£144 Cheap Flights from Anchorage (ANC) to Chicago (ORD)

View £144 flight on Mon, 1 Jun 2026Opens 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 £144 for one-way flights and £329 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Sun, 14 Jun - Sun, 21 Jun
ANC
Anchorage
ORD
Chicago
£329 Return, found 1 day ago
£329
Return
found 1 day ago
Select Alaska Airlines flight, departing Sun, 14 Jun from Anchorage to Chicago, returning Sun, 21 Jun, priced at £329 found 1 day ago
Alaska Airlines
Sun, 14 Jun - Sun, 21 Jun
ANC
Anchorage
ORD
Chicago
£337 Return, found 1 day ago
£337
Return
found 1 day ago
Select Alaska Airlines flight, departing Sun, 14 Jun from Anchorage to Chicago, returning Sun, 21 Jun, priced at £337 found 1 day ago
Alaska Airlines
Mon, 15 Jun - Mon, 22 Jun
ANC
Anchorage
ORD
Chicago
£362 Return, found 1 day ago
£362
Return
found 1 day ago
Select Alaska Airlines flight, departing Mon, 15 Jun from Anchorage to Chicago, returning Mon, 22 Jun, priced at £362 found 1 day ago
Alaska Airlines
Fri, 12 Jun - Fri, 19 Jun
ANC
Anchorage
ORD
Chicago
£388 Return, found 1 day ago
£388
Return
found 1 day ago
Select Alaska Airlines flight, departing Fri, 12 Jun from Anchorage to Chicago, returning Fri, 19 Jun, priced at £388 found 1 day ago
Alaska Airlines
Sun, 14 Jun - Sun, 21 Jun
ANC
Anchorage
ORD
Chicago
£392 Return, found 1 day ago
£392
Return
found 1 day ago
Select Alaska Airlines flight, departing Sun, 14 Jun from Anchorage to Chicago, returning Sun, 21 Jun, priced at £392 found 1 day ago
Alaska Airlines
Fri, 12 Jun - Fri, 19 Jun
ANC
Anchorage
ORD
Chicago
£395 Return, found 1 day ago
£395
Return
found 1 day ago
Select Alaska Airlines flight, departing Fri, 12 Jun from Anchorage to Chicago, returning Fri, 19 Jun, priced at £395 found 1 day ago
Alaska Airlines
Sun, 14 Jun - Sun, 21 Jun
ANC
Anchorage
ORD
Chicago
£396 Return, found 1 day ago
£396
Return
found 1 day ago
Select Alaska Airlines flight, departing Sun, 14 Jun from Anchorage to Chicago, returning Sun, 21 Jun, priced at £396 found 1 day ago

Frequently asked questions

What is the cheapest month to fly from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
January is typically the cheapest month to fly from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.), with average return fares of approximately £267. This is about 34% lower than the average price throughout the year. January sees lower prices because it falls after the holiday travel rush, when demand drops and airlines compete for bookings. Other cheap months to fly from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.) include September and October.
Which airlines fly direct from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Enter ANC to ORD and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
How do I find cheap flights from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
To find a cheap flight from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.), 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 airline to fly with from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The best airline to fly with from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.) will differ from traveller to traveller. If you like to fly early, UA offers early morning flights. If price is the most important factor, UA typically offers the lowest fares. AS offers the most daily flights from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.), which is brilliant if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The best time to fly from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.) depends on what you're looking for. If you're focused on getting the best deal, January and October are typically the cheapest months, with average return flights around £267. However, if you prefer to travel when there are plenty of flight options and a higher volume of travelers, August is the most popular month. This information is based on booking data from the past year.
How many flights per day from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
When flying from Ted Stevens Anchorage Intl. (ANC) to O'Hare Intl. (ORD), you'll find approximately 3 nonstop flights per day. For even more choice, look at flights that include layovers, as there are around 27 connecting flights per day. Some common connection points include Seattle - Tacoma Intl. (SEA), Denver Intl. (DEN), and Portland Intl. (PDX).
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 at approximately 12:05 AM local time, operated by Alaska Airlines and United Airlines. This is a seasonal service active in December. An early departure like this can help maximise your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
For flights from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.), you'll typically find the most options on a Saturday, with around 38 flights available. This gives you a good selection for your travel plans. Major airlines on this route include Alaska Airlines, Delta Air Lines, and United Airlines. Flight schedules are consistent throughout the week, with Saturday offering only slightly more flights than other days.
What are the most popular departure times for flights from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The most popular departure times for flights from Ted Stevens Anchorage Intl. (ANC) to O'Hare Intl. (ORD) are in the late evening, from 9pm to midnight. About 28% of passengers prefer this time window. Many major carriers, including Delta, United Airlines and Alaska Airlines, offer flights during this window. These times work well because you can maximise your time in Anchorage before your evening flight, and you'll arrive in Chicago in the morning.
How long does it take to fly from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
A nonstop flight from ANC to ORD typically takes around 6 hours 20 minutes, covering approximately 2,838 miles. Connecting flights on this route usually add 6 hours 30 minutes to your travel time. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Select the "Business class" and "First class" filters when looking for ANC to 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 from Ted Stevens Anchorage Intl. (ANC)?
From Ted Stevens Anchorage Intl. (ANC), you can fly into O'Hare Intl. (ORD) and Midway Intl. (MDW) in Chicago. Some flights may connect through major hubs like Seattle - Tacoma Intl. (SEA), Portland Intl. (PDX), 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-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
If you booked your Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.) 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
£329
Distance
4540 km
Average flight time
9 hours 17 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 £329 and range up to £396.  

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 June, 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.