Cheap Flights from Chicago, IL to Anchorage, AK from $157

One way Round trip

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On Cheapflightsplus.com you will find 7 direct and 257 connecting flights from Chicago to Anchorage. You can compare airfare deals from 5 airlines and multiple travel sites from $157, 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: $157 (one-way), $269 (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 $157. The fastest direct flight takes 6h 38m and the fastest connecting – 8h 31m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $157 Find flight	00:59 Chicago O'Hare International	04:37 Anchorage Ted Stevens Anchorage	6h 38m	Hawaiian Airlines	HA6291
from $159 Find flight	08:40 Chicago O'Hare International	12:21 Anchorage Ted Stevens Anchorage	6h 41m	Alaska Airlines	AS139
from $161 Find flight	00:59 Chicago O'Hare International	04:37 Anchorage Ted Stevens Anchorage	6h 38m	Alaska Airlines	AS111
from $186 Find flight	16:07 Chicago O'Hare International	19:48 Anchorage Ted Stevens Anchorage	6h 41m	United Airlines	UA450
from $217 Find flight	15:50 Chicago O'Hare International	19:35 Anchorage Ted Stevens Anchorage	6h 45m	United Airlines	UA445
from $251 Find flight	15:50 Chicago O'Hare International	19:35 Anchorage Ted Stevens Anchorage	6h 45m	United Airlines	UA1552
from $159 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 $159 Find flight	06:00 Chicago O'Hare International	12:18 Anchorage Ted Stevens Anchorage	9h 18m layover 1h 3m - Seattle	Hawaiian Airlines	HA6300 HA6511
from $159 Find flight	07:00 Chicago O'Hare International	13:22 Anchorage Ted Stevens Anchorage	9h 22m layover 1h 5m - Portland	Hawaiian Airlines	HA6294 HA6318
from $159 Find flight	12:05 Chicago O'Hare International	18:47 Anchorage Ted Stevens Anchorage	9h 42m layover 1h 20m - Seattle	Hawaiian Airlines	HA6300 HA6583
from $159 Find flight	15:20 Chicago O'Hare International	22:47 Anchorage Ted Stevens Anchorage	10h 27m layover 2h 7m - Seattle	Hawaiian Airlines	HA6297 HA6482
from $159 Find flight	06:20 Chicago O'Hare International	14:22 Anchorage Ted Stevens Anchorage	11h 2m layover 2h 45m - Seattle	Hawaiian Airlines	HA6301 HA6514
from $166 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 $175 Find flight	06:45 Chicago O'Hare International	12:16 Anchorage Ted Stevens Anchorage	8h 31m layover 1h 5m - Minneapolis	Sun Country Airlines	SY1630 SY471
from $171 Find flight	14:07 Chicago O'Hare International	22:47 Anchorage Ted Stevens Anchorage	11h 40m layover 1h 11m - Portland 1h 14m - Seattle	Alaska Airlines	AS325 AS2241 AS145
from $203 Find flight	07:00 Chicago O'Hare International	19:54 Anchorage Ted Stevens Anchorage	15h 54m layover 4h 0m - Portland 2h 50m - Seattle	Alaska Airlines	AS413 AS1016 AS225

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on June 07, 2025

Flight Schedule Chicago (Illinois) to Anchorage (Alaska)

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	Flight Details	Flight Duration	Price
00:59 — 04:37	00:59 — 04:37 HA6291 Hawaiian Airlines Chicago — Anchorage	6h 38m	Find flight from$157
00:59 — 04:37	00:59 — 04:37 AS111 Alaska Airlines Chicago — Anchorage	6h 38m	Find flight from$161
08:40 — 12:21	08:40 — 12:21 AS139 Alaska Airlines Chicago — Anchorage	6h 41m	Find flight from$159
09:25 — 13:14	09:25 — 13:14 UA1215 United Airlines Chicago — Anchorage	6h 49m	Find flight from$188
15:50 — 19:35	15:50 — 19:35 UA445 United Airlines Chicago — Anchorage	6h 45m	Find flight from$217
15:50 — 19:35	15:50 — 19:35 UA1552 United Airlines Chicago — Anchorage	6h 45m	Find flight from$251
16:07 — 19:48	16:07 — 19:48 UA450 United Airlines Chicago — Anchorage	6h 41m	Find flight from$186
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$159
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$159
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$159
07:00 — 13:22	07:00 — 09:25 AS413 Alaska Airlines Chicago — Portland 1h 5m stop 10:42 — 13:26 AS775 Alaska Airlines Portland — Anchorage	9h 22m including layover	Find flight from$167
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$159
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$159
10:35 — 19:13	10:35 — 13:52 UA1126 United Airlines Chicago — Newark 1h 28m stop 15:20 — 19:13 UA450 United Airlines Newark — Anchorage	11h 38m including layover	Find flight from$191
12:05 — 18:47	12:05 — 14:39 HA6300 Hawaiian Airlines Chicago — Seattle 1h 20m stop 15:59 — 18:47 HA6583 Hawaiian Airlines Seattle — Anchorage	9h 42m including layover	Find flight from$159
12:05 — 18:47	12:05 — 14:39 AS891 Alaska Airlines Chicago — Seattle 1h 20m stop 15:59 — 18:47 AS99 Alaska Airlines Seattle — Anchorage	9h 42m including layover	Find flight from$167
13:03 — 20:37	13:03 — 15:42 HA6300 Hawaiian Airlines Chicago — Seattle 2h 13m stop 17:55 — 20:37 HA6578 Hawaiian Airlines Seattle — Anchorage	10h 34m including layover	Find flight from$186
13:58 — 22:41	13:58 — 15:39 UA503 United Airlines Chicago — Denver 3h 21m stop 19:00 — 22:41 UA400 United Airlines Denver — Anchorage	11h 43m including layover	Find flight from$191
14:16 — 22:34	14:16 — 16:02 UA767 United Airlines Chicago — Denver 3h 1m stop 19:03 — 22:34 UA280 United Airlines Denver — Anchorage	11h 18m including layover	Find flight from$189
15:09 — 23:04	15:09 — 17:49 HA6297 Hawaiian Airlines Chicago — Seattle 2h 36m stop 20:25 — 23:04 HA6618 Hawaiian Airlines Seattle — Anchorage	10h 55m including layover	Find flight from$162
15:20 — 22:47	15:20 — 17:52 HA6297 Hawaiian Airlines Chicago — Seattle 2h 7m stop 19:59 — 22:47 HA6482 Hawaiian Airlines Seattle — Anchorage	10h 27m including layover	Find flight from$159
16:10 — 22:34	16:10 — 17:56 UA1801 United Airlines Chicago — Denver 1h 7m stop 19:03 — 22:34 UA280 United Airlines Denver — Anchorage	9h 24m including layover	Find flight from$189
17:55 — 00:50 +1 day	17:55 — 20:35 HA6296 Hawaiian Airlines Chicago — Seattle 1h 30m stop 22:05 — 00:50 HA697 Hawaiian Airlines Seattle — Anchorage	9h 55m including layover	Find flight from$162
17:55 — 02:39 +1 day	17:54 — 20:34 HA6296 Hawaiian Airlines Chicago — Seattle 3h 24m stop 23:59 — 02:39 HA6590 Hawaiian Airlines Seattle — Anchorage	11h 44m including layover	Find flight from$162
20:10 — 12:16 +1 day	18:12 — 19:56 SY262 Sun Country Airlines Chicago — Minneapolis 11h 40m stop 09:30 — 12:18 SY471 Sun Country Airlines Minneapolis — Anchorage	19h 6m including layover	Find flight from$175
14:07 — 22:47	14:07 — 16:36 AS325 Alaska Airlines Chicago — Portland 1h 11m stop 17:47 — 18:45 AS2241 Alaska Airlines Portland — Seattle 1h 14m stop 19:59 — 22:47 AS145 Alaska Airlines Seattle — Anchorage	11h 40m including layover	Find flight from$171

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times - local. Updated on June 7, 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 41m.

The fastest flight 6h 38m
Average flight time 6h 41m
The earliest flight 00:59
The latest flight 22:15
Distance 2853 ml

The cheapest months to travel to Anchorage are august (from 210 $), september (from 212 $), october (from 213 $).

The most expensive months are may (from 275 $), june (from 234 $), july (from 234 $).

What is the lowest airfare Chicago to Anchorage?

The cheapest plane ticket found by our users is $157. This airfare is for economy class on one-way HA6291 flight by Hawaiian Airlines for August 16, 2025 which leaves O'Hare International in Chicago at 00:59 am and arrives at Anchorage Ted Stevens Anchorage at 04:37.

Economy class

$157

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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 5 regular airlines and 2 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 96 departures per week at the price of from $ 159 . And the most expensive tickets are offered by United Airlines airline - from $ 608.

Direct flights

There are 7 nonstop flights on the route. The fastest direct flight is HA6291 by Hawaiian Airlines takes 6h 38m and the cheapest is HA6291 by Hawaiian Airlines for $157.

AS - Alaska Airlines

from $159

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HA - Hawaiian Airlines

from $157

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UA - United Airlines

from $186

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Connecting Flights

There are 257 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 $159.

AS - Alaska Airlines

from $166

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SY - Sun Country Airlines

from $175

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HA - Hawaiian Airlines

from $159

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UA - United Airlines

from $189

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NK - Spirit Airlines

from $231

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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 $157
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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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Anchorage airports

Bryant AAF-FRN

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Merrill Field-MRI

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Ted Stevens Anchorage-ANC

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Elmendorf AFB-EDF

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Airplanes

There are flights to Anchorage from Chicago by 5 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

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How to book a plane 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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