Illinois

$266+ Cheap flights from Alaska to Illinois

ANC — ORD
Dec 9 — Dec 161
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Cheap flight deals from Alaska to Illinois

Cheapest flights from Alaska to Illinois

Sun 12/61:15 am -
1 stop12h 35m
Sun 12/136:40 am -
1 stop11h 24m
Deal found 11/6$553
Sun 12/61:37 am -
1 stop8h 33m
Sun 12/136:00 am -
2 stops21h 47m
Deal found 11/6$558
Mon 12/710:05 pm -
1 stop10h 54m
Sun 12/139:37 am -
2 stops14h 16m
Deal found 11/6$558
Wed 12/21:15 am -
1 stop12h 35m
Mon 12/76:40 am -
1 stop11h 24m
Deal found 11/6$571
Thu 12/310:05 pm -
1 stop7h 50m
Mon 12/712:39 pm -
1 stop11h 14m
Deal found 11/6$571
Fri 12/112:26 am -
1 stop18h 33m
Sun 12/208:59 pm -
1 stop17h 03m
Deal found 11/7$573
Tue 11/244:04 pm -
2 stops14h 00m
Mon 12/145:55 pm -
1 stop10h 50m
Deal found 11/7$576
Sat 12/124:03 pm -
2 stops14h 01m
Sun 12/206:00 am -
1 stop9h 51m
Deal found 11/8$578
Sat 12/54:03 pm -
2 stops15h 56m
Sun 12/136:20 am -
2 stops11h 44m
Deal found 11/5$583
Fri 12/410:05 pm -
1 stop10h 47m
Fri 12/116:40 am -
1 stop11h 24m
Deal found 11/6$586
Fri 12/410:05 pm -
1 stop10h 54m
Fri 12/111:41 pm -
2 stops15h 04m
Deal found 11/6$591
Mon 11/301:15 am -
2 stops12h 35m
Mon 12/712:39 pm -
1 stop11h 14m
Deal found 11/9$614

Find flight deals from Alaska to Illinois

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
Provider with most accurate pricing for Anchorage-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Anchorage-Chicago (CHI) flights.
From Alaska to Illinois
One-way flight from Alaska to Illinois
Highest demand for flights based on searches. 15% potential increase in price ($91 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Alaska to Illinois.
Price to beat on a one-way flight from Alaska to Illinois.

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Alaska to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

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

$266

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

$266

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

$266

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

$271

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

$271

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

$271

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

$286

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

$291

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

$291

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

$304

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/8

Showing 1-10 of 49 resultsSorted by cheapest first
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Best time to book a flight from Alaska to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Alaska with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Alaska to Illinois

What is the cheapest month to book a flight from Alaska to Illinois?

Currently, February is the cheapest month in which you can book a flight from Alaska to Illinois (average of $358). Flying from Alaska to Illinois in January is currently the most expensive (average of $734). 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 AK to IL?

When flying from Alaska to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Alaska to Illinois

The most flights from USAK to USIL are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

How much does it cost to fly round-trip from Alaska to Illinois?

Airfare is typical for this route at the moment.
Alaska to Illinois flights typically cost between $459 and $1,089 in March.
The cheapest round-trip price found within the last 5 days was $517 on Alaska Airlines (Mar 30-Apr 13).

How far ahead should I book a flight from Alaska to Illinois?

Booking 70 days in advance of your planned departure date is, on average, the best time to get cheap flights from Alaska to Illinois. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

Reviews of airlines servicing Illinois

Read reviews from past customers who have flown Alaska Airlines,Delta, andUnited Airlines from Alaska to Illinois. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

7.0

Overall

7.9

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Marty,Jun 2024

ANC - DEN

Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.

Food

7.0

Overall

7.9

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Marty,Jun 2024

ANC - DEN

Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.

Food

7.0

Overall

7.9

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Marty,Jun 2024

ANC - DEN

Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.

Food

7.0

Overall

7.9

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Marty,Jun 2024

ANC - DEN

Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.

Food

7.0

Overall

7.9

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Marty,Jun 2024

ANC - DEN

Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.

Related info for your journey

  • How long is the flight from Alaska to Illinois?

    A quick flight from Alaska to Illinois can take about 7h 54m. Alaska Airlines provides one of the quickest options available for as low as $533. Airlines will cover a distance of 2852 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Alaska to Illinois one-way?

    The cheapest airlines for a one-way flight from Alaska to Illinois are Alaska Airlines ($168), United Airlines ($174), and Delta ($178).

  • Can I find deals for flights from Alaska to Illinois that include hotel bookings?

    Yes. In addition to deals on Alaska to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Alaska to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Alaska to Illinois.

  • Can I find deals for business class flights from Alaska to Illinois?

    Yes. Cheapflights offers flight deals from Alaska to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Alaska to Illinois?

    Currently, February is the cheapest month in which you can book a flight from Alaska to Illinois (average of $358). Flying from Alaska to Illinois in January is currently the most expensive (average of $734). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Alaska to Illinois

Top 4 airlines flying from Alaska to Illinois

AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$204Average$535FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$331Average$489FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$339Average$611FlexibilityNo cancel feeOn-time69%
DeltaCheapest$357Average$498FlexibilityNo cancel feeOn-timeN/A

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