Cheap Flights from Anchorage, AK to Chicago, IL from $202

Return flight: Chicago – Anchorage
Cheap Flights Flights Schedule

On Cheapflightsplus.com you will find 7 direct and 268 connecting flights from Anchorage to Chicago. You can compare airfare deals from 4 airlines and multiple travel sites from $202, 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.

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 00:29 to 23:59 from 4 Anchorage airports and arrive 00:29 to 23:59 to 7 Chicago airports. Average flight time is 6h 14m.

  • The fastest flight 6h 9m
  • Average flight time 6h 14m
  • The earliest flight 00:29
  • The latest flight 23:59
  • Distance 2853 ml

Best Flights from Anchorage to Chicago Today

Take a look at the list of non stop flights and flights with layovers from Anchorage to Chicago with the lowest price of $202. The fastest direct flight takes 6h 9m and the fastest connecting – 8h 3m.
Price Departure Arrival Flight Duration Airline Flight
from $202
Find flight
23:25
Anchorage
Ted Stevens Anchorage
 08:40+1 день
Chicago
O'Hare International
 6h 15m Hawaiian Airlines
HA4726
from $206
Find flight
23:25
Anchorage
Ted Stevens Anchorage
 08:40+1 день
Chicago
O'Hare International
 6h 15m Alaska Airlines
AS138
from $240
Find flight
23:26
Anchorage
Ted Stevens Anchorage
 08:40+1 день
Chicago
O'Hare International
 6h 14m Hawaiian Airlines
HA4725
from $215
Find flight
11:00
Anchorage
Ted Stevens Anchorage
 23:59
Chicago
O'Hare International
 9h 59m
layover
2h 26m - Seattle
 Alaska Airlines
AS130
AS538
from $226
Find flight
20:55
Anchorage
Ted Stevens Anchorage
 12:28+1 день
Chicago
O'Hare International
 12h 33m
layover
5h 28m - Minneapolis
 Sun Country Airlines
SY474
SY1629
from $218
Find flight
05:05
Anchorage
Ted Stevens Anchorage
 23:59
Chicago
O'Hare International
 15h 54m
layover
3h 45m - Portland
3h 26m - Seattle
 Alaska Airlines
AS593
AS165
AS538
from $246
Find flight
02:50
Anchorage
Ted Stevens Anchorage
 18:18
Chicago
O'Hare International
 12h 28m
layover
1h 0m - Seattle
1h 26m - San Francisco
 Hawaiian Airlines
HA698
HA6903
HA7000
Show all tickets
*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on October 19, 2025

The cheapest months to travel to Chicago are august (from 202 $), october (from 218 $), july (from 226 $).

The most expensive months are december (from 294 $), september (from 244 $), july (from 226 $).

What is the lowest airfare Anchorage to Chicago?

The cheapest plane ticket found by our users is $202. This airfare is for economy class on one-way HA4726 flight by Hawaiian Airlines for August 28, 2025 which leaves Ted Stevens Anchorage in Anchorage at 23:25 am and arrives at Chicago O'Hare International at 08:40.

Economy class
$202
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Business class
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First class
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Flight Schedule Anchorage (Alaska) to Chicago (Illinois)

01:29 — 18:18
13h 49m flight time
Find flight
from$221
01:29 — 06:00 Anchorage — Seattle
AS54 Alaska Airlines
2h 5m stop
08:05 — 10:24 Seattle — San Francisco
AS1166 Alaska Airlines
1h 31m stop
11:55 — 18:18 San Francisco — Chicago
AS598 Alaska Airlines
02:50 — 18:18
12h 28m flight time
Find flight
from$221
02:50 — 07:10 Anchorage — Seattle
AS8088 Alaska Airlines
1h stop
08:05 — 10:24 Seattle — San Francisco
AS1166 Alaska Airlines
1h 26m stop
11:55 — 18:18 San Francisco — Chicago
AS598 Alaska Airlines
05:05 — 23:59
15h 54m flight time
Find flight
from$218
05:05 — 09:40 Anchorage — Portland
AS593 Alaska Airlines
3h 45m stop
13:25 — 14:24 Portland — Seattle
AS165 Alaska Airlines
3h 26m stop
17:50 — 23:59 Seattle — Chicago
AS538 Alaska Airlines
11:00 — 23:59
9h 59m flight time
Find flight
from$215
11:00 — 15:28 Anchorage — Seattle
AS130 Alaska Airlines
2h 26m stop
17:54 — 23:59 Seattle — Chicago
AS538 Alaska Airlines
13:25 — 11:32+1day
19h 7m flight time
Find flight
from$235
13:30 — 21:56 Anchorage — Minneapolis
SY472 Sun Country Airlines
11h 58m stop
10:50 — 12:28 Minneapolis — Chicago
SY1629 Sun Country Airlines
20:49 — 05:58+1day
6h 9m flight time
Find flight
from$249
Anchorage — Chicago
UA1127 United Airlines
20:55 — 12:28+1day
12h 33m flight time
Find flight
from$226
20:55 — 05:22 Anchorage — Minneapolis
SY474 Sun Country Airlines
5h 28m stop
10:50 — 12:28 Minneapolis — Chicago
SY1629 Sun Country Airlines
20:55 — 15:45+1day
15h 50m flight time
Find flight
from$226
20:55 — 05:22 Anchorage — Minneapolis
SY474 Sun Country Airlines
8h 44m stop
15:36 — 17:15 Minneapolis — Chicago
SY259 Sun Country Airlines
20:55 — 17:15+1day
17h 20m flight time
Find flight
from$235
20:55 — 05:22 Anchorage — Minneapolis
SY474 Sun Country Airlines
10h 14m stop
15:36 — 17:15 Minneapolis — Chicago
SY261 Sun Country Airlines
20:57 — 06:09+1day
6h 12m flight time
Find flight
from$244
Anchorage — Chicago
UA2740 United Airlines
23:25 — 08:40+1day
6h 15m flight time
Find flight
from$202
Anchorage — Chicago
HA4726 Hawaiian Airlines
23:25 — 08:40+1day
6h 15m flight time
Find flight
from$206
Anchorage — Chicago
AS138 Alaska Airlines
23:26 — 08:40+1day
6h 14m flight time
Find flight
from$240
Anchorage — Chicago
HA4725 Hawaiian Airlines
23:26 — 08:40+1day
6h 14m flight time
Find flight
from$243
Anchorage — Chicago
AS109 Alaska Airlines
23:59 — 09:08+1day
6h 9m flight time
Find flight
from$248
Anchorage — Chicago
UA2632 United Airlines
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 and arrival times - local. Updated on October 19, 2025.

Popular Airlines on the Route

The flight Anchorage — Chicago is served by 4 regular airlines and 1 low-cost airline. Most of the flights on this route are operated by Alaska Airlines - 120 departures per week at the price of from $ 206 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 7151.

Direct flights

There are 7 nonstop flights on the route. The fastest direct flight is UA2632 by United Airlines takes 6h 9m and the cheapest is HA4726 by Hawaiian Airlines for $202.

  • AS - Alaska Airlines
    from $206
    Find
  • HA - Hawaiian Airlines
    from $202
    Find
  • UA - United Airlines
    from $244
    Find
See more direct flights

Connecting Flights

There are 268 flights with layovers on the route. The fastest connecting flight is AS59 by Alaska Airlines takes 8h 3m and the cheapest is HA4726 by Hawaiian Airlines for $215.

  • AS - Alaska Airlines
    from $215
    Find
  • SY - Sun Country Airlines
    from $226
    Find
  • HA - Hawaiian Airlines
    from $236
    Find
  • UA - United Airlines
    from $250
    Find
See more connecting flights

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
    Find
  • Merrill Field-MRI
    Find
  • Ted Stevens Anchorage-ANC
    from $202
    Find
  • Elmendorf AFB-EDF
    Find

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
    Find
  • Merrill C Meigs (closed)-CGX
    Find
  • Pal-Waukee-PWK
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  • Chicago NAS-NOH
    Find

Airplanes

There are flights to Chicago from Anchorage by 4 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

Top Domestic Destinations from Anchorage

You may also consider searching for discounted plane tickets to some other popular places from Anchorage within United States.

Top International Destinations from Anchorage

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

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.
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  • 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.

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