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CA $332 Cheap Flights from Anchorage (ANC) to Chicago (ORD)

View CA $332 flight on Tue, Jun 8, 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 CA $332 for one-way flights and CA $693 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Thu, Nov 5 - Tue, Nov 10
ANC
Anchorage
ORD
Chicago
CA $693 Roundtrip, found 4 days ago
CA $693
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Nov 5 from Anchorage to Chicago, returning Tue, Nov 10, priced at CA $693 found 4 days ago
Alaska Airlines
Thu, Nov 5 - Tue, Nov 10
ANC
Anchorage
ORD
Chicago
CA $693 Roundtrip, found 4 days ago
CA $693
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Thu, Nov 5 from Anchorage to Chicago, returning Tue, Nov 10, priced at CA $693 found 4 days ago
Alaska Airlines
Thu, Nov 5 - Tue, Nov 10
ANC
Anchorage
ORD
Chicago
CA $694 Roundtrip, found 4 days ago
CA $694
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Thu, Nov 5 from Anchorage to Chicago, returning Tue, Nov 10, priced at CA $694 found 4 days ago
Delta
Thu, Nov 5 - Tue, Nov 10
ANC
Anchorage
ORD
Chicago
CA $707 Roundtrip, found 4 days ago
CA $707
Roundtrip
found 4 days ago
Select Delta flight, departing Thu, Nov 5 from Anchorage to Chicago, returning Tue, Nov 10, priced at CA $707 found 4 days ago
Delta
Thu, Nov 5 - Tue, Nov 10
ANC
Anchorage
ORD
Chicago
CA $721 Roundtrip, found 4 days ago
CA $721
Roundtrip
found 4 days ago
Select Delta flight, departing Thu, Nov 5 from Anchorage to Chicago, returning Tue, Nov 10, priced at CA $721 found 4 days ago
Alaska Airlines
Mon, Nov 2 - Wed, Nov 4
ANC
Anchorage
ORD
Chicago
CA $722 Roundtrip, found 1 day ago
CA $722
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Mon, Nov 2 from Anchorage to Chicago, returning Wed, Nov 4, priced at CA $722 found 1 day ago
United
Thu, Nov 5 - Tue, Nov 10
ANC
Anchorage
ORD
Chicago
CA $742 Roundtrip, found 4 days ago
CA $742
Roundtrip
found 4 days ago
Select United flight, departing Thu, Nov 5 from Anchorage to Chicago, returning Tue, Nov 10, priced at CA $742 found 4 days ago
Delta
Mon, Oct 12 - Mon, Oct 19
ANC
Anchorage
ORD
Chicago
CA $749 Roundtrip, found 4 days ago
CA $749
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Oct 12 from Anchorage to Chicago, returning Mon, Oct 19, priced at CA $749 found 4 days ago
American Airlines
Thu, Nov 5 - Tue, Nov 10
ANC
Anchorage
ORD
Chicago
CA $755 Roundtrip, found 4 days ago
CA $755
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Nov 5 from Anchorage to Chicago, returning Tue, Nov 10, priced at CA $755 found 4 days ago
American Airlines
Mon, Sep 28 - Mon, Oct 5
ANC
Anchorage
ORD
Chicago
CA $757 Roundtrip, found 4 days ago
CA $757
Roundtrip
found 4 days ago
Select American Airlines flight, departing Mon, Sep 28 from Anchorage to Chicago, returning Mon, Oct 5, priced at CA $757 found 4 days ago

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

October is typically the cheapest month to fly

From CA $588 - CA $731 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-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
If you're looking for the cheapest time to fly from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.), January is typically your best bet. You can expect average return flight prices around CA$496 during this month. January often sees lower prices because it falls after the busy holiday travel season, when demand for flights tends to decrease. Other budget-friendly months for this route include September and October.
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.
What is the cheapest airline that flies from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
United is one of the cheapest airlines offering nonstop return flights from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.), with tickets starting from around CA$468 for flights that can be booked for departure within the next year. Southwest Airlines offers one of the cheapest connecting return flights on this route, with a layover in Denver Intl. (DEN), starting from around CA$533. These prices are for economy/coach class per adult. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.
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 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) 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.
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) 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.
Roundtrip price
CA $692
Distance
4540 km
Average flight time
5 hours 29 mins

Book with confidence

Anchorage to Chicago Flights

The easy way to book your flights from Anchorage to Chicago 

With Expedia, it’s simple to find and book flights to Chicago from Anchorage whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to O'Hare Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Anchorage to Chicago today, tomorrow, or this week.  

 

Save dollars with cheap flights from Ted Stevens Anchorage Intl., ANC to O'Hare Intl., ORD 

Sort your search results by price to find great deals on your flight from Anchorage to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Anchorage currently is just CA $693 rising to CA $757.  

Here are more money-saving tips: 

  • Fly in November when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Chicago  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Chicago from Anchorage 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today.

Anchorage to Chicago Flights

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