Find Cheap Flights from Anchorage to Chicago (ANC - CHI)

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Anchorage to Chicago Flight Information

Avg. Flight Duration 6h 24m
Flights Arrive in Chicago
Flights Depart from Anchorage
Flight Price $449
Distance 2,852 miles
Airlines Delta, Alaska Airlines, United Airlines

Good to Know

Average Price:
$440
(avg. price over the last 2 weeks)
Good Deal:
$292
or less (round trip)

When to Book Flights from Anchorage to Chicago

Estimated round-trip price
Flight prices as travel date approaches
-1 day
-2 days

Top Tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $292 or less.
The cheapest flight from Anchorage to Chicago was found 58 days before departure, on average.
Book at least 4 weeks before departure in order to get a below-average price.
Morning departure is around 15% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Anchorage to Chicago Flights

How long does a flight from Anchorage to Chicago take?
An average nonstop flight takes 6h 00m, covering a distance of 2852 miles.
How many flights are there between Anchorage and Chicago?
There are 23 (nonstop) flights between Anchorage and Chicago per week, averaging 3 per day.
Which airlines provide the cheapest flights from Anchorage to Chicago?
In the past 3 days, the cheapest round-trip tickets were found on Delta ($449), Alaska Airlines ($618) and United Airlines ($682).
Do I need a passport to fly between Anchorage and Chicago?
No.
Which airlines fly most frequently between Anchorage and Chicago?
Alaska Airlines (2 times daily), United Airlines (1 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Anchorage to Chicago?
For Anchorage to Chicago, Wednesday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Chicago back to Anchorage, the best deals are generally found on Thursday, with Wednesday being the most expensive.

Book cheap flights from Anchorage to Chicago (round-trip)

Airports
Origin
Anchorage
$449
only
$449
Destination
Chicago
$449
only
$449
$894
only
$894
Wed, Jan 30
ANC
Anchorage
ORD
Chicago O'Hare International
14h 55m
Mon, Feb 4
ORD
Chicago O'Hare International
ANC
Anchorage
12h 30m
Trip: 6 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,388 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
SEA
SMF
Excellent 10.0

Pros: The crew

Cons: The turbulence. Poor california git lits of smoke.

MDW
ATL
Excellent 10.0

Pros: I liked the cookies and juice. The interactive screen to watch something. The cleanliness. The price. On time. The service. Thank you. The excitement of flying.

SMF
MSP
Excellent 10.0

Pros: Everything

Cons: Nothing

CDG
BOS
Excellent 10.0

Pros: Comfortable, not-overstuffed plane, friendly crew, excellent service, lots of good food & snacks. Travel as it used to be.

MCO
CVG
Excellent 8.6

Pros: Cincinnati airport was clean and efficient

Cons: MCO airport gate was a mess and did not have easy access to charge phones.

Sun, Nov 25
ANC
Anchorage
ORD
Chicago O'Hare International
6h 15m
Wed, Nov 28
ORD
Chicago O'Hare International
ANC
Anchorage
9h 10m
Trip: 4 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 41 reviews
Overall
8.6
Boarding
8.6
Comfort
8.3
Crew
8.9
Entertainment
7.9
Food
7.9
ANC
ORD
Excellent 8.3

Pros: 20 minute luggage delivery policy. Great entertainment system based on app and wifi. Free texting and messaging on flight to keep you connected. Usb and full charger available in every seat.

Cons: Limited reclining. Small pocket below table to hold your stuff. No food included in such a long flight (5.5 hours)

ANC
ORD
Excellent 8.0

Pros: Was in time. Leg space was good

ANC
ORD
Okay 4.3

Pros: A straight flight

Cons: The fact that I watched the crew throw my luggage 5 feet and broke things in my suitcase. The won't do anything about it

ANC
ORD
Excellent 10.0

Pros: Very professional staff yet personable, helpful with questions r/t the flight. Great flight and great landing! I love that you do not have to pay for every single thing and that the weight limit on luggage is still at 50 lbs! Definitely will use this airline again!

ANC
ORD
Good 7.6

Pros: Everything other than the seats

Cons: Seats. Especially when I paid more for Exit seats and found out the first row of exit seats did not recline.

Mon, Dec 24
ANC
Anchorage
ORD
Chicago O'Hare International
6h 00m
Sat, Dec 29
ORD
Chicago O'Hare International
ANC
Anchorage
6h 48m
Trip: 6 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 26 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
ANC
ORD
Good 7.3

Pros: The crew was very attentive and responsive to the needs of the flyers. They did numerous beverage calls for the long flight.

Cons: Nothing

ANC
ORD
Excellent 8.3

Pros: Everything you are..

ANC
ORD
Mediocre 2.3

Pros: The one crew member that talked the whole flight was nice

Cons: Entertainment was not given freely, as if you didn't just pay 300 per ticket to fly on United. It would cut in and out just to tell you it wanted your credit card. The seats were so full the middle person doesn't even have room to sit up straight without touching shoulders

FLL
IAH
Mediocre 2.0

Pros: Nothing

Cons: It’s a united flight so any expectation of being treated like a customer that actually pays for a ticket is a bridge too far.

ORD
PDX
Mediocre 3.6

Pros: Not much

Cons: Uncomfortable seats, no leg room, no outlets for charging, only two restrooms for economy and no aboard carry on. It was overall very uncomfortable and unenjoyable. Alaska is much better

Tue, Apr 30
ANC
Anchorage
ORD
Chicago O'Hare International
8h 20m
Tue, May 7
ORD
Chicago O'Hare International
ANC
Anchorage
8h 49m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,388 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
CDG
ATL
Excellent 9.3

Cons: plane was a bit old. tiny tv screen

MDW
ATL
Excellent 10.0

Pros: I liked the cookies and juice. The interactive screen to watch something. The cleanliness. The price. On time. The service. Thank you. The excitement of flying.

CDG
BOS
Excellent 10.0

Pros: Comfortable, not-overstuffed plane, friendly crew, excellent service, lots of good food & snacks. Travel as it used to be.

MSP
MCO
Excellent 8.6

Pros: Almost everything

Cons: Could not get entertainment interface with my tablet to work, especially since I paid extra to do so. Could not access live TV on my seat/chair screen.

CLT
ATL
Excellent 9.6

Pros: It was on time

Cons: Plane too cold.

Mon, May 6
ANC
Anchorage
ORD
Chicago O'Hare International
13h 50m
Sun, May 12
ORD
Chicago O'Hare International
ANC
Anchorage
9h 40m
Trip: 7 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,388 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
CLT
ATL
Excellent 9.6

Pros: It was on time

Cons: Plane too cold.

MCO
CVG
Excellent 8.6

Pros: Cincinnati airport was clean and efficient

Cons: MCO airport gate was a mess and did not have easy access to charge phones.

MSP
MCO
Excellent 8.6

Pros: Almost everything

Cons: Could not get entertainment interface with my tablet to work, especially since I paid extra to do so. Could not access live TV on my seat/chair screen.

MDW
ATL
Excellent 10.0

Pros: I liked the cookies and juice. The interactive screen to watch something. The cleanliness. The price. On time. The service. Thank you. The excitement of flying.

MSP
ORD
Good 7.6

Pros: On time/ early arrival!

Cons: Most bring on 2 large carry ons slowing down boarding an de- planeing.

Thu, Dec 20
ANC
Anchorage
ORD
Chicago O'Hare International
13h 19m
Sun, Dec 23
ORD
Chicago O'Hare International
ANC
Anchorage
12h 20m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,388 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
CDG
BOS
Excellent 10.0

Pros: Comfortable, not-overstuffed plane, friendly crew, excellent service, lots of good food & snacks. Travel as it used to be.

CLT
ATL
Excellent 9.6

Pros: It was on time

Cons: Plane too cold.

SMF
MSP
Excellent 10.0

Pros: Everything

Cons: Nothing

MCO
CVG
Excellent 8.6

Pros: Cincinnati airport was clean and efficient

Cons: MCO airport gate was a mess and did not have easy access to charge phones.

MSP
ORD
Good 7.6

Pros: On time/ early arrival!

Cons: Most bring on 2 large carry ons slowing down boarding an de- planeing.

Sat, Nov 24
ANC
Anchorage
MDW
Chicago Midway
7h 43m
Tue, Nov 27
MDW
Chicago Midway
ANC
Anchorage
13h 43m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,388 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
MCO
CVG
Excellent 8.6

Pros: Cincinnati airport was clean and efficient

Cons: MCO airport gate was a mess and did not have easy access to charge phones.

SEA
SMF
Excellent 9.3

Cons: The flight was very hot. Passengers near me were sweating and we Hall had thick layers on because it was cold out. I understand trying to make it warm it there’s no need to turn up the heat that high.

SEA
SMF
Excellent 10.0

Pros: The crew

Cons: The turbulence. Poor california git lits of smoke.

CDG
ATL
Excellent 9.3

Cons: plane was a bit old. tiny tv screen

MDW
ATL
Excellent 10.0

Pros: I liked the cookies and juice. The interactive screen to watch something. The cleanliness. The price. On time. The service. Thank you. The excitement of flying.

Mon, Nov 19
ANC
Anchorage
ORD
Chicago O'Hare International
12h 23m
Sat, Nov 24
ORD
Chicago O'Hare International
ANC
Anchorage
11h 02m
Trip: 6 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,388 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
MSP
ORD
Good 7.6

Pros: On time/ early arrival!

Cons: Most bring on 2 large carry ons slowing down boarding an de- planeing.

MCO
CVG
Excellent 8.6

Pros: Cincinnati airport was clean and efficient

Cons: MCO airport gate was a mess and did not have easy access to charge phones.

ATL
SLC
Excellent 8.0

Cons: Plane was delayed 90 minutes due to late crew. Plane was very old, only outside bins held carryons.

CDG
ATL
Excellent 9.3

Cons: plane was a bit old. tiny tv screen

SEA
SMF
Excellent 9.3

Cons: The flight was very hot. Passengers near me were sweating and we Hall had thick layers on because it was cold out. I understand trying to make it warm it there’s no need to turn up the heat that high.

Mon, Nov 19
ANC
Anchorage
MDW
Chicago Midway
13h 16m
Sat, Nov 24
MDW
Chicago Midway
ANC
Anchorage
13h 52m
$1002
Trip: 6 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,388 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
CDG
BOS
Excellent 10.0

Pros: Comfortable, not-overstuffed plane, friendly crew, excellent service, lots of good food & snacks. Travel as it used to be.

MDW
ATL
Excellent 10.0

Pros: I liked the cookies and juice. The interactive screen to watch something. The cleanliness. The price. On time. The service. Thank you. The excitement of flying.

IND
CDG
Excellent 8.6

Pros: It is good to be able to go straight to Paris without connecting.

Cons: Boarding was a bit slow.

MSP
ORD
Good 7.6

Pros: On time/ early arrival!

Cons: Most bring on 2 large carry ons slowing down boarding an de- planeing.

CDG
ATL
Excellent 9.3

Cons: plane was a bit old. tiny tv screen

Sat, Dec 29
ANC
Anchorage
MDW
Chicago Midway
9h 03m
Thu, Jan 3
MDW
Chicago Midway
ANC
Anchorage
8h 25m
$1036
Trip: 6 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,388 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
SMF
MSP
Excellent 10.0

Pros: Everything

Cons: Nothing

MDW
ATL
Excellent 10.0

Pros: I liked the cookies and juice. The interactive screen to watch something. The cleanliness. The price. On time. The service. Thank you. The excitement of flying.

MSP
ORD
Good 7.6

Pros: On time/ early arrival!

Cons: Most bring on 2 large carry ons slowing down boarding an de- planeing.

IND
CDG
Excellent 8.6

Pros: It is good to be able to go straight to Paris without connecting.

Cons: Boarding was a bit slow.

CDG
ATL
Excellent 9.3

Cons: plane was a bit old. tiny tv screen

Thu, Dec 20
ANC
Anchorage
MDW
Chicago Midway
13h 29m
Sun, Dec 23
MDW
Chicago Midway
ANC
Anchorage
12h 06m
$1411
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,388 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
MSP
MCO
Excellent 8.6

Pros: Almost everything

Cons: Could not get entertainment interface with my tablet to work, especially since I paid extra to do so. Could not access live TV on my seat/chair screen.

CLT
ATL
Excellent 9.6

Pros: It was on time

Cons: Plane too cold.

IND
CDG
Excellent 8.6

Pros: It is good to be able to go straight to Paris without connecting.

Cons: Boarding was a bit slow.

CDG
ATL
Excellent 9.3

Cons: plane was a bit old. tiny tv screen

ATL
SLC
Excellent 8.0

Cons: Plane was delayed 90 minutes due to late crew. Plane was very old, only outside bins held carryons.

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