
Keep the following information in mind while searching for Alaska to Illinois flight deals. Data was last updated November 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $517 (Expedia) |
One-way from | $266 (Delta) |
Popular in | December |
Cheapest in | February |
Average price | $592 |
Good round-trip deal | $608 or less |
Good one-way deal | $248 or less |
Fly from
Fly to
Route
Depart
Return
AnchorageChicago
ANC Anchorage - ORD Chicago O'Hare Intl
ANCORD
Anchorage
Mon 12/14
1:15 am-1:30 pm
1 stop9h 15m
Chicago O'Hare Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
AnchorageChicago
ANC Anchorage - ORD Chicago O'Hare Intl
ANCORD
Anchorage
Tue 12/8
2:56 am-11:59 pm
1 stop18h 03m
Chicago O'Hare Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
AnchorageChicago
ANC Anchorage - MDW Chicago Midway
ANCMDW
Anchorage
Thu 1/14
9:45 pm-8:58 am
1 stop8h 13m
Chicago Midway
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
AnchorageChicago
ANC Anchorage - MDW Chicago Midway
ANCMDW
Anchorage
Wed 12/16
4:03 pm-8:55 am
2 stops13h 52m
Chicago Midway
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
AnchorageChicago
ANC Anchorage - MDW Chicago Midway
ANCMDW
Anchorage
Mon 12/14
1:15 am-6:01 pm
2 stops13h 46m
Chicago Midway
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
AnchorageChicago
ANC Anchorage - MDW Chicago Midway
ANCMDW
Anchorage
Sun 12/13
1:15 am-4:50 pm
2 stops12h 35m
Chicago Midway
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
AnchorageChicago
ANC Anchorage - MDW Chicago Midway
ANCMDW
Anchorage
Fri 12/25
9:50 pm-11:03 am
1 stop10h 13m
Chicago Midway
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
AnchorageChicago
ANC Anchorage - MDW Chicago Midway
ANCMDW
Anchorage
Fri 1/15
9:45 pm-1:17 pm
2 stops12h 32m
Chicago Midway
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
AnchorageChicago
ANC Anchorage - MDW Chicago Midway
ANCMDW
Anchorage
Fri 12/11
4:03 pm-8:55 am
2 stops13h 52m
Chicago Midway
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
AnchorageChicago
ANC Anchorage - ORD Chicago O'Hare Intl
ANCORD
Anchorage
Mon 12/7
10:05 pm-9:04 am
1 stop7h 59m
Chicago O'Hare Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
Everything you need to know about your flight from Alaska to Illinois
Food
Overall
Boarding
Comfort
Entertainment
Crew
Reviews
Marty,Jun 2024
ANC - DEN
Food
Overall
Boarding
Comfort
Entertainment
Crew
Reviews
Marty,Jun 2024
ANC - DEN
Food
Overall
Boarding
Comfort
Entertainment
Crew
Reviews
Marty,Jun 2024
ANC - DEN
Food
Overall
Boarding
Comfort
Entertainment
Crew
Reviews
Marty,Jun 2024
ANC - DEN
Food
Overall
Boarding
Comfort
Entertainment
Crew
Reviews
Marty,Jun 2024
ANC - DEN
Find useful and relevant information for your journey from Alaska to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$204 | Average$535 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$331 | Average$489 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$339 | Average$611 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$357 | Average$498 | FlexibilityNo cancel fee | On-timeN/A |