Cheap Flights from Chicago, IL to Anchorage, AK from $198

Return flight: Anchorage – Chicago
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On Cheapflightsplus.com you will find 10 direct and 376 connecting flights from Chicago to Anchorage. You can compare airfare deals from 6 airlines and multiple travel sites from $198, book and save on cheap plane tickets and last minute offers. Also check out CHI-ANC flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Chicago to Anchorage 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: $198 (one-way), $340 (round-trip).
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Best Flights from Chicago to Anchorage Today

Take a look at the list of non stop flights and flights with layovers from Chicago to Anchorage with the lowest price of $198. The fastest direct flight takes 6h 30m and the fastest connecting – 8h 31m.
Price Departure Arrival Flight Duration Airline Flight
from $198
Find flight
00:59
Chicago
O'Hare International
 04:37
Anchorage
Ted Stevens Anchorage
 6h 38m Hawaiian Airlines
HA6291
from $201
Find flight
08:40
Chicago
O'Hare International
 12:21
Anchorage
Ted Stevens Anchorage
 6h 41m Alaska Airlines
AS139
from $234
Find flight
16:07
Chicago
O'Hare International
 19:48
Anchorage
Ted Stevens Anchorage
 6h 41m United Airlines
UA450
from $201
Find flight
08:00
Chicago
O'Hare International
 14:14
Anchorage
Ted Stevens Anchorage
 9h 14m
layover
0h 45m - Seattle
 Hawaiian Airlines
HA6299
HA6582
from $210
Find flight
08:00
Chicago
O'Hare International
 14:14
Anchorage
Ted Stevens Anchorage
 9h 14m
layover
0h 45m - Seattle
 Alaska Airlines
AS587
AS93
from $215
Find flight
08:20
Chicago
O'Hare International
 18:46
Anchorage
Ted Stevens Anchorage
 13h 26m
layover
0h 40m - San Diego
0h 56m - Seattle
 Alaska Airlines
AS1205
AS1099
AS99
from $255
Find flight
14:03
Chicago
O'Hare International
 22:38
Anchorage
Ted Stevens Anchorage
 11h 35m
layover
1h 0m - Portland
1h 25m - Seattle
 Alaska Airlines
AS325
AS2241
AS136
Show all tickets
*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on September 15, 2025
Full flight schedule will help you in detecting at what time planes fly from Chicago to Anchorage. 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
00:59 — 04:37
00:59 — 04:37 HA6291 Hawaiian Airlines
Chicago — Anchorage
6h 38m
Find flight
from$198
00:59 — 04:37
00:59 — 04:37 AS111 Alaska Airlines
Chicago — Anchorage
6h 38m
Find flight
from$203
06:00 — 12:18
06:00 — 08:27 HA6300 Hawaiian Airlines
Chicago — Seattle
1h 3m stop
09:30 — 12:18 HA6511 Hawaiian Airlines
Seattle — Anchorage
9h 18m
including layover
Find flight
from$201
06:20 — 14:22
06:20 — 08:50 HA6301 Hawaiian Airlines
Chicago — Seattle
2h 45m stop
11:35 — 14:22 HA6514 Hawaiian Airlines
Seattle — Anchorage
11h 2m
including layover
Find flight
from$202
07:00 — 13:22
07:00 — 09:23 HA6294 Hawaiian Airlines
Chicago — Portland
1h 5m stop
10:49 — 13:35 HA6318 Hawaiian Airlines
Portland — Anchorage
9h 22m
including layover
Find flight
from$202
08:00 — 14:14
08:00 — 10:40 HA6299 Hawaiian Airlines
Chicago — Seattle
45m stop
11:25 — 14:14 HA6582 Hawaiian Airlines
Seattle — Anchorage
9h 14m
including layover
Find flight
from$201
08:00 — 14:22
08:00 — 10:27 HA6299 Hawaiian Airlines
Chicago — Seattle
1h 1m stop
12:55 — 15:35 HA6514 Hawaiian Airlines
Seattle — Anchorage
9h 22m
including layover
Find flight
from$202
08:40 — 12:21
08:40 — 12:21 AS139 Alaska Airlines
Chicago — Anchorage
6h 41m
Find flight
from$201
09:25 — 13:14
09:25 — 13:14 UA1215 United Airlines
Chicago — Anchorage
6h 49m
Find flight
from$237
09:30 — 13:00
09:30 — 13:00 HA6292 Hawaiian Airlines
Chicago — Anchorage
6h 30m
Find flight
from$302
09:30 — 13:00
09:30 — 13:00 AS134 Alaska Airlines
Chicago — Anchorage
6h 30m
Find flight
from$305
09:30 — 13:00
09:30 — 13:00 HA6153 Hawaiian Airlines
Chicago — Anchorage
6h 30m
Find flight
from$325
15:50 — 19:35
15:50 — 19:35 UA445 United Airlines
Chicago — Anchorage
6h 45m
Find flight
from$274
15:50 — 19:35
15:50 — 19:35 UA1552 United Airlines
Chicago — Anchorage
6h 45m
Find flight
from$316
16:07 — 19:48
16:07 — 19:48 UA450 United Airlines
Chicago — Anchorage
6h 41m
Find flight
from$234
*Departure and arrival times - local. Updated on September 15, 2025

Flight Information

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

Distance between Chicago and Anchorage is 4591 miles. Time difference between the cities is 3h. Airplanes depart 00:59 to 22:15 from 7 Chicago airports and arrive 00:59 to 22:15 to 4 Anchorage airports. Average flight time is 6h 40m.

  • The fastest flight 6h 30m
  • Average flight time 6h 40m
  • The earliest flight 00:59
  • The latest flight 22:15
  • Distance 2853 ml

The cheapest months to travel to Anchorage are august (from 198 $), october (from 201 $), september (from 201 $).

The most expensive months are november (from 1 537 $), december (from 364 $), may (from 260 $).

What is the lowest airfare Chicago to Anchorage?

The cheapest plane ticket found by our users is $198. This airfare is for economy class on one-way HA6291 flight by Hawaiian Airlines for July 4, 2025 which leaves O'Hare International in Chicago at 00:59 am and arrives at Anchorage Ted Stevens Anchorage at 04:37.

Economy class
$198
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Business class
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First class
?
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Popular Airlines on the Route

The flight Chicago — Anchorage is served by 6 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 144 departures per week at the price of from $ 201 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 6555.

Direct flights

There are 10 nonstop flights on the route. The fastest direct flight is HA6292 by Hawaiian Airlines takes 6h 30m and the cheapest is HA6291 by Hawaiian Airlines for $198.

  • AS - Alaska Airlines
    from $201
    Find
  • HA - Hawaiian Airlines
    from $198
    Find
  • UA - United Airlines
    from $234
    Find
See more direct flights

Connecting Flights

There are 376 flights with layovers on the route. The fastest connecting flight is SY1630 by Sun Country Airlines takes 8h 31m and the cheapest is HA6291 by Hawaiian Airlines for $201.

  • AS - Alaska Airlines
    from $210
    Find
  • SY - Sun Country Airlines
    from $221
    Find
  • HA - Hawaiian Airlines
    from $201
    Find
  • UA - United Airlines
    from $232
    Find
  • NK - Spirit Airlines
    from $291
    Find
  • G4 - Allegiant Air
    from $897
    Find
See more connecting flights

Airports

You can fly from Chicago to Anchorage from 7 airports (O'Hare International, Midway, Dupage County, Chicago FSS, Merrill C Meigs (closed), Pal-Waukee, Chicago NAS).

Chicago airports

  • O'Hare International-ORD
    from $198
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  • Midway-MDW
    from $897
    Find
  • Dupage County-DPA
    Find
  • Chicago FSS-CHI
    Find
  • Merrill C Meigs (closed)-CGX
    Find
  • Pal-Waukee-PWK
    Find
  • Chicago NAS-NOH
    Find

Anchorage airports

  • Bryant AAF-FRN
    Find
  • Merrill Field-MRI
    Find
  • Ted Stevens Anchorage-ANC
    Find
  • Elmendorf AFB-EDF
    Find

Airplanes

There are flights to Anchorage from Chicago by 6 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

Top Domestic Destinations from Chicago

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

Top International Destinations from Chicago

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.
  • 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.

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