Cheap Flights from Chicago to Alaska from P19,430 Return

Flight deals from Chicago to Alaska

Looking for cheap tickets from Chicago to Alaska, or a last-minute trip? Find the lowest prices on one-way and return tickets right here.

Anchorage.P19,430 per passenger.Departing Mon, 26 Jan, returning Fri, 20 Feb.Return flight with Hawaiian Airlines.Outbound indirect flight with Hawaiian Airlines, departs from Chicago O'Hare International on Mon, 26 Jan, arriving in Anchorage International.Inbound indirect flight with Hawaiian Airlines, departs from Anchorage International on Fri, 20 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From P19,430, select.

Fairbanks.P21,646 per passenger.Departing Tue, 10 Feb, returning Sat, 14 Feb.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Tue, 10 Feb, arriving in Fairbanks International.Inbound indirect flight with Delta, departs from Fairbanks International on Sat, 14 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From P21,646, select.

Juneau.P40,009 per passenger.Departing Thu, 11 Jun, returning Fri, 19 Jun.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Thu, 11 Jun, arriving in Juneau.Inbound indirect flight with Delta, departs from Juneau on Fri, 19 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From P40,009, select.

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Flying from Chicago to Alaska

Arm yourself with these facts on the fly.

Cheapest flight found	P19,430
Cheapest month to fly	January
Average flight time	6 hrs, 1 min
Cheapest airport to fly from	Chicago O'Hare International
Most popular airline	American Airlines

How to find cheap flights from Chicago to Alaska

We've compared the best online travel agents and flight providers on the internet to find the cheapest plane tickets from Chicago to Alaska. Other savvy travellers recently found return flights from P19,430 and one-way tickets from P10,563 one-way. Ready to join them? Here are a few tips to help you do it the smart way.

Fly from Chicago O'Hare International into Anchorage International

At the moment, the lowest priced flight tickets to Alaska are from Chicago O'Hare International Airport to Anchorage International Airport.

Fly in January

We crunched the flight calendar and found the cheapest time to fly from Chicago to Alaska is currently January.

Flex your dates for the best rates

If you’re flexible on your departure dates, you can use Skyscanner's whole month tool to find the cheapest day of the year to fly from Chicago to anywhere you choose in Alaska.

Watch as fares rise and fall

With Price Alerts, we'll let you know when flight prices from Chicago to Alaska go up or down so you can book when the time is just right.

Relax – these are fee-free flight tickets

With us, there are no added fees – the Alaska to Alaska flight price you see when you search with us is what you pay to the provider.

Frequently asked questions

What's the average Chicago to Alaska flight price?

We looked at all of the upcoming return flights from Chicago to Alaska we could find over the next 12 months. It looks like P19,430 is the best price. This is good, compared to the average Alaska ticket price of P27,028.

What is the cheapest month to fly from Chicago to Alaska?

The cheapest month to fly from Chicago to Anchorage International Airport is currently January. The cheapest month to fly from Chicago to Juneau Airport is usually June. And the cheapest month to fly from Chicago to Fairbanks International Airport is usually February.

Which upcoming date is cheapest to fly from Chicago to Alaska on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Alaska on Monday, 26 January 2026.

Are there any direct flights from Chicago to Alaska?

Chicago O'Hare International Airport offers direct flights to Alaska.

If I'm flying from Chicago, where in Alaska is cheapest to fly into?

If you're flying from Chicago, the cheapest city in Alaska to fly into is Anchorage. The cheapest airport serving Anchorage at the moment is Anchorage International.