287 € Cheap Flights from Anchorage International to Chicago

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Flight deals from Anchorage International to Chicago

Looking for a cheap last-minute deal or the best return flight from Anchorage International to Chicago? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Anchorage International to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Anchorage International to Chicago flights are currently cheapest in March.

Direct flights from Anchorage International to Chicago

Alternative Anchorage International to Chicago routes

Looking for the cheapest, fastest or easiest route from Anchorage International to Chicago? You could fly into the following airports instead.

Anchorage to Chicago: Flight information

The things to know before you go.
Cheapest flight found287 €
Cheapest month to flyMarch
Average flight time6 hrs, 3 mins
Most popular airlineUnited
Average flights per week63

Finding cheap flights from Anchorage International to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Anchorage International to Chicago is 287 €. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
6 hours and 3 minutes is the average flight time from Anchorage International to Chicago.
United, Qatar Airways and Alaska Airlines fly direct from Anchorage International to Chicago.
As of February 2026, there are 63 flights per week flying from Anchorage International to Chicago.
The cheapest month to fly from Anchorage International to Chicago is usually March.
If you're flying from Anchorage International Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from 287 €.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Anchorage International Airport to Chicago on Thursday, 19 March 2026.
Yes – the average flight time is 6 hours and 3 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In February, the average temperature is usually around -2°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, United offers the cheapest flight tickets to Chicago.

Flying from Ted Stevens Anchorage International Airport (ANC) to Chicago: what you need to know

  • The average duration of a direct flight from Ted Stevens Anchorage International Airport to Chicago is 6 hours 40 minutes.

  • Ted Stevens Anchorage International Airport is located in Anchorage. Based in the UTC-5 timezone, Chicago is three hours ahead of Anchorage.

  • The most popular route is from Ted Stevens Anchorage International Airport (ANC) to O'Hare International Airport (ORD). There are 14 services every week between these two airports. If you want to head off as soon as possible, the earliest flight from ANC to ORD is the 07:35 Alaska Airlines option. If you're planning to fly out later on, the final departure is at 23:59 with United Airlines.

  • To avoid missing your ANC to Chicago flight, leave enough time for things like baggage drop and finding your gate. Arriving two hours before international departures and an hour before domestic flights is the standard rule.

  • If you're flying during a major holiday or another peak period, give yourself extra time. A good general rule is two hours before domestic flights and up to four hours before international departures. Queues at security and check-in will be longer.

  • Direct Ted Stevens Anchorage International Airport to Chicago tickets are available for booking. O'Hare International Airport (ORD) is where you'll be touching down.

  • You can choose from a variety of airlines that operate direct flights from Ted Stevens Anchorage International Airport to Chicago, including:

  • ANC is around 6 kilometres from central Anchorage. If you're driving, catching a cab or ride-sharing from the centre, it'll take you 15 minutes or so to get there, depending on the traffic. If you're planning to take public transport, expect the trip time to be around 40 minutes.

  • Want an easy start to your holiday? Stay near ANC. Whether you've booked an early flight from Ted Stevens Anchorage International Airport to Chicago or just don't like being rushed, these hotels are all about convenience:

  • 79.27% of flights that depart Ted Stevens Anchorage International Airport reach their destination on schedule.

How to find the cheapest flights from Ted Stevens Anchorage International Airport (ANC) to Chicago

  • 143 € is currently the lowest price for a one-way Ted Stevens Anchorage International Airport to Chicago flight. A return plane ticket starts at 287 €. These fares may change based on availability and demand.

  • Book two months before your departure date. Pricing trends suggest that this is the ideal window for finding cheap flights from ANC to Chicago.

  • June is the best month for landing an awesome deal on Ted Stevens Anchorage International Airport to Chicago tickets. If you'd like to travel during a different time of year, the 'Whole month' tool will show you the lowest prices for every month.

  • Finding a cheap flight from ANC to Chicago is easy with Price Alerts. All you need to do is set up one of these automatic notifications and we'll let you know as soon as there's a better deal.

  • Select your ideal departure and arrival times, number of stops and airlines with our filters. Then, sort the results for your flight from Ted Stevens Anchorage International Airport to Chicago by 'Cheapest,' 'Best' or 'Fastest.'

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) is around 40 kilometres from central Chicago. If you're getting a cab or a ride-share, the drive takes roughly 35 minutes.

  • It takes around 55 minutes to get there using public transport.

  • The last thing you want is a long journey to your hotel if you're arriving on a late flight from Ted Stevens Anchorage International Airport to Chicago. Book one of these accommodation options near ORD instead:

  • Get your adventure underway by picking up an O'Hare International Airport rental car. Grab a set of wheels from Routes Car Rentals, Dollar or Budget and experience the lesser-explored corners of Chicago and beyond.

  • To lock in the lowest price, book your ride from O'Hare International Airport about four weeks in advance of your flight from ANC to Chicago.

  • The street address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Central Chicago is around 19 kilometres from Chicago Midway International Airport (MDW). After your flight from Ted Stevens Anchorage International Airport to Chicago has landed and you've navigated your way to arrivals, the drive should be around 20 minutes.

  • If you're travelling on public transport, it'll take around 45 minutes.

  • You'll find some comfortable places to park your luggage (and yourself) near MDW. Unwind and get cosy after your ANC to Chicago flight at one of these well-located options:

  • Forget about inconvenient public transport schedules or waiting forever for a cab. Grab a Chicago Midway International Airport rental car and go in any direction that inspires you. Compare availability and rates from Dollar, Hertz and Budget.

  • Call dibs on the best options. Reserving your ride from MDW four weeks ahead of time often means lower prices and a greater selection of vehicles.

  • Chicago Midway International Airport is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Chicago Rockford International Airport (RFD) is about 137 kilometres from the centre of Chicago. It'll take you about 1 hour 25 minutes to reach the city centre in a cab or ride-share once you've hopped off your flight from Ted Stevens Anchorage International Airport to Chicago.

  • Public transport can get you there in around 4 hours 15 minutes.

  • Enjoy a more leisurely start to your break by staying at a hotel near RFD after your ANC to Chicago flight. Recharge after a day of travel or just give yourself time to get your footing in a new city at:

  • Begin your journey without stressing over how to get to your next stop with a Chicago Rockford International Airport rental car. You can book your wheels with reliable suppliers here like Budget, Alamo and National.

  • Rental providers sometimes offer promotions on early bookings, so book your vehicle from RFD a few weeks in advance of your flight from Ted Stevens Anchorage International Airport to Chicago. A little prep work can make a big difference in cost.

  • Chicago Rockford International Airport's address is 2 Airport Cir.

Best time to go to Chicago

  • Visit Chicago in high season if you want a bustling atmosphere, but remember that hotel prices are usually higher. Alternatively, book your flights from Ted Stevens Anchorage International Airport to Chicago during low season when prices are cheaper and it's less crowded.

  • Lock in a Ted Stevens Anchorage International Airport to Chicago plane ticket with a departure in July if you want to visit the city during its warmest month. You can expect temperatures to range from 15ºC (59ºF) to 29ºC (84ºF).

  • January sees average temperatures of between -12ºC (10ºF) and 3ºC (37ºF). Search for a cheap ticket from ANC to Chicago around that time if you'd rather travel in cooler conditions.

More about Chicago

  • Start your Chicago trip off on the right foot by choosing the ideal place to stay. Once you've booked your flight from Ted Stevens Anchorage International Airport to Chicago, browse our selection of accommodation options including:

  • Art Institute of Chicago and Millennium Park are just a couple of the top attractions to put on your Chicago to-do list. Continue your sightseeing adventures at LandShark Beer Garden at Navy Pier.

Explore more of United States

  • Columbus is just one of the many cities in United States waiting to be discovered after you've experienced Chicago. Around 451 kilometres away to the south-east, its best attractions include Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • Indianapolis is another essential stop in United States and is around 257 kilometres south-east of Chicago. No trip is complete without dropping by The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.