A mountainous landscape with a clear sky, a hiking trail, and two hikers.

Cheap Flights from Chicago (ORD) to Sitka (SIT)

Photo by State of Alaska/Mark Kelley
Open Photo by State of Alaska/Mark Kelley

Book with confidence

Chicago to Sitka Flights

The easy way to book your flights from Chicago to Sitka

With Expedia, it’s simple to find and book flights to Sitka from Chicago whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from airlines that cover this route. There are nonstop flights to Sitka, AK, 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 Chicago to Sitka today, tomorrow, or this week.

Save dollars with cheap flights from O'Hare Intl., ORD to Sitka, AK, SIT

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

Here are more money-saving tips:

  • Fly in when flight prices are normally at their lowest
  • Book about a month to 6 weeks before you travel for the best prices to Sitka
  • 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 Sitka from Chicago

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 Sitka with Expedia today.

Frequently Asked Questions

How much is a flight from O'Hare Airport to SIT?

The lowest price advertised for a round-trip journey from ORD to SIT is . But you better act quick. This price is based on fares offered within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Do I need to pay a cancellation fee if I cancel my flight from O'Hare Intl. Airport (ORD) to SIT?

The majority of flights can be cancelled online, but each air carrier has different terms and conditions. If you do have to cancel your flight, go to our Customer Service Portal and follow the instructions.

How do I find cheap flights from O'Hare Intl. Airport (ORD) to Sitka Airport that have flexible change policies?

Many airlines offer the option to move your flight without charging a fee. All you pay is the cost difference between flights. When looking for O'Hare Intl. Airport (ORD) to SIT flights, you'll find a "No change fees" box for you to select.

How far is the flight from ORD to SIT?

Around 3,700 kilometres separates Chicago and Sitka, so pack some entertainment to keep you busy for a couple of hours. That thrilling novel you haven't had time to start will do the trick.

Which airlines fly direct from ORD to Sitka Airport (SIT)?

If you want to travel straight from ORD to SIT, you'll have to book a flight with at least one stop. Unfortunately, there are no airlines that fly directly between these airports.

Are ORD to Sitka Airport flight tickets cheaper when they're purchased at the last minute?

It is possible to pick up amazing last-minute deals from ORD to SIT, but it's also possible to miss out altogether! As many airlines release seats up to a year in advance, it's worthwhile keeping an eye on fares early and being ready to pounce when you see a bargain. Expedia compares air carrier prices and updates flight deals all the time, so you can be sure you're always getting the latest offers.

Travel information

Origin airport
Chicago O'Hare International Airport
Destination airport
Sitka, AK
Distance
3,716 km away
Airlines serving
Alaska Airlines
Popular airline
Alaska Airlines
*Available to Expedia members.