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Sitka

$299+ Cheap flights from O'Hare Intl (ORD) 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 5/23. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SIT
Mar 19 — Mar 261
Thu 3/19
Thu 3/26
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Sitka

Cheapest flights from O'Hare Intl to Sitka
Explore the most affordable flight options available from O'Hare Intl to Sitka. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 17, 2026.

This Alaska Airlines deal was found by Cheapflights users on 2/15. 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 10/278:42 pm
ORD
-
SIT
2 stops24h 39m
Alaska Airlines
Sat 10/3110:57 am
SIT
-
ORD
2 stops10h 02m
Alaska Airlines
Deal found 2/15$476
This Alaska Airlines deal was found by Cheapflights users on 2/15. 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.
Fri 9/111:03 pm
ORD
-
SIT
3 stops24h 03m
Alaska Airlines
Wed 9/1610:57 am
SIT
-
ORD
2 stops22h 11m
Alaska Airlines
Deal found 2/15$576
This Alaska Airlines deal was found by Cheapflights users on 2/13. 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 8/177:40 pm
ORD
-
SIT
2 stops25h 40m
Alaska Airlines
Sat 8/2210:57 am
SIT
-
ORD
2 stops34h 02m
Alaska Airlines
Deal found 2/13$578
This Alaska Airlines deal was found by Cheapflights users on 2/13. 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 4/306:00 am
ORD
-
SIT
2 stops19h 59m
Alaska Airlines
Sun 5/36:00 am
SIT
-
ORD
2 stops21h 40m
Alaska Airlines
Deal found 2/13$581
This Alaska Airlines deal was found by Cheapflights users on 2/14. 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 7/63:41 pm
ORD
-
SIT
2 stops24h 08m
Alaska Airlines
Sun 7/127:00 am
SIT
-
ORD
2 stops19h 00m
Alaska Airlines
Deal found 2/14$586
This Alaska Airlines deal was found by Cheapflights users on 2/16. 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.
Sat 8/16:53 pm
ORD
-
SIT
1 stop30h 51m
Alaska Airlines
Sun 8/911:04 am
SIT
-
ORD
2 stops16h 16m
Alaska Airlines
Deal found 2/16$637

Find flight deals from O'Hare Intl to Sitka

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Sitka (SIT). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$576
(Alaska Airlines)

One-way from

$299
(Expedia)
Provider with most accurate pricing for Chicago O'Hare Intl-Sitka flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Sitka flights.
Search Deals
From Chicago O'Hare Intl to Sitka
Search Deals
One-way flight from Chicago O'Hare Intl to Sitka
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Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl 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 17, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Sitka that are best for you.

Fly from

O'Hare Intl

Fly to

Sitka

Route

Depart

Return

Price

ChicagoSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Thu 4/30

8:00 am-10:59 pm

2 stops17h 59m

Sitka

Mon 5/4

11:15 am-6:40 am

2 stops16h 25m

$576

ChicagoSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Thu 4/30

8:48 pm-6:33 pm

2 stops24h 45m

Sitka

Sun 5/3

6:00 am-11:59 pm

3 stops14h 59m

$576

ChicagoSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Mon 7/6

3:41 pm-12:49 pm

2 stops24h 08m

Sitka

Sun 7/12

7:00 am-5:00 am

2 stops19h 00m

$586

ChicagoSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Sat 8/1

6:53 pm-10:44 pm

1 stop30h 51m

Sitka

Sun 8/9

11:04 am-6:20 am

2 stops16h 16m

$637

ChicagoSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Sat 5/23

7:59 pm-12:54 pm

2 stops19h 55m

$299

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/16

  • Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Sitka flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago O'Hare Intl Airport-Sitka flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Sitka flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Sitka flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-Sitka flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from O'Hare Intl to Sitka

Have a flexible travel schedule? Discover the best time to fly to Sitka from O'Hare Intl 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.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl 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 Chicago O'Hare Intl?

    Located just 1.2 mi from the city center, Sitka is the airport most travelers will use when flying to Sitka from Chicago O'Hare Intl. Booking flights from Chicago O'Hare Intl to Sitka (SIT) should be relatively easy as there are 0 daily inbound flights from Chicago O'Hare Intl from 0 different airlines.

  • How long is the flight from Chicago O'Hare Intl Airport to Sitka?

    There are many flights that can get you from Chicago O'Hare Intl Airport to Sitka in 17h 59m. Fly via Alaska Airlines to get the fastest option. Chicago O'Hare Intl Airport and Sitka are separated by a distance of 2307 mi.

  • Can I find deals for flights from O'Hare Intl to Sitka that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Sitka flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Sitka?

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

  • Can I find deals for business class flights from O'Hare Intl to Sitka?

    Yes. Cheapflights offers flight deals from O'Hare Intl 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.

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