HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Sitka

$342+ Cheap flights from Illinois to Sitka (SIT)

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 3/15. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SIT
Mar 6 — Mar 131
Fri 3/6
Fri 3/13
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Illinois to Sitka 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 Illinois to Sitka

Cheapest flights from Illinois to Sitka
Explore the most affordable flight options available from Illinois to Sitka. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 4, 2026.

This Alaska Airlines deal was found by Cheapflights users on 2/3. 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.
Tue 10/276:00 am
ORD
-
SIT
2 stops15h 21m
Alaska Airlines
Sat 10/3110:57 am
SIT
-
ORD
2 stops17h 03m
Alaska Airlines
Deal found 2/3$476
This Alaska Airlines deal was found by Cheapflights users on 2/2. 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 8/137:40 pm
ORD
-
SIT
2 stops25h 40m
Alaska Airlines
Thu 8/2010:57 am
SIT
-
ORD
2 stops10h 02m
Alaska Airlines
Deal found 2/2$576
This Expedia deal was found by Cheapflights users on 2/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/68:00 am
ORD
-
SIT
3 stops17h 59m
Alaska Airlines
Fri 4/107:06 pm
SIT
-
ORD
2 stops25h 53m
Alaska Airlines
Deal found 2/2$581
This Expedia deal was found by Cheapflights users on 2/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/187:20 am
ORD
-
SIT
2 stops18h 24m
Alaska Airlines
Sat 7/257:00 am
SIT
-
ORD
2 stops19h 00m
Alaska Airlines
Deal found 2/1$640
This Alaska Airlines deal was found by Cheapflights users on 2/3. 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.
Tue 10/276:33 pm
MLI
-
SIT
3 stops26h 48m
Alaska Airlines
Sat 10/3110:57 am
SIT
-
MLI
3 stops29h 23m
Alaska Airlines
Deal found 2/3$647
This Alaska Airlines deal was found by Cheapflights users on 2/3. 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.
Wed 2/187:00 am
ORD
-
SIT
2 stops18h 59m
Alaska Airlines
Sun 2/227:17 pm
SIT
-
ORD
2 stops25h 39m
Alaska Airlines
Deal found 2/3$684
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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 2/166:00 am
MLI
-
SIT
3 stops39h 29m
Alaska Airlines
Fri 2/2011:26 am
SIT
-
MLI
3 stops28h 06m
Alaska Airlines
Deal found 2/1$5,119

Find flight deals from Illinois to Sitka

Keep the following information in mind while searching for Illinois to Sitka flight deals. Data was last updated February 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$473
(Alaska Airlines)
Provider with most accurate pricing for Chicago (CHI)-Sitka flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Sitka flights.
Search Deals
From Illinois to Sitka
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Sitka 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 4, 2026.
Use the filters below to find and compare flights from Illinois to Sitka that are best for you.

Fly from

Illinois

Fly to

Sitka

Route

Depart

Return

Price

ChicagoSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Mon 4/6

7:24 pm-6:18 pm

2 stops25h 54m

Sitka

Fri 4/10

7:06 pm-11:59 pm

2 stops25h 53m

$576

ChicagoSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Wed 2/18

7:00 am-10:59 pm

2 stops18h 59m

Sitka

Sun 2/22

7:17 pm-11:56 pm

2 stops25h 39m

$684

MolineSitka

MLI - SIT

MLISIT

Moline Quad-City

Mon 2/16

6:00 am-6:29 pm

3 stops39h 29m

Sitka

Fri 2/20

11:26 am-6:32 pm

3 stops28h 06m

$5,119

ChicagoSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Sun 3/15

7:00 am-10:59 pm

2 stops18h 59m

$342

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/1

Best time to book a flight from Illinois to Sitka

Have a flexible travel schedule? Discover the best time to fly to Sitka from Illinois 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 Illinois to Sitka
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 Illinois to Sitka. 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 into for flights to Sitka from Illinois?

    If you book a flight to Sitka from Illinois, you will be flying to Sitka, which is the city’s only airport. Sitka (SIT) is located 1.2 mi from the center of Sitka.

  • How long is the flight from Illinois to Sitka?

    A quick flight from Illinois to Sitka can take about 25h 54m. Alaska Airlines provides one of the quickest options available for as low as $576. The distance between Illinois and Sitka is about 2307 mi.

  • What are the most popular routes from Illinois to Sitka?

    Most travelers choose Chicago O'Hare Intl - Sitka, Chicago Midway - Sitka or Moline Quad-City - Sitka when deciding on the best route from Illinois to Sitka.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Illinois to Sitka 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 Illinois to Sitka

See prices for flight routes from nearby airports that may be better suited for you.
Denver to Anchorage flights
Minneapolis to Anchorage flights
O'Hare Intl to Anchorage flights
Seattle to Anchorage flights
Dallas/Fort Worth to Anchorage flights
Dulles Intl to Anchorage flights
San Francisco to Anchorage flights
Newark to Anchorage flights
Los Angeles to Anchorage flights
Detroit to Anchorage flights
Atlanta to Anchorage flights
Hobby to Anchorage flights
Salt Lake City to Anchorage flights
John F Kennedy Intl to Anchorage flights
George Bush Intcntl to Anchorage flights
Portland to Anchorage flights
Baltimore to Anchorage flights
Sky Harbor Intl to Anchorage flights
LaGuardia to Anchorage flights
San Diego to Anchorage flights
Boston to Anchorage flights
Midway to Anchorage flights
Charlotte to Anchorage flights
Philadelphia to Anchorage flights
Austin to Anchorage flights
Seattle to Fairbanks flights
Reagan-National to Anchorage flights
Raleigh to Anchorage flights
Las Vegas to Anchorage flights
Orlando to Anchorage flights
Nashville to Anchorage flights
Cincinnati to Anchorage flights
Sacramento to Anchorage flights
Kansas City to Anchorage flights
Indianapolis to Anchorage flights
Los Angeles to Fairbanks flights
Tampa to Anchorage flights
San Francisco to Fairbanks flights
Minneapolis to Fairbanks flights
Santa Ana to Anchorage flights
Dulles Intl to Fairbanks flights
Albuquerque to Anchorage flights
Boise to Anchorage flights
St. Louis to Anchorage flights
Ontario to Anchorage flights
San Antonio to Anchorage flights
Baltimore to Fairbanks flights
Columbus to Anchorage flights
San Jose to Anchorage flights
Milwaukee to Anchorage 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.