Title: CA $221 Cheap Flights from Anchorage (ANC) to Chicago (ORD) - Expedia.ca ![City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # CA $221 Cheap Flights from Anchorage (ANC) to Chicago (ORD) [View CA $221 flight on Fri, Jun 19, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:ANC,to:ORD,departure:19/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:220.70&airProductToken=AQovCi0IwaYBEgM1NTMYoBMgrhwo1JeQAzDOmpADOFhAAFgBagJTVnIIT0gyT0FWQk4SCggBEAEYASoCQVMYASIECAEQASgCKAMoBDAB) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only ## Popular airlines from Ted Stevens Anchorage International Airport (ANC) to Chicago O'Hare International Airport (ORD) - ![Alaska Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AS.svg) Alaska Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:anc,to:ord,departure:27/10/2025TANYT&leg2=from:ord,to:anc,departure:03/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}]) - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.ca/Flights-Search?leg1=from:anc,to:ord,departure:27/10/2025TANYT&leg2=from:ord,to:anc,departure:03/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.ca/Flights-Search?leg1=from:anc,to:ord,departure:27/10/2025TANYT&leg2=from:ord,to:anc,departure:03/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:anc,to:ord,departure:27/10/2025TANYT&leg2=from:ord,to:anc,departure:03/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![Hawaiian Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_HA.svg) Hawaiian Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:anc,to:ord,departure:27/10/2025TANYT&leg2=from:ord,to:anc,departure:03/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"HA"}}]) - ![Southwest Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:anc,to:ord,departure:27/10/2025TANYT&leg2=from:ord,to:anc,departure:03/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) ![notification illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 30% on select hotels after you book a flight\* ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.ca/login) ## Cheap flights from Anchorage (ANC) to Chicago (ORD) Prices were available within the past 7 days and start at CA $221 for one-way flights and CA $471 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Alaska Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AS.gif) Mon, Jan 26 - Tue, Jan 27 ANC Anchorage ORD Chicago CA $471 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ANC,to:ORD,departure:26/01/2026TANYT&leg2=from:ORD,to:ANC,departure:27/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:470.70&airProductToken=AQpeCi0IwaYBEgMxMDQYoBMgkgEo-b6DAzDLwIMDOFhAAFgBagJTVnIIR0gyT0FKQk4KLQjBpgESAzUzOBiSASCuHCiOwoMDMIPEgwM4WEABWAFqAlNWcghHSDJPQUpCTgpeCi0IwaYBEgM1ODcYrhwgkgEo6MeDAzCGyoMDOFhAAFgBagJTVnIIR0gyT0FKQk4KLQjBpgESAzE4ORiSASCgEyizy4MDMJ3NgwM4WEABWAFqAlNWcghHSDJPQUpCThIKCAEQARgBKgJBUxgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, Jan 26 - Tue, Jan 27 ANC Anchorage ORD Chicago CA $471 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ANC,to:ORD,departure:26/01/2026TANYT&leg2=from:ORD,to:ANC,departure:27/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:470.70&airProductToken=AQptCjQIxJgBEgM5MjUYoBMgkgEo7LqDAzDIvIMDOEVAAFgBaglNQUlOQkFTSUNyCFZBVlNCNEJRCjUIxJgBEgQyMDU1GJIBIK4cKJi9gwMwjb-DAzhFQAFYAWoJTUFJTkJBU0lDcghWQVZTQjRCUQptCjUIxJgBEgQxNTQ0GK4cIMx8KMLIgwMwqcmDAzhFQABYAWoJTUFJTkJBU0lDcghWQVZTQjRCUQo0CMSYARIDMzc3GMx8IKATKMfLgwMwus6DAzhFQAFYAWoJTUFJTkJBU0lDcghWQVZTQjRCURIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, Jan 26 - Tue, Jan 27 ANC Anchorage ORD Chicago CA $475 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ANC,to:ORD,departure:26/01/2026TANYT&leg2=from:ORD,to:ANC,departure:27/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:474.32&airProductToken=AQptCjQIxJgBEgM5MjUYoBMgkgEo7LqDAzDIvIMDOEVAAFgBaglNQUlOQkFTSUNyCFZBVlNCNEJRCjUIxJgBEgQyMDU1GJIBIK4cKJi9gwMwjb-DAzhFQAFYAWoJTUFJTkJBU0lDcghWQVZTQjRCURIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![Alaska Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AS.gif) Mon, Jan 26 - Tue, Jan 27 ANC Anchorage ORD Chicago CA $512 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ANC,to:ORD,departure:26/01/2026TANYT&leg2=from:ORD,to:ANC,departure:27/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:511.70&airProductToken=AQpdCiwIwaYBEgI0NxigEyCSASjFvYMDMJ2_gwM4WEAAWAFqAlNWcghHSDJPQUpCTgotCMGmARIDNTM4GJIBIK4cKI7CgwMwg8SDAzhYQAFYAWoCU1ZyCEdIMk9BSkJOCl4KLQjBpgESAzQwORiuHCCSASjGzIMDMOzOgwM4WEAAWAFqAlNWcghPSDJPQUpCTgotCMGmARIDMjQ3GJIBIKATKKfPgwMwlNGDAzhYQAFYAWoCU1ZyCE9IMk9BSkJOEgoIARABGAEqAkFTGAEiBAgBEAEoAigDKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, Jan 26 - Tue, Jan 27 ANC Anchorage ORD Chicago CA $516 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ANC,to:ORD,departure:26/01/2026TANYT&leg2=from:ORD,to:ANC,departure:27/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:515.72&airProductToken=AQptCjQIxJgBEgM0NDcYoBMgzHwojr2DAzDYv4MDOEVAAFgBaglNQUlOQkFTSUNyCFZBVlNCNEJRCjUIxJgBEgQxNDcxGMx8IK4cKPu_gwMw2MCDAzhFQAFYAWoJTUFJTkJBU0lDcghWQVZTQjRCURIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, Jan 26 - Tue, Jan 27 ANC Anchorage ORD Chicago CA $528 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ANC,to:ORD,departure:26/01/2026TANYT&leg2=from:ORD,to:ANC,departure:27/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:527.10&airProductToken=AQptCjQIxJgBEgM0NDcYoBMgzHwojr2DAzDYv4MDOEVAAFgBaglNQUlOQkFTSUNyCFZBVlNBMEJDCjUIxJgBEgQxNTYzGMx8IK4cKKzCgwMwjMODAzhFQAFYAWoJTUFJTkJBU0lDcghWQVZTQTBCQwptCjUIxJgBEgQyMDU1GK4cIJIBKOTKgwMw_MyDAzhFQABYAWoJTUFJTkJBU0lDcghUQVZOQTBCUQo0CMSYARIDOTM2GJIBIKATKJLOgwMw88-DAzhFQAFYAWoJTUFJTkJBU0lDcghUQVZOQTBCURIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![Alaska Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AS.gif) Mon, Jan 26 - Tue, Jan 27 ANC Anchorage ORD Chicago CA $531 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ANC,to:ORD,departure:26/01/2026TANYT&leg2=from:ORD,to:ANC,departure:27/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:530.26&airProductToken=AQpgCi4IwaYBEgMzMDIYoBMg77gBKM26gwMwqryDAzhYQABYAWoCU1ZyCEdIMk9BSkJOCi4IwaYBEgMzMjQY77gBIK4cKIm9gwMw_r6DAzhYQAFYAWoCU1ZyCEdIMk9BSkJOEgoIARABGAEqAkFTGAEiBAgBEAEoAigDKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, Jan 26 - Tue, Jan 27 ANC Anchorage ORD Chicago CA $545 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ANC,to:ORD,departure:26/01/2026TANYT&leg2=from:ORD,to:ANC,departure:27/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:544.80&airProductToken=AQptCjQIxJgBEgM5MjUYoBMgkgEo7LqDAzDIvIMDOFZAAFgBaglNQUlOQ0xBU0NyCFZBVlNCNE1MCjUIxJgBEgQyMDU1GJIBIK4cKJi9gwMwjb-DAzhWQAFYAWoJTUFJTkNMQVNDcghWQVZTQjRNTBIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Mon, Jan 26 - Tue, Jan 27 ANC Anchorage ORD Chicago CA $583 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ANC,to:ORD,departure:26/01/2026TANYT&leg2=from:ORD,to:ANC,departure:27/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:582.50&airProductToken=AQplCjAI1YIBEgM1NDgYoBMgg2kouL6DAzD1wIMDOEdAAFgBagUyX2Vjb3IIR0FBMkFRRE4KMQjVggESBDE0MTEYg2kgrhwoysGDAzDjwoMDOEdAAFgBagUyX2Vjb3IIR0FBMkFRRE4KZQoxCNWCARIEMTE3NhiuHCCDaSjLyoMDMPzLgwM4R0AAWAFqBTJfZWNvcghHQUEyQVFETgowCNWCARIDMjgwGINpIKATKMrNgwMwr9CDAzhHQABYAWoFMl9lY29yCEdBQTJBUUROEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwCw) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Mon, Jan 26 - Tue, Jan 27 ANC Anchorage ORD Chicago CA $602 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ANC,to:ORD,departure:26/01/2026TANYT&leg2=from:ORD,to:ANC,departure:27/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:601.65&airProductToken=AQpkCjAIwYIBEgQ3NDcyGKATIJIBKK27gwMwg72DAzhPQABYAWoETUFJTnIIT0gyT0FKTU4KMAjBggESBDIwNjkYkgEgrhwowL2DAzC7v4MDOE9AAVgBagRNQUlOcghPSDJPQUpNThIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ## Find the cheapest month to fly from Anchorage (ANC) to Chicago (ORD) ### September is typically the cheapest month to fly From CA $435 - CA $643 per traveller. Flight from Anchorage to Chicago (ANC - ORD) route information | Origin airport | Ted Stevens Anchorage Intl. | | --- | --- | | Destination airport | O'Hare Intl. | | Roundtrip price | CA $471 | | Distance | 4540 km | | Average flight time | 9 hours 19 mins | ## 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 $471 rising to CA $602.   Here are more money-saving tips:  - Fly in January 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. ## Frequently asked questions ### How much is a flight from Ted Stevens Anchorage International Airport to O'Hare Intl. Airport (ORD)? > Round-trip journeys from ANC to O'Hare Airport start from CA $471. This price is based on fares advertised within the last 7 days on Expedia for flights departing within the next year — book today to avoid missing out. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from Ted Stevens Anchorage Intl. Airport (ANC) to O'Hare Intl. Airport (ORD)? > The majority of flights can be cancelled online, but whether you incur a fee differs between airlines. If you do need to cancel your trip, follow the instructions in the [Customer Service Portal](https://www.expedia.ca/helpcenter). ### How do I find cheap flights from Ted Stevens Anchorage International Airport to ORD that have flexible change policies? > Flights from Ted Stevens Anchorage International Airport to ORD offering flexible change policies are available from several airlines. Simply use our "No change fees" filter during your search. You'll only need to pay the cost difference between the two flights, without any added fees to worry about. ### How many hours is the flight from Ted Stevens Anchorage International Airport to O'Hare Airport? > It takes around 7 hours and 37 minutes to journey from ANC to ORD. But with your favourite playlist and an interesting book, the hours will go by quicker. ### How far is the flight from Ted Stevens Anchorage International Airport to O'Hare Intl. Airport (ORD)? > With around 4,600 kilometres separating ANC and O'Hare Airport, your flight will be a long one. Pack wisely to make your journey more comfortable. Simple things like a spare pair of socks and a good neck pillow can make a big difference. ### Which airlines fly direct from Ted Stevens Anchorage Intl. Airport (ANC) to ORD? > There are a few airlines that travel directly from Ted Stevens Anchorage Intl. Airport (ANC) to O'Hare Intl. Airport (ORD). American Airlines (AA) is a great choice, offering 0 services on this route each month. If you're eager for more options, have a look at the ticket prices from Alaska Airlines (AS). This carrier operates 0 flights a month between these airports. ### Are Ted Stevens Anchorage International Airport to O'Hare Airport flight tickets cheaper when they're purchased at the last minute? > Last-minute bookings from ANC to O'Hare Airport can be hit-or-miss. You may be able to find a bargain, but you could also miss out entirely! If you'd rather start planning early on, Expedia compares flight deals up to 12 months in advance. Just bear in mind that not all airlines publish their prices so far in advance. Our advice? 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