$200+ Cheap flights from Chicago (CHI) to Alaska
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 4/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ANC
เม.ย. 21 — เม.ย. 281
Round-trip
1 adult, Economy
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Cheapest flights from Chicago to AlaskaExplore the most affordable flight options available from Chicago to Alaska. Find the lowest fares from popular airlines and budget airlines, with prices last updated on มีนาคม 22, 2026.
Explore the most affordable flight options available from Chicago to Alaska. Find the lowest fares from popular airlines and budget airlines, with prices last updated on มีนาคม 22, 2026.
This flugladen.de deal was found by Cheapflights users on 3/19. 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 flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
อา. 5/36:00 am
ORD
- ANC
1 stop18h 43m
Alaska Airlines
อา. 5/107:00 am
ANC
- ORD
1 stop13h 59m
Alaska Airlines
Deal found 3/19![Alaska Airlines logo]()
$395
This United Airlines deal was found by Cheapflights users on 3/20. 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.
พ. 5/64:20 pm
ORD
- ANC
Nonstop6h 46m
United Airlines
อ. 5/128:45 pm
ANC
- ORD
Nonstop6h 17m
United Airlines
Deal found 3/20![United Airlines logo]()
$397
This Expedia deal was found by Cheapflights users on 3/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
อ. 5/58:48 pm
ORD
- ANC
1 stop18h 15m
Alaska Airlines
อ. 5/128:00 am
ANC
- ORD
1 stop12h 59m
Alaska Airlines
Deal found 3/21![Alaska Airlines logo]()
$404
This flugladen.de deal was found by Cheapflights users on 3/18. 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 flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ส. 5/26:00 am
ORD
- ANC
1 stop14h 27m
Alaska Airlines
ส. 5/91:22 pm
ANC
- ORD
1 stop14h 18m
Alaska Airlines
Deal found 3/18![Alaska Airlines logo]()
$405
This United Airlines deal was found by Cheapflights users on 3/19. 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.
ส. 5/23:00 pm
ORD
- ANC
1 stop10h 45m
United Airlines
พฤ. 5/78:45 pm
ANC
- ORD
Nonstop6h 17m
United Airlines
Deal found 3/19![United Airlines logo]()
$407
This American Airlines deal was found by Cheapflights users on 3/20. 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.
พฤ. 9/104:45 pm
ORD
- ANC
Nonstop6h 44m
American Airlines
ส. 9/1910:03 pm
ANC
- ORD
Nonstop6h 22m
American Airlines
Deal found 3/20![American Airlines logo]()
$409
This flugladen.de deal was found by Cheapflights users on 3/18. 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 flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ส. 5/28:48 pm
ORD
- FAI
1 stop19h 10m
Alaska Airlines
ศ. 5/81:17 am
FAI
- ORD
1 stop15h 35m
Alaska Airlines
Deal found 3/18![Alaska Airlines logo]()
$410
This Delta deal was found by Cheapflights users on 3/18. 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.
อ. 4/2112:46 pm
ORD
- ANC
1 stop11h 00m
Delta
อ. 4/211:30 am
ANC
- ORD
1 stop12h 09m
Delta
Deal found 3/18![Delta logo]()
$411
This Alaska Airlines deal was found by Cheapflights users on 3/18. 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.
ศ. 5/157:59 pm
ORD
- ANC
1 stop18h 47m
Alaska Airlines
อา. 5/2411:08 pm
ANC
- ORD
Nonstop6h 17m
Alaska Airlines
Deal found 3/18![Alaska Airlines logo]()
$413
This American Airlines deal was found by Cheapflights users on 3/20. 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.
ศ. 4/246:57 am
ORD
- ANC
1 stop14h 53m
American Airlines
จ. 4/278:30 pm
ANC
- ORD
1 stop13h 05m
American Airlines
Deal found 3/20![American Airlines logo]()
$417
This Delta deal was found by Cheapflights users on 3/20. 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.
ศ. 4/249:29 am
MDW
- ANC
1 stop12h 17m
Delta
จ. 4/279:15 pm
ANC
- MDW
1 stop8h 31m
Delta
Deal found 3/20![Delta logo]()
$417
This Trip.com deal was found by Cheapflights users on 3/22. 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.
จ. 8/249:30 am
ORD
- ANC
Nonstop6h 48m
Alaska Airlines
ศ. 8/286:00 am
ANC
- ORD
1 stop14h 59m
Alaska Airlines
Deal found 3/22![Alaska Airlines logo]()
$418
Best flights from Chicago to AlaskaDiscover carefully curated flight deals from Chicago to Alaska that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated มีนาคม 22, 2026.
Discover carefully curated flight deals from Chicago to Alaska that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated มีนาคม 22, 2026.
This United Airlines deal was found by Cheapflights users on 3/21. 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.
พ. 5/64:20 pm
ORD
- ANC
Nonstop6h 46m
United Airlines
พฤ. 5/1411:59 pm
ANC
- ORD
Nonstop6h 17m
United Airlines
Deal found 3/21![United Airlines logo]()
$397
This Alaska Airlines deal was found by Cheapflights users on 3/18. 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.
ศ. 5/157:59 pm
ORD
- ANC
1 stop18h 47m
Alaska Airlines
อา. 5/2411:08 pm
ANC
- ORD
Nonstop6h 17m
Alaska Airlines
Deal found 3/18![Alaska Airlines logo]()
$413
This Delta deal was found by Cheapflights users on 3/21. 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.
ศ. 4/249:29 am
MDW
- ANC
1 stop12h 17m
Delta
จ. 4/279:15 pm
ANC
- MDW
1 stop13h 17m
Delta
Deal found 3/21![Delta logo]()
$417
This American Airlines deal was found by Cheapflights users on 3/22. 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.
อา. 8/95:31 pm
ORD
- FAI
1 stop11h 44m
American Airlines
จ. 8/175:30 am
FAI
- ORD
1 stop11h 10m
American Airlines
Deal found 3/22![American Airlines logo]()
$499
This American Airlines deal was found by Cheapflights users on 3/18. 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.
อา. 7/198:58 pm
ORD
- GST
2 stops22h 53m
Multiple Airlines
พ. 7/295:50 pm
GST
- ORD
2 stops20h 05m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$807
This Delta deal was found by Cheapflights users on 3/19. 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.
พ. 4/152:09 pm
ORD
- ANC
2 stops13h 16m
Delta
อ. 4/211:30 am
ANC
- ORD
1 stop8h 53m
Delta
Deal found 3/19![Delta logo]()
$422
This United Airlines deal was found by Cheapflights users on 3/18. 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.
พฤ. 4/162:05 pm
ORD
- ANC
1 stop11h 40m
United Airlines
พฤ. 4/238:50 pm
ANC
- ORD
Nonstop6h 15m
United Airlines
Deal found 3/18![United Airlines logo]()
$424
This Alaska Airlines deal was found by Cheapflights users on 3/20. 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.
พ. 4/156:00 am
ORD
- FAI
2 stops21h 08m
Alaska Airlines
ส. 4/1811:01 am
FAI
- ORD
2 stops23h 12m
Alaska Airlines
Deal found 3/20![Alaska Airlines logo]()
$429
This Delta deal was found by Cheapflights users on 3/19. 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.
ศ. 4/247:35 am
ORD
- ANC
2 stops16h 11m
Delta
จ. 4/279:15 pm
ANC
- ORD
1 stop8h 23m
Delta
Deal found 3/19![Delta logo]()
$422
This Delta deal was found by Cheapflights users on 3/19. 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.
พฤ. 4/96:00 am
MDW
- ANC
2 stops15h 51m
Delta
จ. 4/139:15 pm
ANC
- MDW
1 stop8h 31m
Delta
Deal found 3/19![Delta logo]()
$422
This Alaska Airlines deal was found by Cheapflights users on 3/19. 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.
พ. 4/292:13 pm
ORD
- FAI
2 stops13h 06m
Alaska Airlines
จ. 5/45:00 am
FAI
- ORD
2 stops15h 59m
Alaska Airlines
Deal found 3/19![Alaska Airlines logo]()
$470
This Delta deal was found by Cheapflights users on 3/18. 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.
อ. 5/268:42 am
ORD
- ANC
1 stop15h 07m
Delta
พ. 5/276:00 am
ANC
- ORD
1 stop14h 57m
Delta
Deal found 3/18![Delta logo]()
$423
This Alaska Airlines deal was found by Cheapflights users on 3/22. 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.
พฤ. 4/308:00 am
ORD
- FAI
2 stops19h 19m
Alaska Airlines
ศ. 5/15:30 am
FAI
- ORD
1 stop15h 29m
Alaska Airlines
Deal found 3/22![Alaska Airlines logo]()
$489
This Delta deal was found by Cheapflights users on 3/17. 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.
พ. 4/159:29 am
MDW
- ANC
1 stop12h 17m
Delta
พ. 4/221:41 pm
ANC
- MDW
2 stops16h 06m
Delta
Deal found 3/17![Delta logo]()
$424
This Alaska Airlines deal was found by Cheapflights users on 3/17. 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.
อ. 4/288:00 am
ORD
- JNU
1 stop18h 48m
Alaska Airlines
พ. 4/297:24 am
JNU
- ORD
2 stops13h 35m
Alaska Airlines
Deal found 3/17![Alaska Airlines logo]()
$509
This Delta deal was found by Cheapflights users on 3/17. 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.
ส. 4/189:27 am
MDW
- ANC
2 stops12h 19m
Delta
ส. 4/259:15 pm
ANC
- MDW
1 stop8h 31m
Delta
Deal found 3/17![Delta logo]()
$428
This Alaska Airlines deal was found by Cheapflights users on 3/19. 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.
ศ. 4/172:09 pm
ORD
- FAI
2 stops12h 59m
Alaska Airlines
ศ. 4/249:09 am
FAI
- ORD
2 stops11h 50m
Alaska Airlines
Deal found 3/19![Alaska Airlines logo]()
$511
This Delta deal was found by Cheapflights users on 3/21. 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.
พฤ. 9/36:00 pm
ORD
- ANC
1 stop10h 35m
Delta
จ. 9/710:00 pm
ANC
- ORD
1 stop11h 39m
Delta
Deal found 3/21![Delta logo]()
$429
This Delta deal was found by Cheapflights users on 3/22. 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.
พฤ. 8/137:10 am
ORD
- ANC
1 stop15h 15m
Delta
จ. 8/1712:55 am
ANC
- ORD
1 stop10h 05m
Delta
Deal found 3/22![Delta logo]()
$429
This Alaska Airlines deal was found by Cheapflights users on 3/20. 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.
อา. 4/196:00 am
ORD
- FAI
1 stop9h 46m
Alaska Airlines
อา. 4/2610:30 pm
FAI
- ORD
2 stops15h 26m
Alaska Airlines
Deal found 3/20![Alaska Airlines logo]()
$524
This Delta deal was found by Cheapflights users on 3/19. 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.
อ. 7/282:55 pm
ORD
- ANC
1 stop12h 01m
Delta
อ. 8/412:55 am
ANC
- ORD
1 stop13h 35m
Delta
Deal found 3/19![Delta logo]()
$429
This Alaska Airlines deal was found by Cheapflights users on 3/21. 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.
ศ. 9/48:42 pm
ORD
- JNU
3 stops26h 11m
Alaska Airlines
พ. 9/99:20 am
JNU
- ORD
3 stops18h 40m
Alaska Airlines
Deal found 3/21![Alaska Airlines logo]()
$570
This Delta deal was found by Cheapflights users on 3/22. 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.
อา. 5/35:15 am
ORD
- ANC
2 stops16h 31m
Delta
ศ. 5/85:20 pm
ANC
- ORD
2 stops14h 09m
Delta
Deal found 3/22![Delta logo]()
$429
This Delta deal was found by Cheapflights users on 3/22. 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.
ศ. 6/56:20 pm
ORD
- ANC
1 stop9h 28m
Delta
อา. 6/1412:35 pm
ANC
- ORD
1 stop17h 00m
Delta
Deal found 3/22![Delta logo]()
$429
This Delta deal was found by Cheapflights users on 3/18. 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.
พฤ. 8/138:15 am
ORD
- ANC
1 stop14h 10m
Delta
พ. 8/191:30 am
ANC
- ORD
1 stop9h 00m
Delta
Deal found 3/18![Delta logo]()
$429
This Delta deal was found by Cheapflights users on 3/21. 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.
อ. 5/52:12 pm
MDW
- FAI
2 stops13h 28m
Delta
จ. 5/111:40 am
FAI
- MDW
2 stops13h 53m
Delta
Deal found 3/21![Delta logo]()
$431
This Delta deal was found by Cheapflights users on 3/20. 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.
อ. 6/232:00 pm
MDW
- ANC
2 stops12h 31m
Delta
พ. 7/19:55 pm
ANC
- MDW
1 stop12h 16m
Delta
Deal found 3/20![Delta logo]()
$434
This Alaska Airlines deal was found by Cheapflights users on 3/19. 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.
พ. 9/99:30 am
ORD
- ADQ
1 stop13h 03m
Alaska Airlines
อา. 9/209:03 am
ADQ
- ORD
2 stops35h 38m
Alaska Airlines
Deal found 3/19![Alaska Airlines logo]()
$786
This Delta deal was found by Cheapflights users on 3/22. 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.
ส. 5/309:22 am
MDW
- ANC
1 stop13h 54m
Delta
อ. 6/25:22 pm
ANC
- MDW
2 stops12h 20m
Delta
Deal found 3/22![Delta logo]()
$436
This Alaska Airlines deal was found by Cheapflights users on 3/19. 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.
พ. 9/99:30 am
ORD
- ADQ
1 stop13h 03m
Alaska Airlines
ส. 9/199:03 am
ADQ
- ORD
2 stops24h 05m
Alaska Airlines
Deal found 3/19![Alaska Airlines logo]()
$786
Last-minute flights from Chicago to AlaskaDiscover last-minute flight deals from Chicago to Alaska. Data last updated มีนาคม 22, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Alaska. Data last updated มีนาคม 22, 2026 and is based on user searches.
This Alaska Airlines deal was found by Cheapflights users on 3/20. 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.
จ. 4/136:00 am
ORD
- ANC
1 stop21h 39m
Alaska Airlines
จ. 4/2010:26 am
ANC
- ORD
1 stop17h 13m
Alaska Airlines
Deal found 3/20![Alaska Airlines logo]()
$420
This Alaska Airlines deal was found by Cheapflights users on 3/20. 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.
พ. 4/158:00 am
ORD
- FAI
1 stop17h 35m
Alaska Airlines
ส. 4/183:53 pm
FAI
- ORD
1 stop11h 46m
Alaska Airlines
Deal found 3/20![Alaska Airlines logo]()
$420
This Delta deal was found by Cheapflights users on 3/20. 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.
พฤ. 4/166:25 am
ORD
- ANC
2 stops17h 21m
Delta
อา. 4/196:00 am
ANC
- ORD
1 stop14h 58m
Delta
Deal found 3/20![Delta logo]()
$422
This Delta deal was found by Cheapflights users on 3/20. 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.
พฤ. 4/167:35 am
ORD
- ANC
2 stops16h 11m
Delta
จ. 4/206:00 am
ANC
- ORD
2 stops12h 18m
Delta
Deal found 3/20![Delta logo]()
$429
This United Airlines deal was found by Cheapflights users on 3/22. 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.
ศ. 4/174:03 pm
ORD
- ANC
Nonstop6h 45m
United Airlines
จ. 4/208:50 pm
ANC
- ORD
Nonstop6h 15m
United Airlines
Deal found 3/22![United Airlines logo]()
$397
This United Airlines deal was found by Cheapflights users on 3/22. 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.
ส. 4/182:30 pm
ORD
- ANC
1 stop11h 15m
United Airlines
ส. 4/258:50 pm
ANC
- ORD
Nonstop6h 15m
United Airlines
Deal found 3/22![United Airlines logo]()
$407
This Delta deal was found by Cheapflights users on 3/21. 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.
ส. 4/189:27 am
MDW
- ANC
2 stops12h 19m
Delta
ส. 4/259:15 pm
ANC
- MDW
1 stop8h 31m
Delta
Deal found 3/21![Delta logo]()
$422
This Delta deal was found by Cheapflights users on 3/18. 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.
อ. 4/2112:46 pm
ORD
- ANC
1 stop11h 00m
Delta
อ. 4/211:30 am
ANC
- ORD
1 stop12h 09m
Delta
Deal found 3/18![Delta logo]()
$411
This American Airlines deal was found by Cheapflights users on 3/20. 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.
ศ. 4/246:57 am
ORD
- ANC
1 stop14h 53m
American Airlines
จ. 4/278:30 pm
ANC
- ORD
1 stop13h 05m
American Airlines
Deal found 3/20![American Airlines logo]()
$417
This Delta deal was found by Cheapflights users on 3/20. 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.
ศ. 4/249:29 am
MDW
- ANC
1 stop12h 17m
Delta
จ. 4/279:15 pm
ANC
- MDW
1 stop8h 31m
Delta
Deal found 3/20![Delta logo]()
$417
This Delta deal was found by Cheapflights users on 3/20. 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.
ศ. 4/246:00 pm
ORD
- ANC
1 stop9h 25m
Delta
จ. 5/41:30 am
ANC
- ORD
2 stops15h 22m
Delta
Deal found 3/20![Delta logo]()
$424
This United Airlines deal was found by Cheapflights users on 3/18. 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.
อ. 4/282:05 pm
ORD
- ANC
1 stop11h 40m
United Airlines
พ. 4/298:50 pm
ANC
- ORD
Nonstop6h 15m
United Airlines
Deal found 3/18![United Airlines logo]()
$421
One-way flights from Chicago to AlaskaSearch for one-way flight options from Chicago to Alaska. Find affordable one-way fares based on user searches. Data last updated มีนาคม 22, 2026.
Search for one-way flight options from Chicago to Alaska. Find affordable one-way fares based on user searches. Data last updated มีนาคม 22, 2026.
This United Airlines deal was found by Cheapflights users on 3/19. 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.
ส. 4/184:03 pm
ORD
- ANC
Nonstop6h 45m
United Airlines
Deal found 3/19![United Airlines logo]()
$200
This Billigflug deal was found by Cheapflights users on 3/18. 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 Billigflug is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ส. 9/129:30 am
ORD
- ANC
Nonstop6h 48m
Alaska Airlines
Deal found 3/18![Alaska Airlines logo]()
$204
This Alaska Airlines deal was found by Cheapflights users on 3/19. 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.
พฤ. 9/179:30 am
ORD
- ANC
Nonstop6h 48m
Alaska Airlines
Deal found 3/19![Alaska Airlines logo]()
$206
This Delta deal was found by Cheapflights users on 3/20. 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.
ส. 4/1811:19 am
ORD
- ANC
1 stop10h 30m
Delta
Deal found 3/20![Delta logo]()
$209
This Delta deal was found by Cheapflights users on 3/20. 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.
ศ. 5/87:13 pm
MDW
- ANC
1 stop8h 18m
Delta
Deal found 3/20![Delta logo]()
$209
This Delta deal was found by Cheapflights users on 3/18. 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.
พ. 4/1512:46 pm
ORD
- FAI
1 stop14h 54m
Delta
Deal found 3/18![Delta logo]()
$210
This United Airlines deal was found by Cheapflights users on 3/18. 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.
พ. 4/294:03 pm
ORD
- ANC
Nonstop6h 45m
United Airlines
Deal found 3/18![United Airlines logo]()
$214
This Delta deal was found by Cheapflights users on 3/20. 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.
อ. 6/232:55 pm
ORD
- ANC
1 stop12h 01m
Delta
Deal found 3/20![Delta logo]()
$215
This Delta deal was found by Cheapflights users on 3/17. 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.
อ. 6/239:30 am
MDW
- ANC
1 stop14h 28m
Delta
Deal found 3/17![Delta logo]()
$215
This Delta deal was found by Cheapflights users on 3/22. 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.
พ. 5/206:24 am
ORD
- ANC
1 stop21h 07m
Delta
Deal found 3/22![Delta logo]()
$217
This Delta deal was found by Cheapflights users on 3/20. 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.
อ. 5/199:25 am
ORD
- ANC
2 stops18h 30m
Delta
Deal found 3/20![Delta logo]()
$220
This Delta deal was found by Cheapflights users on 3/20. 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.
พฤ. 6/186:00 am
ORD
- ANC
1 stop21h 33m
Delta
Deal found 3/20![Delta logo]()
$223
Find flight deals from Chicago to Alaska
Keep the following information in mind while searching for Chicago to Alaska flight deals. Data was last updated มีนาคม 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $395 (flugladen.de) |
One-way from | $200 (United Airlines) |
Popular in | June |
Cheapest in | October |
Average price | $429 |
Good round-trip deal | $451 or less |
Good one-way deal | $215 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Alaska 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 มีนาคม 22, 2026.
Use the filters below to find and compare flights from Chicago to Alaska that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
พ. 5/6
4:20 pm-8:06 pm
Nonstop6h 46m
Anchorage
พฤ. 5/14
11:59 pm-9:16 am
Nonstop6h 17m
$397
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
ศ. 5/15
7:59 pm-11:46 am
1 stop18h 47m
Anchorage
อา. 5/24
11:08 pm-8:25 am
Nonstop6h 17m
$413
ChicagoAnchorage
MDW - ANC
MDWANC
Chicago Midway
ศ. 4/24
9:29 am-6:46 pm
1 stop12h 17m
Anchorage
จ. 4/27
9:15 pm-1:32 pm
1 stop13h 17m
$417
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
พ. 4/15
2:09 pm-12:25 am
2 stops13h 16m
Anchorage
อ. 4/21
1:30 am-1:23 pm
1 stop8h 53m
$422
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
ศ. 4/24
7:35 am-8:46 pm
2 stops16h 11m
Anchorage
จ. 4/27
9:15 pm-8:38 am
1 stop8h 23m
$422
ChicagoAnchorage
MDW - ANC
MDWANC
Chicago Midway
พฤ. 4/9
6:00 am-6:51 pm
2 stops15h 51m
Anchorage
จ. 4/13
9:15 pm-8:46 am
1 stop8h 31m
$422
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
อ. 5/26
8:42 am-8:49 pm
1 stop15h 07m
Anchorage
พ. 5/27
6:00 am-11:57 pm
1 stop14h 57m
$423
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
พฤ. 4/16
2:05 pm-10:45 pm
1 stop11h 40m
Anchorage
พฤ. 4/23
8:50 pm-6:05 am
Nonstop6h 15m
$424
ChicagoAnchorage
MDW - ANC
MDWANC
Chicago Midway
พ. 4/15
9:29 am-6:46 pm
1 stop12h 17m
Anchorage
พ. 4/22
1:41 pm-8:47 am
2 stops16h 06m
$424
ChicagoAnchorage
MDW - ANC
MDWANC
Chicago Midway
ส. 4/18
9:27 am-6:46 pm
2 stops12h 19m
Anchorage
ส. 4/25
9:15 pm-8:46 am
1 stop8h 31m
$428
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Chicago to Alaska
Have a flexible travel schedule? Discover the best time to fly to Alaska from Chicago with our price prediction graph.
ORD-ANC
MDW-ANC
ORD-FAI
ORD-GST
ORD-JNU
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 Alaska
CHI-USAK
ORD-ANC
MDW-ANC
ORD-FAI
ORD-GST
What is the cheapest month to book a flight from Chicago to Alaska?
Currently, March is the cheapest month in which you can book a flight from Chicago to Alaska (average of $178). Flying from Chicago to Alaska in July is currently the most expensive (average of $368). 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 AK?
Find hourly flight availability from Chicago to Alaska. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated มีนาคม 22, 2026.
Unlike in the afternoon, when flights are generally more expensive, you can save up to 28% on flights from Chicago to Alaska by exploring options for tickets at noon.
Weekly flight availability from Chicago to Alaska
Explore weekly flight availability from Chicago to Alaska. 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 มีนาคม 22, 2026.
The most flights from CHI to USAK are scheduled on a Monday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 on average).
How much does it cost to fly round-trip from Chicago to Alaska?
Reviews of airlines servicing Alaska
Get insights into the airlines that provide service to Alaska. 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 Alaska. Reviews last updated มีนาคม 22, 2026.
See what other customers who have flown with Alaska Airlines,Delta, andHawaiian Airlines from Chicago to Alaska have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.8
Overall
7.9
Food
7.0
Boarding
8.1
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Overall
7.9
Food
7.0
Boarding
8.1
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Overall
7.9
Food
7.0
Boarding
8.1
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Overall
7.9
Food
7.0
Boarding
8.1
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Overall
7.9
Food
7.0
Boarding
8.1
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Overall
7.9
Food
7.0
Boarding
8.1
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Related info for your journey
Find useful and relevant information for your journey from Chicago to Alaska. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Chicago to Alaska
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Alaska by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Alaska by cabin class
Find flights from Chicago to Alaska, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Alaska flights
Browse other Chicago and Alaska flight options. Last updated on มีนาคม 22, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chicago to Alaska flights
Consider these flights traveling from Chicago to Alaska.
Top 5 airlines flying from Chicago to Alaska
Discover the top 5 airlines that operate flights from Chicago to Alaska. 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 มีนาคม 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$187 | Average$512 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$198 | Average$488 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$318 | Average$725 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$318 | Average$503 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$339 | Average$641 | FlexibilityNo cancel fee | On-time75% |