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Sitka

$301+ 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 1/19. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SIT
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Illinois to Sitka

Best flights from Illinois to Sitka
Discover carefully curated flight deals from Illinois to Sitka that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 18, 2025.

This Alaska Airlines deal was found by Cheapflights users on 12/15. 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 1/146:06 pmORD - SIT
2 stops27h 25mAlaska Airlines
Sat 1/176:00 amSIT - ORD
2 stops14h 50mAlaska Airlines
Deal found 12/15$601
This Alaska Airlines deal was found by Cheapflights users on 12/15. 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 2/106:06 pmORD - SIT
2 stops27h 25mAlaska Airlines
Sat 2/147:17 pmSIT - ORD
3 stops25h 39mAlaska Airlines
Deal found 12/15$601
This Alaska Airlines deal was found by Cheapflights users on 12/17. 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 2/121:00 pmORD - SIT
3 stops12h 59mAlaska Airlines
Mon 2/167:17 pmSIT - ORD
3 stops25h 39mAlaska Airlines
Deal found 12/17$601

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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$601
(Alaska Airlines)

One-way from

$301
(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.
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From Illinois to Sitka
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One-way flight from Illinois to Sitka
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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 December 18, 2025.
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

Wed 1/14

6:06 pm-6:31 pm

2 stops27h 25m

Sitka

Sat 1/17

6:00 am-11:50 pm

2 stops14h 50m

$601

ChicagoSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Tue 2/10

6:06 pm-6:31 pm

2 stops27h 25m

Sitka

Sat 2/14

7:17 pm-11:56 pm

3 stops25h 39m

$601

ChicagoSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Thu 2/12

1:00 pm-10:59 pm

3 stops12h 59m

Sitka

Mon 2/16

7:17 pm-11:56 pm

3 stops25h 39m

$601

ChicagoSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Mon 1/19

8:00 am-6:31 pm

1 stop13h 31m

$301

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

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 27h 25m. Alaska Airlines provides one of the quickest options available for as low as $601. 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, Moline Quad-City - Sitka or Chicago Midway - 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

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