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

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Good to Know

Average Price:
$609
(avg. price over the last 2 weeks)
Good Deal:
$465
or less (round trip)

When to Book Flights from Anchorage to Chicago

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 $465 or less.
The cheapest flight from Anchorage to Chicago was found 31 days before departure, on average.
Book at least 1 week before departure in order to get a below-average price.
Morning departure is around 8% 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 5h 45m, covering a distance of 2852 miles.
How many flights are there between Anchorage and Chicago?
There are 16 (nonstop) flights between Anchorage and Chicago per week, averaging 2 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 American Airlines ($467), Alaska Airlines ($480) and Multiple Airlines ($486).
Do I need a passport to fly between Anchorage and Chicago?
No.
Which airlines fly most frequently between Anchorage and Chicago?
Alaska Airlines (1 times daily), United (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 Wednesday is the most expensive. Flying from Chicago back to Anchorage, the best deals are generally found on Saturday, with Sunday being the most expensive.

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

Airports
Origin
Anchorage
$467
only
$467
Destination
Chicago
$467
only
$467
$596
only
$596
Wed, Mar 21
ANC
ORD
10h 45m
Mon, Apr 2
ORD
ANC
9h 28m
Trip: 13 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28211 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
LHR
ORD
Mediocre 2.0

Nothing really. I will never book from Kayak ever

Everything

DFW
SAN
Okay 5.3

Direct flight from desired origin to destination Boarding by zones

Uncomfortable, small, seat space with inadequate legroom. Lack of personal entertainment options. Paid extra for earlier boarding group which only benefited me by about 5 people. (NOT WORTH IT!) Lack of complimentary food options. (Pay for everything)

CLT
ILM
Mediocre 3.0

Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time.

CLT
LGA
Excellent 10.0

Ability to upgrade to first class

Security taking forever

JAX
DFW
Excellent 8.6

Polite. Clean. Nice business class.

Would like more Western food.

Thu, May 10
ANC
ORD
6h 22m
Sat, May 19
ORD
ANC
6h 27m
Trip: 10 days
7.7GoodShow reviews
Overall 7.7 Good
Based on 36 reviews
Overall
8.6
Boarding
8.7
Comfort
8.4
Crew
8.9
Entertainment
7.9
Food
8.0
ANC
ORD
Excellent 8.3

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.

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

ANC
ORD
Excellent 10.0

Pre-check, loaded and landed on time. Great pilot on the way home back to O'Hare. All flight attendants were super to work with...no hassles/problems.

No pillows for 6.25 hour flight:(

ANC
ORD
Excellent 10.0

I had an unforeseen challenge as I prepped to move my life from AK to WI. Where upon this arose, I called, and after extensive efforts, she managed to resolve my departure problems. Without going into too much detail, I will attempt to fly with Alaska Airlines whenever I can.

ANC
ORD
Mediocre 3.6

Not much at all really. Getting off the plane was nice.

I didn't like being at the airport all day to be within 15 minutes of boarding and all of the sudden the flight was delayed 5+ hours. I could have gotten a hotel for the night again. Then after we get on the flight we have to sit in Seattle for an hour and a half because they had to fuel the plane up and switch crews. Not impressed.

ANC
ORD
Excellent 8.0

Was in time. Leg space was good

Tue, Jun 19
ANC
ORD
13h 35m
Mon, Jun 25
ORD
ANC
6h 43m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Mar 12
ANC
MDW
9h 31m
Wed, Mar 14
MDW
ANC
11h 01m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
ATL
MEX
Excellent 10.0

Flight was on time, crew was friendly, plane was clean, and boarding was painless and efficient. Food was served which was a huge plus. I appreciate having a choice of almonds for a snack.

GDL
ATL
Excellent 9.0

Staff was great!

No TV for movies.

DTW
MEX
Excellent 8.3

Even though I was disappointed by not being able to get the boarding passes from Delta for Aeromexico’s connecting flight to Bogota, I had an agent greet me after customs in Mexico to issue the boarding pass so I could use the transfer flight line. Excellent service throughout the entire trip.

Confusion over my boarding pass at the Delta terminal in Detroit.

BOS
JFK
Excellent 9.3

The volume controls on the tv we’re pretty poor. Was either too loud or too soft with only 5-6 volume settings.

ECP
ATL
Excellent 9.6

We have been on 6 flights over the last 8 days, all with Delta and we have already started telling people how wonderful the service was. Sherry on this last flight was amazing, working so hard all by herself as our flight attendant. We were very impressed. And the pilots all came out to say goodbye and thank you. All very nice...esp for me who needed some wheelchair assistance. We will certainly fly with you again in the future.

Smaller plane but ok for short flight

Thu, Mar 29
ANC
ORD
8h 35m
Tue, Apr 3
ORD
ANC
10h 39m
Trip: 6 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28211 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
SAT
PHL
Excellent 8.0

I took American's first direct flight between Philadelphia and San Antonio. It was a nice plane, good service, and amenities for a cost. Love that the plane had plugs!

LHR
ORD
Mediocre 2.0

Nothing really. I will never book from Kayak ever

Everything

CLT
LGA
Excellent 10.0

Ability to upgrade to first class

Security taking forever

LAS
DFW
Excellent 8.0

Flight was punctual and service was good.

Gate change

SJU
MIA
Excellent 9.3

New onboard entertainment

Fri, Jun 15
ANC
ORD
5h 45m
Sat, Jun 23
ORD
ANC
6h 43m
Trip: 9 days
7.7GoodShow reviews
Overall 7.7 Good
Based on 36 reviews
Overall
8.6
Boarding
8.7
Comfort
8.4
Crew
8.9
Entertainment
7.9
Food
8.0
ANC
ORD
Excellent 8.3

The crew and the flight was awesome. Came in 50 minutes early!!!-

The screaming children I was surrounded by. No fault of the airline tho... The food smelled a lot better than it tasted tho... All three bites...

ANC
ORD
Good 6.0

No leg room

ANC
ORD
Excellent 10.0

I had an unforeseen challenge as I prepped to move my life from AK to WI. Where upon this arose, I called, and after extensive efforts, she managed to resolve my departure problems. Without going into too much detail, I will attempt to fly with Alaska Airlines whenever I can.

ANC
ORD
Okay 5.3

i liked that the flight attendants were attentaive.

the wifi which i paid for didnt work the entire tome and it was frustrating

ANC
ORD
Excellent 10.0

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!

Thu, May 31
ANC
ORD
11h 31m
Mon, Jun 4
ORD
ANC
6h 43m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Jul 5
ANC
ORD
5h 45m
Fri, Jul 13
ORD
ANC
6h 43m
Trip: 9 days
7.7GoodShow reviews
Overall 7.7 Good
Based on 36 reviews
Overall
8.6
Boarding
8.7
Comfort
8.4
Crew
8.9
Entertainment
7.9
Food
8.0
ANC
ORD
Excellent 10.0

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 7.0

Having an exit row

ANC
ORD
Good 7.6

Everything other than the seats

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

ANC
ORD
Mediocre 3.6

Not much at all really. Getting off the plane was nice.

I didn't like being at the airport all day to be within 15 minutes of boarding and all of the sudden the flight was delayed 5+ hours. I could have gotten a hotel for the night again. Then after we get on the flight we have to sit in Seattle for an hour and a half because they had to fuel the plane up and switch crews. Not impressed.

ANC
ORD
Excellent 8.0

Was in time. Leg space was good

Tue, Feb 27
ANC
ORD
20h 49m
Tue, Mar 6
ORD
ANC
20h 15m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Feb 26
ANC
ORD
14h 11m
Mon, Mar 12
ORD
ANC
11h 42m
Trip: 14 days
Overall 0.0 Poor
Based on 0 reviews
Fri, May 11
ANC
MDW
13h 15m
Sat, May 19
MDW
ANC
11h 43m
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
BOS
JFK
Excellent 9.3

The volume controls on the tv we’re pretty poor. Was either too loud or too soft with only 5-6 volume settings.

BOS
ATL
Okay 4.0

Comfort Plus allowed us to board early, useful USB ports.

ECP
ATL
Excellent 9.6

We have been on 6 flights over the last 8 days, all with Delta and we have already started telling people how wonderful the service was. Sherry on this last flight was amazing, working so hard all by herself as our flight attendant. We were very impressed. And the pilots all came out to say goodbye and thank you. All very nice...esp for me who needed some wheelchair assistance. We will certainly fly with you again in the future.

Smaller plane but ok for short flight

ATL
JNB
Okay 4.0

Aircraft seemed shabby despite refresh of Comfort Plus, food was really mediocre. Steer clear of the Asian Veg option.

BOS
BNA
Excellent 8.0

Service vey Good. Nice choices. Comfort seating very nice

WiFi awful. Useless.

Wed, Jun 20
ANC
MDW
10h 31m
Sun, Jun 24
MDW
ANC
11h 08m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
DTW
MEX
Excellent 8.3

Even though I was disappointed by not being able to get the boarding passes from Delta for Aeromexico’s connecting flight to Bogota, I had an agent greet me after customs in Mexico to issue the boarding pass so I could use the transfer flight line. Excellent service throughout the entire trip.

Confusion over my boarding pass at the Delta terminal in Detroit.

DTW
YOW
Excellent 9.3

Please see above. Sherry was amazing

Plane was small and older but it was a short flight

ATL
JNB
Okay 4.0

Aircraft seemed shabby despite refresh of Comfort Plus, food was really mediocre. Steer clear of the Asian Veg option.

ECP
ATL
Excellent 9.6

We have been on 6 flights over the last 8 days, all with Delta and we have already started telling people how wonderful the service was. Sherry on this last flight was amazing, working so hard all by herself as our flight attendant. We were very impressed. And the pilots all came out to say goodbye and thank you. All very nice...esp for me who needed some wheelchair assistance. We will certainly fly with you again in the future.

Smaller plane but ok for short flight

BOS
BNA
Excellent 8.0

Service vey Good. Nice choices. Comfort seating very nice

WiFi awful. Useless.

Wed, Feb 28
ANC
MDW
10h 51m
Tue, Mar 6
MDW
ANC
10h 59m
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
BOS
JFK
Excellent 9.3

The volume controls on the tv we’re pretty poor. Was either too loud or too soft with only 5-6 volume settings.

ECP
ATL
Excellent 9.6

We have been on 6 flights over the last 8 days, all with Delta and we have already started telling people how wonderful the service was. Sherry on this last flight was amazing, working so hard all by herself as our flight attendant. We were very impressed. And the pilots all came out to say goodbye and thank you. All very nice...esp for me who needed some wheelchair assistance. We will certainly fly with you again in the future.

Smaller plane but ok for short flight

GDL
ATL
Excellent 9.0

Staff was great!

No TV for movies.

ATL
JNB
Okay 4.0

Aircraft seemed shabby despite refresh of Comfort Plus, food was really mediocre. Steer clear of the Asian Veg option.

DTW
MEX
Excellent 8.3

Even though I was disappointed by not being able to get the boarding passes from Delta for Aeromexico’s connecting flight to Bogota, I had an agent greet me after customs in Mexico to issue the boarding pass so I could use the transfer flight line. Excellent service throughout the entire trip.

Confusion over my boarding pass at the Delta terminal in Detroit.

Show more results

Anchorage to Chicago Flight Information

Avg. Flight Duration 6h 17m
Flights Arrive in Chicago
Flights Depart from Anchorage
Flight Price $467
Distance 2852 miles
Airlines American Airlines, Alaska Airlines, Delta
*
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