find flight
from$221
15:00 — 05:05
+1 day
15:00 — 19:25 AS900 Alaska Airlines
Anchorage — Seattle
3h 50m stop
23:15 — 05:05 AS22 Alaska Airlines
Seattle — Chicago
11h 5m
including layover
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from$160
16:45 — 23:57
+1 day
16:45 — 21:19 AS140 Alaska Airlines
Anchorage — Portland
20h 41m stop
18:00 — 23:57 AS686 Alaska Airlines
Portland — Chicago
28h 12m
including layover
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from$138
19:00 — 13:10
+1 day
19:00 — 23:25 AS104 Alaska Airlines
Anchorage — Seattle
7h 55m stop
07:20 — 13:10 AS35 Alaska Airlines
Seattle — Chicago
15h 10m
including layover
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from$160
23:40 — 15:15
+1 day
23:40 — 06:00 AS150 Alaska Airlines
Anchorage — Los Angeles
2h 55m stop
08:55 — 15:15 AS1232 Alaska Airlines
Los Angeles — Chicago
12h 35m
including layover
Find flight
from$131
00:15 — 14:38
00:15 — 04:40 AS114 Alaska Airlines
Anchorage — Seattle
2h 5m stop
06:45 — 07:35 AS3334 Alaska Airlines
Seattle — Portland
1h 15m stop
08:50 — 14:38 AS696 Alaska Airlines
Portland — Chicago
11h 23m
including layover
Find flight
from$159
01:15 — 14:38
01:15 — 05:40 AS82 Alaska Airlines
Anchorage — Seattle
1h 5m stop
06:45 — 07:35 AS3334 Alaska Airlines
Seattle — Portland
1h 15m stop
08:50 — 14:38 AS696 Alaska Airlines
Portland — Chicago
10h 23m
including layover
Find flight
from$159
*Departure and arrival times - local. Updated on January 30, 2023

Flight Information

Below we will explain in detail what the flights cost on the destination from Anchorage to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Anchorage and Chicago is 4591 miles. Time difference between the cities is 3h. Airplanes depart 00:15 to 23:55 from 4 Anchorage airports and arrive 00:15 to 23:55 to 7 Chicago airports. Average flight time is 6h 8m.

  • The fastest flight 5h 53m
  • Average flight time 6h 8m
  • The earliest flight 00:15
  • The latest flight 23:55
  • Distance 2853 ml

What is the lowest airfare Anchorage to Chicago?

The cheapest plane ticket found by our users is $130. This airfare is for economy class on one-way AS138 flight by Alaska Airlines for August 29, 2020 which leaves Ted Stevens Anchorage in Anchorage at 23:10 am and arrives at Chicago O'Hare International at 08:25.

Economy class
$130
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Business class
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First class
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Popular Airlines on the Route

The flight Anchorage — Chicago is served by 5 regular airlines and 1 low-cost airline. Most of the flights on this route are operated by American Airlines - 13 departures per week at the price of from $ 156 . And the most expensive tickets are offered by American Airlines airline - from $ 1642.

Direct flights

There are 3 nonstop flights on the route. The fastest direct flight is AS196 by Alaska Airlines takes 5h 53m and the cheapest is AS138 by Alaska Airlines for $130.

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Connecting Flights

There are 181 flights with layovers on the route. The fastest connecting flight is DL799 by Delta Air Lines Inc. takes 7h 35m and the cheapest is AS138 by Alaska Airlines for $131.

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Airports

You can fly from Anchorage to Chicago from 4 airports (Bryant AAF, Merrill Field, Ted Stevens Anchorage, Elmendorf AFB).

Anchorage airports

  • Bryant AAF-FRN
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  • Merrill Field-MRI
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  • Ted Stevens Anchorage-ANC
    from $130
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  • Elmendorf AFB-EDF
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Chicago airports

  • O'Hare International-ORD
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  • Midway-MDW
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
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  • Pal-Waukee-PWK
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  • Chicago NAS-NOH
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How to book a plane ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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