HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Illinois

$255+ Cheap flights from Sitka (SIT) to Illinois

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
SIT — ORD
Mar 11 — Mar 181
Wed 3/11
Wed 3/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Sitka to Illinois with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Sitka to Illinois

Cheapest flights from Sitka to Illinois
Explore the most affordable flight options available from Sitka to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 9, 2026.

This Alaska Airlines deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/307:06 pm
SIT
-
ORD
3 stops25h 53m
Alaska Airlines
Wed 4/17:24 pm
ORD
-
SIT
3 stops30h 35m
Alaska Airlines
Deal found 2/5$517
This Alaska Airlines deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2611:26 am
SIT
-
ORD
1 stop9h 30m
Alaska Airlines
Mon 3/27:00 am
ORD
-
SIT
2 stops18h 59m
Alaska Airlines
Deal found 2/6$630
This Alaska Airlines deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2611:26 am
SIT
-
ORD
1 stop21h 35m
Alaska Airlines
Tue 3/37:00 am
ORD
-
SIT
1 stop14h 29m
Alaska Airlines
Deal found 2/6$841

Find flight deals from Sitka to Illinois

Keep the following information in mind while searching for Sitka to Illinois flight deals. Data was last updated February 9, 2026.

Round-trip from

$517
(Alaska Airlines)

One-way from

$255
(Expedia)
From Sitka to Illinois
Search Deals
One-way flight from Sitka to Illinois
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Sitka to Illinois that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 9, 2026.
Use the filters below to find and compare flights from Sitka to Illinois that are best for you.

Fly from

Sitka

Fly to

Illinois

Route

Depart

Return

Price

SitkaChicago

SIT - ORD

SITORD

Sitka

Mon 3/30

7:06 pm-11:59 pm

3 stops25h 53m

Chicago O'Hare Intl

Wed 4/1

7:24 pm-10:59 pm

3 stops30h 35m

$517

SitkaChicago

SIT - ORD

SITORD

Sitka

Tue 5/12

11:15 am-6:40 am

2 stops16h 25m

$255

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/7

Best time to book a flight from Sitka to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Sitka with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Sitka to Illinois
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Sitka to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Sitka to Illinois?

    Most people fly from Sitka (SIT) if they book a flight from Sitka to Illinois. Sitka is conveniently located just 1.2 mi from Sitka’s city center.

  • How long is the flight from Sitka to Illinois?

    For as low as $517, Alaska Airlines can have you in Illinois from Sitka in 25h 53m. The distance between Sitka and Illinois is about 2307 mi.

  • Can I find deals for flights from Sitka to Illinois that include hotel bookings?

    Yes. In addition to deals on Sitka to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Sitka to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Sitka to Illinois.

  • Can I find deals for business class flights from Sitka to Illinois?

    Yes. Cheapflights offers flight deals from Sitka to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Sitka to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
Anchorage to Seattle flights
Anchorage to Denver flights
Anchorage to Las Vegas flights
Anchorage to Minneapolis flights
Anchorage to Honolulu flights
Anchorage to Los Angeles flights
Anchorage to Orlando flights
Fairbanks to Seattle flights
Anchorage to Dallas/Fort Worth flights
Anchorage to San Francisco flights
Anchorage to O'Hare Intl flights
Anchorage to Newark flights
Anchorage to John F Kennedy Intl flights
Anchorage to Kailua-Kona flights
Anchorage to Sky Harbor Intl flights
Anchorage to Portland flights
Anchorage to LaGuardia flights
Anchorage to Salt Lake City flights
Anchorage to Atlanta flights
Anchorage to Hobby flights
Anchorage to San Diego flights
Anchorage to Kansas City flights
Anchorage to Miami flights
Anchorage to Ontario flights
Anchorage to Fresno flights
Anchorage to Jacksonville flights
Anchorage to Palm Springs flights
Anchorage to Kahului flights
Anchorage to Boston flights
Anchorage to New Orleans flights
Anchorage to Lihue flights
Juneau to Orlando flights
Anchorage to George Bush Intcntl flights
Anchorage to Nashville flights
Anchorage to Dulles Intl flights
Anchorage to Midway flights
Anchorage to San Antonio flights
Fairbanks to Raleigh flights
Anchorage to Missoula flights
Anchorage to Fort Myers flights
Anchorage to Austin flights
Anchorage to Bangor flights
Anchorage to Boise flights
Fairbanks to Philadelphia flights
Anchorage to San Jose flights
Anchorage to Baltimore flights
Fairbanks to Las Vegas flights
Fairbanks to Honolulu flights
Anchorage to Juneau flights
Anchorage to Springfield flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.