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£158 Cheap Flights from Anchorage (ANC) to Chicago (ORD)

View £158 flight on Thu, 27 May 2027Opens in a new window

Popular airlines from Ted Stevens Anchorage International Airport (ANC) to Chicago O'Hare International Airport (ORD)

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Cheap Flights from Anchorage (ANC) to Chicago (ORD)

Prices were available within the past 7 days and start at £158 for one-way flights and £324 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Thu, 27 Aug - Thu, 3 Sept
ANC
Anchorage
ORD
Chicago
£324 Return, found 1 day ago
£324
Return
found 1 day ago
Select Alaska Airlines flight, departing Thu, 27 Aug from Anchorage to Chicago, returning Thu, 3 Sept, priced at £324 found 1 day ago
Alaska Airlines
Thu, 27 Aug - Thu, 3 Sept
ANC
Anchorage
ORD
Chicago
£332 Return, found 1 day ago
£332
Return
found 1 day ago
Select Alaska Airlines flight, departing Thu, 27 Aug from Anchorage to Chicago, returning Thu, 3 Sept, priced at £332 found 1 day ago
Alaska Airlines
Sun, 30 May - Thu, 3 Jun
ANC
Anchorage
ORD
Chicago
£337 Return, found 3 days ago
£337
Return
found 3 days ago
Select Alaska Airlines flight, departing Sun, 30 May from Anchorage to Chicago, returning Thu, 3 Jun, priced at £337 found 3 days ago
Alaska Airlines
Sun, 30 May - Thu, 3 Jun
ANC
Anchorage
ORD
Chicago
£338 Return, just found
£338
Return
just found
Select Alaska Airlines flight, departing Sun, 30 May from Anchorage to Chicago, returning Thu, 3 Jun, priced at £338 just found
Alaska Airlines
Sun, 30 May - Thu, 3 Jun
ANC
Anchorage
ORD
Chicago
£341 Return, found 3 days ago
£341
Return
found 3 days ago
Select Alaska Airlines flight, departing Sun, 30 May from Anchorage to Chicago, returning Thu, 3 Jun, priced at £341 found 3 days ago
Alaska Airlines
Sun, 30 May - Thu, 3 Jun
ANC
Anchorage
ORD
Chicago
£342 Return, just found
£342
Return
just found
Select Alaska Airlines flight, departing Sun, 30 May from Anchorage to Chicago, returning Thu, 3 Jun, priced at £342 just found
Alaska Airlines
Sun, 30 May - Thu, 3 Jun
ANC
Anchorage
ORD
Chicago
£344 Return, found 3 days ago
£344
Return
found 3 days ago
Select Alaska Airlines flight, departing Sun, 30 May from Anchorage to Chicago, returning Thu, 3 Jun, priced at £344 found 3 days ago
Alaska Airlines
Sun, 30 May - Thu, 3 Jun
ANC
Anchorage
ORD
Chicago
£346 Return, just found
£346
Return
just found
Select Alaska Airlines flight, departing Sun, 30 May from Anchorage to Chicago, returning Thu, 3 Jun, priced at £346 just found
Alaska Airlines
Sun, 30 May - Thu, 3 Jun
ANC
Anchorage
ORD
Chicago
£347 Return, just found
£347
Return
just found
Select Alaska Airlines flight, departing Sun, 30 May from Anchorage to Chicago, returning Thu, 3 Jun, priced at £347 just found
Alaska Airlines
Sun, 30 May - Thu, 3 Jun
ANC
Anchorage
ORD
Chicago
£350 Return, just found
£350
Return
just found
Select Alaska Airlines flight, departing Sun, 30 May from Anchorage to Chicago, returning Thu, 3 Jun, priced at £350 just found

Find the cheapest month to fly from Anchorage (ANC) to Chicago (ORD)

January is typically the cheapest month to fly

From £224 - £354 per traveller.

Frequently asked questions

How much does a flight from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.) cost?
You can find one-way and return flights from ANC to ORD with Expedia. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see our cheapest fares first, and use the Price Tracking tool to receive alerts when ANC to ORD ticket fares go up or down.
What is the cheapest month to fly from Anchorage, AK (ANC) to Chicago, IL (ORD)?
The cheapest months to fly from Anchorage, AK (ANC) to Chicago, IL (ORD) are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
There are 2 airlines offering direct flights from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.). These are:
  • United operates 12 direct flights from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.) every week.
  • American Airlines operates 7 direct flights from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.) every week.
How do I find cheap flights from Anchorage, AK (ANC) to Chicago, IL (ORD)?
To find a cheap flight from Anchorage, AK (ANC) to Chicago, IL (ORD), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Anchorage, AK (ANC) to Chicago, IL (ORD)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
What is the earliest flight from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The earliest flight from Ted Stevens Anchorage Intl. (ANC) to O'Hare Intl. (ORD) typically departs around 12:05 AM local time. This service is operated by Alaska Airlines and United. This is a seasonal service, active only in December. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
How long does it take to fly from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
A direct flight from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.) typically takes around 6 hours 18 minutes, covering a distance of approximately 4,567 kilometers. If you opt for a flight with one stop, your journey will usually be longer, taking about 10 hours 30 minutes. Flights with two or more stops generally take around 14 hours 18 minutes. Keep in mind that actual flight times can vary due to factors like wind patterns and air traffic, so it's always a good idea to allow for some extra time when planning your trip.
Can you fly business or first class from Anchorage, AK (ANC) to Chicago, IL (ORD)?
Select the "Business class" and "First class" filters when looking for Anchorage, AK (ANC) to Chicago, IL (ORD) flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight with Expedia?
It's easy to earn miles on a Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago, IL (ORD) from Anchorage, AK (ANC)?
If you're planning to travel to Chicago from Ted Stevens Anchorage Intl. (ANC), you can fly directly into O'Hare Intl. (ORD). Some flights may connect through major hubs like Seattle - Tacoma Intl. (SEA), Portland Intl. (PDX), or Denver Intl. (DEN) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.) at the last minute?
Typically, booking a last minute flight from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package?
Securing a Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Anchorage, AK (ANC) to Chicago, IL (ORD)?
If you booked your Anchorage, AK (ANC) to Chicago, IL (ORD) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Ted Stevens Anchorage Intl.
Destination airport
O'Hare Intl.
Airlines serving
Alaska Airlines
Return price
£324
Distance
4540 km
Average flight time
9 hours 19 mins

Book with confidence

Compare flights from Anchorage to Chicago easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from Anchorage to Chicago. Operating between them flights per day, 20 airlines cover the route. And fly direct, getting you to O'Hare Intl. in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Ted Stevens Anchorage Intl. to O'Hare Intl..  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from Ted Stevens Anchorage Intl. (ANC) to O'Hare Intl. (ORD)

The easiest way to view the best deals on flights from Anchorage to Chicago today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from Ted Stevens Anchorage Intl. to O'Hare Intl. start at just £324 and range up to £350.  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near Anchorage and Chicago
  • booking your flight during August, the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your Anchorage to Chicago flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Ted Stevens Anchorage Intl. to O'Hare Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Compare flights from Anchorage to Chicago easily and book with confidence

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*Available to Expedia members.