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

View AU$313 flight on Thu, 1 Oct 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 for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, 8 Sept - Fri, 18 Sept
ANC
Anchorage
ORD
Chicago
AU$629 Return, found 4 days ago
AU$629
Return
found 4 days ago
Select Delta flight, departing Tue, 8 Sept from Anchorage to Chicago, returning Fri, 18 Sept, priced at AU$629 found 4 days ago
Delta
Tue, 8 Sept - Fri, 18 Sept
ANC
Anchorage
ORD
Chicago
AU$654 Return, found 4 days ago
AU$654
Return
found 4 days ago
Select Delta flight, departing Tue, 8 Sept from Anchorage to Chicago, returning Fri, 18 Sept, priced at AU$654 found 4 days ago
Delta
Tue, 8 Sept - Fri, 18 Sept
ANC
Anchorage
ORD
Chicago
AU$672 Return, found 4 days ago
AU$672
Return
found 4 days ago
Select Delta flight, departing Tue, 8 Sept from Anchorage to Chicago, returning Fri, 18 Sept, priced at AU$672 found 4 days ago
United
Mon, 7 Sept - Sat, 19 Sept
ANC
Anchorage
ORD
Chicago
AU$679 Return, found 4 days ago
AU$679
Return
found 4 days ago
Select United flight, departing Mon, 7 Sept from Anchorage to Chicago, returning Sat, 19 Sept, priced at AU$679 found 4 days ago
Delta
Tue, 8 Sept - Fri, 18 Sept
ANC
Anchorage
ORD
Chicago
AU$697 Return, found 4 days ago
AU$697
Return
found 4 days ago
Select Delta flight, departing Tue, 8 Sept from Anchorage to Chicago, returning Fri, 18 Sept, priced at AU$697 found 4 days ago
United
Mon, 7 Sept - Sat, 19 Sept
ANC
Anchorage
ORD
Chicago
AU$705 Return, found 4 days ago
AU$705
Return
found 4 days ago
Select United flight, departing Mon, 7 Sept from Anchorage to Chicago, returning Sat, 19 Sept, priced at AU$705 found 4 days ago
Delta
Tue, 8 Sept - Fri, 18 Sept
ANC
Anchorage
ORD
Chicago
AU$706 Return, found 4 days ago
AU$706
Return
found 4 days ago
Select Delta flight, departing Tue, 8 Sept from Anchorage to Chicago, returning Fri, 18 Sept, priced at AU$706 found 4 days ago
Delta
Tue, 8 Sept - Fri, 18 Sept
ANC
Anchorage
ORD
Chicago
AU$714 Return, found 4 days ago
AU$714
Return
found 4 days ago
Select Delta flight, departing Tue, 8 Sept from Anchorage to Chicago, returning Fri, 18 Sept, priced at AU$714 found 4 days ago
Delta
Tue, 8 Sept - Fri, 18 Sept
ANC
Anchorage
ORD
Chicago
AU$719 Return, found 4 days ago
AU$719
Return
found 4 days ago
Select Delta flight, departing Tue, 8 Sept from Anchorage to Chicago, returning Fri, 18 Sept, priced at AU$719 found 4 days ago
American Airlines
Mon, 7 Sept - Sat, 19 Sept
ANC
Anchorage
ORD
Chicago
AU$761 Return, found 4 days ago
AU$761
Return
found 4 days ago
Select American Airlines flight, departing Mon, 7 Sept from Anchorage to Chicago, returning Sat, 19 Sept, priced at AU$761 found 4 days ago

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-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 traveler to traveler. If you like to fly early, United offers early morning flights. If price is the most important factor, United typically offers the lowest fares. Alaska Airlines offers the most daily flights from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.), which is great 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 cheapest months to fly from Anchorage (ANC) to Chicago (ORD) are typically January and October, with average return flights around AU$533. These months often offer lower fares because they fall outside of peak travel seasons, giving you a good opportunity to find a deal. While these might not be the most popular times to travel, they're excellent if you're looking for more budget-friendly options.
How many flights per day from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You'll find around 3 nonstop flights per day from Ted Stevens Anchorage Intl. (ANC) to O'Hare Intl. (ORD). For even more choices, look at flights that include layovers, as there are approximately 19 connecting flights per day. Some common connection points include Seattle - Tacoma Intl. (SEA), Denver Intl. (DEN), and Minneapolis - St. Paul Intl. (MSP).
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.
What day of the week has the most flights from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You'll typically find the most flights from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.) on a Saturday, with around 40 flights available. This gives you a good selection of options for your travel plans. Major airlines on this route include Alaska Airlines, Delta, and United. Looking at the overall week, Saturday offers notably more flight options compared to other days, making it a great day to consider for your journey.
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 Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.) are in the late evening, from 9pm to midnight. Many major carriers, including Alaska Airlines, Delta and United, offer flights during this window. Many travellers prefer this because it allows you to make the most of your day in Anchorage before your flight, and you'll arrive in Chicago ready to start your day.
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-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You can fly business class or first class between ANC and ORD. You can fly business class with Delta.First class cabins are available on Alaska Airlines, Delta, United, and American Airlines.
How do I earn miles on a Anchorage, AK (ANC) to Chicago, IL (ORD) flight with Expedia?
It's easy to earn miles on a Anchorage, AK (ANC) to Chicago, IL (ORD) 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) to Chicago, IL (ORD) at the last minute?
Typically, booking a last minute flight from Anchorage, AK (ANC) to Chicago, IL (ORD) 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) to Chicago, IL (ORD) flight and hotel package?
Securing a Anchorage, AK (ANC) to Chicago, IL (ORD) 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.
Return price
AU$628
Distance
4540 km
Average flight time
9 hours 15 mins

Book with confidence

Your quick guide to flights from Anchorage to Chicago

Pick up great flights from Anchorage to Chicago

With Expedia, you have your pick of flights a day with 20 airlines covering flights from Anchorage to Chicago. Whether you’re on a business trip, a family holiday or a luxury break, just enter your travel dates, hit search then check out your choice of flights. Select from return, one way or multi-city flights, and use the advance search tool if you want a direct or refundable flight. You can narrow your search to show you just your preferred cabin class and airline, too. It’s all easy. You can book direct flights from Anchorage to Chicago that take around hours.

Find cheap flights from Anchorage to Chicago

From the great flight deals with prices currently ranging from AU$629 to AU$761, you can choose to see the cheapest flights first. Generally, you can book the cheapest flights from Anchorage to Chicago around 4 to 6 weeks in advance. If your travel dates are flexible, try to avoid weekends and peak seasons – when you are more likely to grab the lowest prices. Even last minute, there are some impressive deals. The cheapest time to fly to Chicago is normally in September.

Reasons to book your flight from Anchorage to Chicago with Expedia

Expedia makes it easy to find, book, and travel, with everything you need all in one place. When you enter your travel details, find fantastic deals just for you on flight tickets from Anchorage to Chicago across all the main airline carriers, so you can save time, dollars, and hassle finding the perfect flight. If you think your plans could change, choose refundable flights so any changes won’t cost you more. Book your flight to Chicago right now and, if you join Expedia Rewards, you earn points this time and every time you travel with Expedia.

Your quick guide to flights from Anchorage to Chicago

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