$212+ Cheap flights from Chicago (CHI) to Anchorage (ANC)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ANC
Sep 17 — Sep 241
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Anchorage with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago to Anchorage are usually found in February or September, booked 51 days in advance, depart on a Wednesday or Thursday and return on a Tuesday
Cheap flight deals from Chicago to Anchorage
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Best
Last-minute
One-way
Cheapest flights from Chicago to AnchorageExplore the most affordable flight options available from Chicago to Anchorage. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2026.
Explore the most affordable flight options available from Chicago to Anchorage. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2026.
This SmartFares deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/286:00 am -
1 stop12h 04m
Mon 10/512:24 pm -
1 stop8h 35m
Deal found 8/14![Alaska Airlines logo]()
$422
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/144:53 pm -
Nonstop6h 56m
Thu 9/249:54 pm -
Nonstop6h 31m
Deal found 8/13![American Airlines logo]()
$423
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/164:53 pm -
Nonstop6h 56m
Wed 9/309:54 pm -
Nonstop6h 31m
Deal found 8/14![American Airlines logo]()
$427
This eDestinos deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/308:00 am -
2 stops12h 24m
Tue 10/61:59 am -
2 stops13h 54m
Deal found 8/16![Alaska Airlines logo]()
$432
This United Airlines deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/14:05 pm -
Nonstop6h 52m
Wed 10/78:59 pm -
Nonstop6h 11m
Deal found 8/15![United Airlines logo]()
$433
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/284:53 pm -
Nonstop6h 56m
Mon 10/58:22 pm -
1 stop10h 38m
Deal found 8/14![American Airlines logo]()
$434
This Trip.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:00 am -
1 stop16h 38m
Sun 9/202:28 am -
1 stop18h 31m
Deal found 8/13![Alaska Airlines logo]()
$440
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/282:00 pm -
1 stop10h 00m
Mon 10/510:10 pm -
1 stop7h 34m
Deal found 8/14![Delta logo]()
$443
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/141:19 pm -
2 stops14h 26m
Mon 9/2110:10 pm -
1 stop12h 10m
Deal found 8/14![Delta logo]()
$448
This Delta deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2012:27 pm -
1 stop11h 32m
Sun 10/2510:09 pm -
1 stop7h 35m
Deal found 8/15![Delta logo]()
$453
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/249:29 am -
2 stops14h 31m
Mon 9/282:28 pm -
2 stops15h 20m
Deal found 8/14![Delta logo]()
$455
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1610:01 am -
1 stop13h 58m
Tue 10/2710:09 pm -
1 stop7h 35m
Deal found 8/16![Delta logo]()
$463
Best flights from Chicago to AnchorageDiscover carefully curated flight deals from Chicago to Anchorage that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 18, 2026.
Discover carefully curated flight deals from Chicago to Anchorage that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 18, 2026.
This United Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/175:00 am -
1 stop12h 13m
Mon 9/288:59 pm -
Nonstop6h 11m
Deal found 8/16![United Airlines logo]()
$433
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/225:30 pm -
1 stop10h 05m
Mon 10/261:40 am -
1 stop8h 49m
Deal found 8/13![Delta logo]()
$443
This Alaska Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/228:00 am -
1 stop9h 18m
Mon 9/281:29 am -
2 stops14h 52m
Deal found 8/16![Alaska Airlines logo]()
$450
This United Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/204:05 pm -
Nonstop6h 52m
Sat 10/248:59 pm -
Nonstop6h 11m
Deal found 8/17![United Airlines logo]()
$441
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/147:00 am -
1 stop12h 27m
Mon 9/216:12 am -
1 stop14h 45m
Deal found 8/13![Delta logo]()
$443
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:00 am -
1 stop9h 33m
Sun 10/2511:29 am -
1 stop9h 05m
Deal found 8/13![Delta logo]()
$443
This United Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/251:30 pm -
1 stop12h 13m
Mon 9/288:59 pm -
Nonstop6h 11m
Deal found 8/17![United Airlines logo]()
$451
This Delta deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/196:35 am -
1 stop9h 53m
Wed 10/211:40 am -
1 stop18h 54m
Deal found 8/15![Delta logo]()
$443
This Delta deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2112:27 pm -
1 stop11h 32m
Tue 10/2710:09 pm -
1 stop7h 35m
Deal found 8/15![Delta logo]()
$443
This Delta deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/312:27 pm -
1 stop11h 32m
Tue 11/1010:06 pm -
1 stop7h 44m
Deal found 8/15![Delta logo]()
$443
This Delta deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2010:01 am -
1 stop13h 58m
Tue 10/2710:09 pm -
1 stop10h 38m
Deal found 8/15![Delta logo]()
$443
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/282:00 pm -
1 stop10h 00m
Mon 10/510:10 pm -
1 stop7h 34m
Deal found 8/14![Delta logo]()
$443
This Delta deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2112:27 pm -
2 stops15h 08m
Mon 10/2610:09 pm -
1 stop10h 38m
Deal found 8/15![Delta logo]()
$448
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/141:19 pm -
2 stops14h 26m
Thu 9/246:00 am -
1 stop9h 19m
Deal found 8/13![Delta logo]()
$448
This Delta deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/186:35 am -
1 stop9h 53m
Thu 10/2211:29 am -
1 stop9h 05m
Deal found 8/15![Delta logo]()
$453
This Delta deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/277:00 am -
1 stop12h 27m
Thu 10/16:12 am -
1 stop14h 45m
Deal found 8/15![Delta logo]()
$453
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:05 am -
2 stops16h 55m
Wed 9/306:12 am -
2 stops12h 43m
Deal found 8/13![Delta logo]()
$455
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1610:01 am -
1 stop13h 58m
Tue 10/2710:09 pm -
1 stop7h 35m
Deal found 8/16![Delta logo]()
$463
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/271:25 pm -
1 stop10h 55m
Thu 9/310:10 pm -
1 stop7h 29m
Deal found 8/17![Delta logo]()
$519
Last-minute flights from Chicago to AnchorageDiscover last-minute flight deals from Chicago to Anchorage. Data last updated August 18, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Anchorage. Data last updated August 18, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/129:59 am -
1 stop14h 01m
Wed 9/236:00 am -
1 stop9h 19m
Deal found 8/17![Delta logo]()
$471
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/144:53 pm -
Nonstop6h 56m
Thu 9/249:54 pm -
Nonstop6h 31m
Deal found 8/13![American Airlines logo]()
$423
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/144:53 pm -
Nonstop6h 56m
Mon 9/218:20 pm -
1 stop10h 48m
Deal found 8/13![American Airlines logo]()
$433
This Trip.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:00 am -
1 stop16h 38m
Sun 9/202:28 am -
1 stop18h 31m
Deal found 8/13![Alaska Airlines logo]()
$440
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/141:19 pm -
2 stops14h 26m
Mon 9/2110:10 pm -
1 stop12h 10m
Deal found 8/14![Delta logo]()
$448
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/164:53 pm -
Nonstop6h 56m
Wed 9/309:54 pm -
Nonstop6h 31m
Deal found 8/14![American Airlines logo]()
$427
This Delta deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/239:59 am -
1 stop10h 15m
Sat 9/2610:10 pm -
1 stop7h 38m
Deal found 8/15![Delta logo]()
$463
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/249:29 am -
2 stops14h 31m
Mon 9/282:28 pm -
2 stops15h 20m
Deal found 8/14![Delta logo]()
$455
This SmartFares deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/286:00 am -
1 stop12h 04m
Mon 10/512:24 pm -
1 stop8h 35m
Deal found 8/14![Alaska Airlines logo]()
$422
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/284:53 pm -
Nonstop6h 56m
Mon 10/58:22 pm -
1 stop10h 38m
Deal found 8/14![American Airlines logo]()
$434
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/282:00 pm -
1 stop10h 00m
Mon 10/510:10 pm -
1 stop7h 34m
Deal found 8/14![Delta logo]()
$443
This eDestinos deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/308:00 am -
2 stops12h 24m
Tue 10/61:59 am -
2 stops13h 54m
Deal found 8/16![Alaska Airlines logo]()
$432
One-way flights from Chicago to AnchorageSearch for one-way flight options from Chicago to Anchorage. Find affordable one-way fares based on user searches. Data last updated August 18, 2026.
Search for one-way flight options from Chicago to Anchorage. Find affordable one-way fares based on user searches. Data last updated August 18, 2026.
This American Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/174:53 pm -
Nonstop6h 56m
Deal found 8/17![American Airlines logo]()
$212
This United Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/144:05 pm -
Nonstop6h 54m
Deal found 8/13![United Airlines logo]()
$213
This Alaska Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:16 pm -
1 stop20h 15m
Deal found 8/14![Alaska Airlines logo]()
$222
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1510:01 am -
1 stop13h 58m
Deal found 8/14![Delta logo]()
$222
This Alaska Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:20 am -
2 stops16h 19m
Deal found 8/17![Alaska Airlines logo]()
$228
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/94:53 pm -
Nonstop6h 56m
Deal found 8/13![American Airlines logo]()
$231
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/163:30 pm -
1 stop8h 29m
Deal found 8/17![Delta logo]()
$232
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/309:59 am -
1 stop14h 01m
Deal found 8/16![Delta logo]()
$232
This Alaska Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:20 am -
2 stops19h 19m
Deal found 8/17![Alaska Airlines logo]()
$233
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:00 am -
1 stop12h 27m
Deal found 8/17![Delta logo]()
$240
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:13 pm -
1 stop8h 47m
Deal found 8/17![Delta logo]()
$240
This American Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/204:53 pm -
Nonstop6h 56m
Deal found 8/17![American Airlines logo]()
$241
Find flight deals from Chicago to Anchorage
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Anchorage (ANC). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $422 (SmartFares) |
One-way from | $212 (American Airlines) |
Popular in | July |
Cheapest in | February |
Average price | $500 |
Good round-trip deal | $406 or less |
Good one-way deal | $235 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Anchorage that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 18, 2026.
Use the filters below to find and compare flights from Chicago to Anchorage that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoAnchorage
ORD Chicago O'Hare Intl - ANC Anchorage
ORDANC
Chicago O'Hare Intl
Thu 9/17
5:00 am-2:13 pm
1 stop12h 13m
Anchorage
Mon 9/28
8:59 pm-6:10 am
Nonstop6h 11m
$433
Quickest round-trip
ChicagoAnchorage
ORD Chicago O'Hare Intl - ANC Anchorage
ORDANC
Chicago O'Hare Intl
Tue 10/20
4:05 pm-7:57 pm
Nonstop6h 52m
Anchorage
Sat 10/24
8:59 pm-6:10 am
Nonstop6h 11m
$441
ChicagoAnchorage
ORD Chicago O'Hare Intl - ANC Anchorage
ORDANC
Chicago O'Hare Intl
Thu 10/22
5:30 pm-12:35 am
1 stop10h 05m
Anchorage
Mon 10/26
1:40 am-1:29 pm
1 stop8h 49m
$443
ChicagoAnchorage
ORD Chicago O'Hare Intl - ANC Anchorage
ORDANC
Chicago O'Hare Intl
Mon 9/14
7:00 am-4:27 pm
1 stop12h 27m
Anchorage
Mon 9/21
6:12 am-11:57 pm
1 stop14h 45m
$443
ChicagoAnchorage
ORD Chicago O'Hare Intl - ANC Anchorage
ORDANC
Chicago O'Hare Intl
Thu 10/22
7:00 am-1:33 pm
1 stop9h 33m
Anchorage
Sun 10/25
11:29 am-11:34 pm
1 stop9h 05m
$443
ChicagoAnchorage
ORD Chicago O'Hare Intl - ANC Anchorage
ORDANC
Chicago O'Hare Intl
Mon 10/19
6:35 am-1:28 pm
1 stop9h 53m
Anchorage
Wed 10/21
1:40 am-11:34 pm
1 stop18h 54m
$443
ChicagoAnchorage
MDW Chicago Midway - ANC Anchorage
MDWANC
Chicago Midway
Wed 10/21
12:27 pm-8:59 pm
1 stop11h 32m
Anchorage
Tue 10/27
10:09 pm-8:44 am
1 stop7h 35m
$443
ChicagoAnchorage
MDW Chicago Midway - ANC Anchorage
MDWANC
Chicago Midway
Tue 11/3
12:27 pm-8:59 pm
1 stop11h 32m
Anchorage
Tue 11/10
10:06 pm-8:50 am
1 stop7h 44m
$443
ChicagoAnchorage
MDW Chicago Midway - ANC Anchorage
MDWANC
Chicago Midway
Tue 10/20
10:01 am-8:59 pm
1 stop13h 58m
Anchorage
Tue 10/27
10:09 pm-11:47 am
1 stop10h 38m
$443
ChicagoAnchorage
MDW Chicago Midway - ANC Anchorage
MDWANC
Chicago Midway
Mon 9/28
2:00 pm-9:00 pm
1 stop10h 00m
Anchorage
Mon 10/5
10:10 pm-8:44 am
1 stop7h 34m
$443
Showing 1-10 of 36 resultsSorted by cheapest first
Compare providers for flights from Chicago to Anchorage
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Anchorage in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Anchorage flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Anchorage flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Anchorage flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Anchorage flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Anchorage flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Anchorage
Have a flexible travel schedule? Discover the best time to fly to Anchorage from Chicago with our price prediction graph.
CHI-ANC
ORD-ANC
MDW-ANC
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Anchorage
CHI-ANC
ORD-ANC
MDW-ANC
What is the cheapest month to book a flight from Chicago to Anchorage?
Currently, February is the cheapest month in which you can book a flight from Chicago to Anchorage (average of $358). Flying from Chicago to Anchorage in July is currently the most expensive (average of $590). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CHI to ANC?
Find hourly flight availability from Chicago to Anchorage. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 18, 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 41% on flights from Chicago to Anchorage by exploring options for tickets in the afternoon.
Weekly flight availability from Chicago to Anchorage
Explore weekly flight availability from Chicago to Anchorage. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 18, 2026.
The most flights from CHI to ANC are scheduled on a Monday (11 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (6 on average).
How much does it cost to fly round-trip from Chicago to Anchorage?
Airfare is typical for this route at the moment.
Chicago to Anchorage flights typically cost between $404 and $623 in September.The cheapest round-trip price found within the last 5 days was $422 on Alaska Airlines (Sep 28-Oct 5).
What’s the top layover airport for flights from Chicago to Anchorage?
Share of 1-stop round-trip flights from Chicago to Anchorage chosen by Cheapflights users in the past 12 months, using the same layover each way.
Seattle (SEA) – chosen by Cheapflights users on 67% of 1-stop itineraries from Chicago to Anchorage on Cheapflights.
What’s the cheapest layover airport for flights from Chicago to Anchorage?
Average round-trip fare for 1-stop flights from Chicago to Anchorage, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Seattle (SEA) is the most affordable 1-stop option, with an average round-trip price of $562.
What’s the fastest layover option from Chicago to Anchorage?
Shortest average travel time for 1-stop one-way flights from Chicago to Anchorage, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Denver (DEN) have the shortest average one-way travel time for 1-stop routes: 10h 00m.
Which airport typically offers the quickest layover for flights from Chicago to Anchorage?
Average layover duration for 1-stop one-way flights from Chicago to Anchorage, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Denver (DEN) offer the fastest connection on this route, with an average layover time of 1h 43m.
How far ahead should I book a flight from Chicago to Anchorage?
Booking 86 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Anchorage. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Chicago to Anchorage?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Anchorage. Price data was last updated on August 15, 2026.
Travelers seeking maximum savings on their Chicago to Anchorage flight should consider departing on Friday at noon when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Chicago to Anchorage flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to Anchorage trip
Our travel experts
Reviews of airlines servicing Anchorage
Get insights into the airlines that provide service to Anchorage. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Anchorage. Reviews last updated August 18, 2026.
Peruse reviews from past customers who have flown with Alaska Airlines,Delta, andUnited Airlines from Chicago to Anchorage to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.8
Entertainment
7.0
Crew
8.5
Boarding
8.1
Food
7.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentGeorgana,Dec 2025
ORD - PDX
Comfort
7.8
Entertainment
7.0
Crew
8.5
Boarding
8.1
Food
7.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentGeorgana,Dec 2025
ORD - PDX
Comfort
7.8
Entertainment
7.0
Crew
8.5
Boarding
8.1
Food
7.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentGeorgana,Dec 2025
ORD - PDX
Comfort
7.8
Entertainment
7.0
Crew
8.5
Boarding
8.1
Food
7.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentGeorgana,Dec 2025
ORD - PDX
Comfort
7.8
Entertainment
7.0
Crew
8.5
Boarding
8.1
Food
7.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentGeorgana,Dec 2025
ORD - PDX
Related info for your journey
Find useful and relevant information for your journey from Chicago to Anchorage. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Anchorage?
Book flights to Anchorage if you plan to visit one of these locationsSeward
Girdwood
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Chicago and Anchorage flights
Browse other Chicago and Anchorage flight options. Last updated on August 18, 2026.
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Top 4 airlines flying from Chicago to Anchorage
Discover the top 4 airlines that operate flights from Chicago to Anchorage. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$213 | Average$440 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$318 | Average$518 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$338 | Average$496 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$348 | Average$499 | FlexibilityNo cancel fee | On-time71% |