$140+ 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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ANC
Mar 7 — Mar 141
1 adult, Economy
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Find cheap flights from Chicago to Alaska 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.Cheap flight deals from Chicago to Alaska
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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 February 5, 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 February 5, 2026.
This Delta deal was found by Cheapflights users on 2/4. 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 3/42:20 pm
ORD
- FAI
1 stop13h 02m
Delta
Tue 3/101:30 am
FAI
- ORD
1 stop8h 54m
Delta
Deal found 2/4![Delta logo]()
$280
This Delta deal was found by Cheapflights users on 2/4. 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 4/152:09 pm
ORD
- FAI
2 stops13h 31m
Delta
Tue 4/281:45 am
FAI
- ORD
2 stops16h 33m
Delta
Deal found 2/4![Delta logo]()
$291
This Alaska Airlines deal was found by Cheapflights users on 2/4. 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 4/17:24 pm
ORD
- FAI
1 stop20h 20m
Alaska Airlines
Tue 4/71:20 am
FAI
- ORD
1 stop19h 39m
Alaska Airlines
Deal found 2/4![Alaska Airlines logo]()
$320
This American Airlines deal was found by Cheapflights users on 2/3. 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 9/104:45 pm
ORD
- ANC
Nonstop6h 44m
American Airlines
Sat 9/1910:03 pm
ANC
- ORD
Nonstop6h 22m
American Airlines
Deal found 2/3![American Airlines logo]()
$339
This Trip.com deal was found by Cheapflights users on 2/3. 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.
Fri 4/173:22 pm
ORD
- ANC
1 stop11h 13m
Multiple Airlines
Fri 4/244:17 pm
ANC
- ORD
1 stop11h 23m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$346
This CheapOair deal was found by Cheapflights users on 2/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/158:20 am
ORD
- ANC
Nonstop6h 48m
Alaska Airlines
Sun 5/2411:23 pm
ANC
- ORD
Nonstop6h 17m
Alaska Airlines
Deal found 2/3![Alaska Airlines logo]()
$348
This Alaska Airlines deal was found by Cheapflights users on 2/3. 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 6/117:40 pm
ORD
- ANC
1 stop17h 07m
Alaska Airlines
Sun 6/1411:24 pm
ANC
- ORD
Nonstop6h 16m
Alaska Airlines
Deal found 2/3![Alaska Airlines logo]()
$349
This Alaska Airlines deal was found by Cheapflights users on 2/4. 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.
Fri 6/196:20 am
ORD
- ANC
1 stop21h 26m
Alaska Airlines
Mon 6/2911:24 pm
ANC
- ORD
Nonstop6h 16m
Alaska Airlines
Deal found 2/4![Alaska Airlines logo]()
$352
This Alaska Airlines deal was found by Cheapflights users on 2/3. 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 2/247:00 am
ORD
- FAI
1 stop20h 50m
Alaska Airlines
Tue 3/33:59 pm
FAI
- ORD
1 stop19h 12m
Alaska Airlines
Deal found 2/3![Alaska Airlines logo]()
$352
This Delta deal was found by Cheapflights users on 2/2. 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 3/87:25 am
ORD
- ANC
1 stop10h 19m
Delta
Sat 3/141:34 am
ANC
- ORD
1 stop8h 51m
Delta
Deal found 2/2![Delta logo]()
$356
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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.
Fri 5/158:20 am
ORD
- ANC
Nonstop6h 48m
Alaska Airlines
Mon 5/2511:23 pm
ANC
- ORD
Nonstop6h 17m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$358
This Delta deal was found by Cheapflights users on 2/3. 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 6/276:00 am
ORD
- ANC
1 stop17h 59m
Delta
Thu 7/212:30 am
ANC
- ORD
1 stop18h 28m
Delta
Deal found 2/3![Delta logo]()
$359
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 February 5, 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 February 5, 2026.
This Delta deal was found by Cheapflights users on 2/4. 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 3/42:20 pm
ORD
- FAI
1 stop13h 02m
Delta
Tue 3/101:30 am
FAI
- ORD
1 stop8h 54m
Delta
Deal found 2/4![Delta logo]()
$280
This Alaska Airlines deal was found by Cheapflights users on 2/3. 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 2/247:00 am
ORD
- FAI
1 stop20h 50m
Alaska Airlines
Tue 3/33:59 pm
FAI
- ORD
1 stop19h 12m
Alaska Airlines
Deal found 2/3![Alaska Airlines logo]()
$352
This American Airlines deal was found by Cheapflights users on 2/4. 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.
Fri 4/246:04 am
ORD
- ANC
1 stop15h 46m
American Airlines
Tue 5/58:30 pm
ANC
- ORD
1 stop10h 09m
American Airlines
Deal found 2/4![American Airlines logo]()
$359
This Alaska Airlines deal was found by Cheapflights users on 2/2. 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.
Fri 4/37:24 pm
ORD
- ANC
1 stop9h 11m
Alaska Airlines
Tue 4/79:21 am
ANC
- ORD
1 stop18h 18m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 2/2. 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 3/268:55 am
ORD
- ANC
1 stop12h 56m
Delta
Mon 3/306:15 am
ANC
- ORD
1 stop14h 37m
Delta
Deal found 2/2![Delta logo]()
$359
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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 4/166:00 am
ORD
- ANC
1 stop9h 41m
Alaska Airlines
Mon 4/209:21 am
ANC
- ORD
1 stop11h 38m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 2/3. 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 3/87:25 am
ORD
- ANC
1 stop16h 09m
Delta
Sat 3/141:34 am
ANC
- ORD
1 stop8h 51m
Delta
Deal found 2/3![Delta logo]()
$359
This CheapOair deal was found by Cheapflights users on 2/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/33:54 pm
ORD
- ANC
1 stop12h 15m
Alaska Airlines
Tue 3/106:09 pm
ANC
- ORD
1 stop19h 24m
Alaska Airlines
Deal found 2/4![Alaska Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 1/31. 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 2/216:15 am
ORD
- ANC
1 stop15h 42m
Delta
Fri 2/279:15 pm
ANC
- ORD
1 stop10h 10m
Delta
Deal found 1/31![Delta logo]()
$359
This Delta deal was found by Cheapflights users on 2/2. 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 3/198:55 am
ORD
- ANC
1 stop12h 56m
Delta
Wed 3/251:34 am
ANC
- ORD
1 stop8h 51m
Delta
Deal found 2/2![Delta logo]()
$359
This Alaska Airlines deal was found by Cheapflights users on 2/4. 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.
Sat 5/28:48 pm
ORD
- ANC
1 stop19h 23m
Alaska Airlines
Sun 5/1011:15 am
ANC
- ORD
1 stop9h 44m
Alaska Airlines
Deal found 2/4![Alaska Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 2/3. 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 3/109:30 am
MDW
- ANC
1 stop12h 21m
Delta
Fri 3/139:15 pm
ANC
- MDW
1 stop13h 10m
Delta
Deal found 2/3![Delta logo]()
$359
This Alaska Airlines deal was found by Cheapflights users on 2/3. 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 3/122:07 pm
ORD
- ANC
1 stop23h 18m
Alaska Airlines
Mon 3/165:15 am
ANC
- ORD
1 stop15h 41m
Alaska Airlines
Deal found 2/3![Alaska Airlines logo]()
$362
This Delta deal was found by Cheapflights users on 2/1. 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 4/169:31 am
MDW
- ANC
1 stop12h 15m
Delta
Mon 4/209:15 pm
ANC
- MDW
1 stop8h 36m
Delta
Deal found 2/1![Delta logo]()
$359
This Alaska Airlines deal was found by Cheapflights users on 2/4. 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.
Fri 4/106:00 am
ORD
- FAI
1 stop11h 57m
Alaska Airlines
Mon 4/1310:00 am
FAI
- ORD
1 stop17h 39m
Alaska Airlines
Deal found 2/4![Alaska Airlines logo]()
$378
This Delta deal was found by Cheapflights users on 2/4. 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 4/89:30 am
MDW
- ANC
1 stop12h 21m
Delta
Sun 4/129:15 pm
ANC
- MDW
1 stop8h 36m
Delta
Deal found 2/4![Delta logo]()
$359
This Alaska Airlines deal was found by Cheapflights users on 2/4. 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.
Sat 3/75:29 pm
ORD
- FAI
1 stop10h 21m
Alaska Airlines
Fri 3/133:59 pm
FAI
- ORD
1 stop28h 57m
Alaska Airlines
Deal found 2/4![Alaska Airlines logo]()
$385
This Delta deal was found by Cheapflights users on 2/1. 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 4/1810:43 am
MDW
- ANC
1 stop11h 06m
Delta
Sat 4/258:25 pm
ANC
- MDW
1 stop10h 31m
Delta
Deal found 2/1![Delta logo]()
$359
This Alaska Airlines deal was found by Cheapflights users on 2/4. 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.
Fri 4/176:00 am
ORD
- FAI
2 stops11h 46m
Alaska Airlines
Thu 4/307:50 am
FAI
- ORD
2 stops13h 09m
Alaska Airlines
Deal found 2/4![Alaska Airlines logo]()
$387
This Delta deal was found by Cheapflights users on 2/1. 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 5/59:31 am
MDW
- ANC
1 stop12h 15m
Delta
Tue 5/126:10 am
ANC
- MDW
1 stop8h 46m
Delta
Deal found 2/1![Delta logo]()
$359
This Delta deal was found by Cheapflights users on 2/1. 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 4/229:31 am
MDW
- ANC
1 stop12h 15m
Delta
Fri 5/19:15 pm
ANC
- MDW
1 stop8h 51m
Delta
Deal found 2/1![Delta logo]()
$359
This Alaska Airlines deal was found by Cheapflights users on 2/3. 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.
Sat 5/28:50 am
ORD
- JNU
2 stops17h 58m
Alaska Airlines
Sat 5/167:19 am
JNU
- ORD
1 stop12h 26m
Alaska Airlines
Deal found 2/3![Alaska Airlines logo]()
$420
This Delta deal was found by Cheapflights users on 2/1. 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 5/42:12 pm
MDW
- ANC
2 stops13h 13m
Delta
Fri 5/89:55 pm
ANC
- MDW
1 stop12h 24m
Delta
Deal found 2/1![Delta logo]()
$364
This Alaska Airlines deal was found by Cheapflights users on 2/2. 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 3/35:29 pm
ORD
- JNU
2 stops31h 05m
Alaska Airlines
Tue 3/107:26 am
JNU
- ORD
3 stops13h 33m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$420
This Delta deal was found by Cheapflights users on 2/4. 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 3/49:34 am
MDW
- FAI
2 stops17h 48m
Delta
Tue 3/101:30 am
FAI
- MDW
2 stops14h 10m
Delta
Deal found 2/4![Delta logo]()
$375
This Delta deal was found by Cheapflights users on 2/4. 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 4/176:00 pm
ORD
- FAI
1 stop9h 40m
Delta
Wed 4/291:45 am
FAI
- ORD
1 stop8h 38m
Delta
Deal found 2/4![Delta logo]()
$378
This Alaska Airlines deal was found by Cheapflights users on 2/4. 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.
Sun 3/17:00 am
ORD
- SIT
2 stops18h 59m
Alaska Airlines
Sat 3/711:26 am
SIT
- ORD
2 stops9h 30m
Alaska Airlines
Deal found 2/4![Alaska Airlines logo]()
$473
This Alaska Airlines deal was found by Cheapflights users on 2/2. 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.
Mon 4/278:48 pm
ORD
- JNU
2 stops27h 39m
Alaska Airlines
Fri 5/17:24 am
JNU
- ORD
2 stops20h 16m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$531
This Delta deal was found by Cheapflights users on 2/3. 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 2/249:50 am
MDW
- FAI
2 stops17h 32m
Delta
Mon 3/21:27 am
FAI
- MDW
2 stops13h 10m
Delta
Deal found 2/3![Delta logo]()
$483
This Alaska Airlines deal was found by Cheapflights users on 2/2. 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.
Mon 4/67:24 pm
ORD
- SIT
2 stops25h 54m
Alaska Airlines
Fri 4/107:06 pm
SIT
- ORD
2 stops25h 53m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$576
Last-minute flights from Chicago to AlaskaDiscover last-minute flight deals from Chicago to Alaska. Data last updated February 5, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Alaska. Data last updated February 5, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 1/31. 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 2/218:50 am
ORD
- ANC
1 stop13h 07m
Delta
Fri 2/275:45 am
ANC
- ORD
2 stops13h 07m
Delta
Deal found 1/31![Delta logo]()
$366
This Alaska Airlines deal was found by Cheapflights users on 2/3. 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 2/247:00 am
ORD
- FAI
1 stop20h 50m
Alaska Airlines
Tue 3/33:59 pm
FAI
- ORD
1 stop19h 12m
Alaska Airlines
Deal found 2/3![Alaska Airlines logo]()
$352
This Delta deal was found by Cheapflights users on 2/4. 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 3/42:20 pm
ORD
- FAI
1 stop13h 02m
Delta
Tue 3/101:30 am
FAI
- ORD
1 stop8h 54m
Delta
Deal found 2/4![Delta logo]()
$280
This Alaska Airlines deal was found by Cheapflights users on 2/4. 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.
Sat 3/75:29 pm
ORD
- FAI
1 stop10h 21m
Alaska Airlines
Sat 3/1411:30 am
FAI
- ORD
1 stop9h 26m
Alaska Airlines
Deal found 2/4![Alaska Airlines logo]()
$370
This Delta deal was found by Cheapflights users on 2/2. 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 3/87:25 am
ORD
- ANC
1 stop10h 19m
Delta
Sat 3/141:34 am
ANC
- ORD
1 stop8h 51m
Delta
Deal found 2/2![Delta logo]()
$356
This American Airlines deal was found by Cheapflights users on 2/4. 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 3/87:00 am
ORD
- ANC
1 stop15h 06m
American Airlines
Sun 3/158:13 pm
ANC
- ORD
1 stop10h 32m
American Airlines
Deal found 2/4![American Airlines logo]()
$358
This Delta deal was found by Cheapflights users on 2/3. 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 3/102:05 pm
MDW
- ANC
2 stops13h 23m
Delta
Fri 3/139:15 pm
ANC
- MDW
1 stop13h 10m
Delta
Deal found 2/3![Delta logo]()
$364
This Alaska Airlines deal was found by Cheapflights users on 2/3. 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 3/122:07 pm
ORD
- ANC
1 stop23h 18m
Alaska Airlines
Mon 3/165:15 am
ANC
- ORD
1 stop15h 41m
Alaska Airlines
Deal found 2/3![Alaska Airlines logo]()
$362
This Delta deal was found by Cheapflights users on 2/4. 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 3/207:20 am
ORD
- ANC
2 stops16h 15m
Delta
Mon 3/231:34 am
ANC
- ORD
2 stops15h 15m
Delta
Deal found 2/4![Delta logo]()
$371
This Delta deal was found by Cheapflights users on 2/3. 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 3/276:15 am
ORD
- ANC
1 stop15h 36m
Delta
Sat 4/49:15 pm
ANC
- ORD
1 stop19h 34m
Delta
Deal found 2/3![Delta logo]()
$360
This Delta deal was found by Cheapflights users on 2/1. 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 3/289:30 am
MDW
- ANC
1 stop12h 21m
Delta
Tue 3/319:15 pm
ANC
- MDW
1 stop13h 10m
Delta
Deal found 2/1![Delta logo]()
$359
This Delta deal was found by Cheapflights users on 2/3. 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 3/298:30 pm
ORD
- ANC
1 stop25h 21m
Delta
Sun 4/59:15 pm
ANC
- ORD
2 stops16h 28m
Delta
Deal found 2/3![Delta logo]()
$367
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 February 5, 2026.
Search for one-way flight options from Chicago to Alaska. Find affordable one-way fares based on user searches. Data last updated February 5, 2026.
This Delta deal was found by Cheapflights users on 2/4. 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 3/42:20 pm
ORD
- FAI
1 stop13h 02m
Delta
Deal found 2/4![Delta logo]()
$140
This Trip.com deal was found by Cheapflights users on 2/4. 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.
Wed 4/16:00 am
ORD
- ANC
1 stop9h 41m
Hawaiian Airlines
Deal found 2/4![Hawaiian Airlines logo]()
$176
This Delta deal was found by Cheapflights users on 2/3. 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 5/17:15 am
ORD
- ANC
1 stop10h 18m
Delta
Deal found 2/3![Delta logo]()
$180
This Delta deal was found by Cheapflights users on 1/31. 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 3/298:30 pm
ORD
- ANC
1 stop25h 21m
Delta
Deal found 1/31![Delta logo]()
$187
This Delta deal was found by Cheapflights users on 2/4. 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 3/17:40 am
ORD
- ANC
1 stop31h 30m
Delta
Deal found 2/4![Delta logo]()
$189
This Delta deal was found by Cheapflights users on 2/3. 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 5/37:00 am
ORD
- ANC
2 stops20h 25m
Delta
Deal found 2/3![Delta logo]()
$191
This Delta deal was found by Cheapflights users on 2/1. 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 3/199:35 am
MDW
- ANC
2 stops17h 54m
Delta
Deal found 2/1![Delta logo]()
$191
This Delta deal was found by Cheapflights users on 2/2. 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 2/286:51 pm
ORD
- ANC
2 stops28h 53m
Delta
Deal found 2/2![Delta logo]()
$193
This Delta deal was found by Cheapflights users on 2/4. 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 3/226:15 am
ORD
- ANC
1 stop15h 36m
Delta
Deal found 2/4![Delta logo]()
$199
This Delta deal was found by Cheapflights users on 2/2. 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 3/209:30 am
MDW
- ANC
1 stop12h 21m
Delta
Deal found 2/2![Delta logo]()
$199
This Delta deal was found by Cheapflights users on 2/4. 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 3/217:20 pm
MDW
- ANC
1 stop26h 31m
Delta
Deal found 2/4![Delta logo]()
$207
This Delta deal was found by Cheapflights users on 2/2. 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 3/207:20 am
ORD
- ANC
2 stops16h 15m
Delta
Deal found 2/2![Delta logo]()
$210
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 February 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $280 (Delta) |
One-way from | $140 (Delta) |
Popular in | June |
Cheapest in | October |
Average price | $555 |
Good round-trip deal | $401 or less |
Good one-way deal | $259 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 February 5, 2026.
Use the filters below to find and compare flights from Chicago to Alaska that are best for you.
Fly from
Chicago
Fly to
Alaska
Route
Depart
Return
Price
ChicagoFairbanks
ORD - FAI
ORDFAI
Chicago O'Hare Intl
Wed 3/4
2:20 pm-12:22 am
1 stop13h 02m
Fairbanks
Tue 3/10
1:30 am-1:24 pm
1 stop8h 54m
$280
ChicagoFairbanks
ORD - FAI
ORDFAI
Chicago O'Hare Intl
Tue 2/24
7:00 am-12:50 am
1 stop20h 50m
Fairbanks
Tue 3/3
3:59 pm-2:11 pm
1 stop19h 12m
$352
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Fri 4/24
6:04 am-6:50 pm
1 stop15h 46m
Anchorage
Tue 5/5
8:30 pm-9:39 am
1 stop10h 09m
$359
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Fri 4/3
7:24 pm-1:35 am
1 stop9h 11m
Anchorage
Tue 4/7
9:21 am-6:39 am
1 stop18h 18m
$359
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Thu 3/26
8:55 am-6:51 pm
1 stop12h 56m
Anchorage
Mon 3/30
6:15 am-11:52 pm
1 stop14h 37m
$359
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Thu 4/16
6:00 am-12:41 pm
1 stop9h 41m
Anchorage
Mon 4/20
9:21 am-11:59 pm
1 stop11h 38m
$359
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Sun 3/8
7:25 am-8:34 pm
1 stop16h 09m
Anchorage
Sat 3/14
1:34 am-1:25 pm
1 stop8h 51m
$359
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Tue 3/3
3:54 pm-1:09 am
1 stop12h 15m
Anchorage
Tue 3/10
6:09 pm-4:33 pm
1 stop19h 24m
$359
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Sat 2/21
6:15 am-6:57 pm
1 stop15h 42m
Anchorage
Fri 2/27
9:15 pm-10:25 am
1 stop10h 10m
$359
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Thu 3/19
8:55 am-6:51 pm
1 stop12h 56m
Anchorage
Wed 3/25
1:34 am-1:25 pm
1 stop8h 51m
$359
Showing 1-10 of 60 results
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-FAI
ORD-ANC
MDW-FAI
ORD-KTN
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-FAI
ORD-ANC
MDW-FAI
ORD-KTN
What is the cheapest month to book a flight from Chicago to Alaska?
Currently, May is the cheapest month in which you can book a flight from Chicago to Alaska (average of $198). Flying from Chicago to Alaska in July is currently the most expensive (average of $419). 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 February 5, 2026.
Unlike in the afternoon, when flights are generally more expensive, you can save up to 36% on flights from Chicago to Alaska by exploring options for tickets at noon.
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 February 5, 2026.
See what other customers who have flown with Alaska Airlines, Delta, and Hawaiian 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.
Boarding
8.1
Food
7.1
Crew
8.5
Comfort
7.8
Entertainment
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Boarding
8.1
Food
7.1
Crew
8.5
Comfort
7.8
Entertainment
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Boarding
8.1
Food
7.1
Crew
8.5
Comfort
7.8
Entertainment
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Boarding
8.1
Food
7.1
Crew
8.5
Comfort
7.8
Entertainment
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Boarding
8.1
Food
7.1
Crew
8.5
Comfort
7.8
Entertainment
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Boarding
8.1
Food
7.1
Crew
8.5
Comfort
7.8
Entertainment
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
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 February 5, 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 February 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$187 | Average$512 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$198 | Average$491 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$318 | Average$702 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$318 | Average$585 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$347 | Average$698 | FlexibilityNo cancel fee | On-time75% |