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Sitka

$758+ Cheap flights from O'Hare Intl (ORD) to Sitka (SIT)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SIT
Aug 19 — Aug 261
Wed 8/19
Wed 8/26
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 July 20, 2026.

This Alaska Airlines deal was found by Cheapflights users on 7/16. 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.
Fri 10/309:00 am
ORD
-
SIT
3 stops16h 58m
Alaska Airlines
Tue 11/37:23 pm
SIT
-
ORD
3 stops25h 34m
Alaska Airlines
Deal found 7/16$758
This Alaska Airlines deal was found by Cheapflights users on 7/15. 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 12/86:00 am
ORD
-
SIT
3 stops19h 59m
Alaska Airlines
Wed 12/910:57 am
SIT
-
ORD
2 stops24h 15m
Alaska Airlines
Deal found 7/15$792
This Expedia deal was found by Cheapflights users on 7/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/67:59 pm
ORD
-
SIT
3 stops25h 33m
Alaska Airlines
Tue 8/1111:39 am
SIT
-
ORD
2 stops15h 41m
Alaska Airlines
Deal found 7/17$821
This Expedia deal was found by Cheapflights users on 7/20. 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.
Tue 8/1110:00 am
ORD
-
SIT
2 stops15h 59m
Alaska Airlines
Sun 8/166:03 am
SIT
-
ORD
2 stops23h 32m
Alaska Airlines
Deal found 7/20$890
This Gotogate deal was found by Cheapflights users on 7/16. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/151:01 pm
ORD
-
SIT
1 stop12h 43m
Alaska Airlines
Sat 8/227:28 pm
SIT
-
ORD
2 stops33h 12m
Alaska Airlines
Deal found 7/16$921
This Expedia deal was found by Cheapflights users on 7/19. 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 8/810:00 am
ORD
-
SIT
2 stops15h 59m
Alaska Airlines
Sat 8/157:30 pm
SIT
-
ORD
2 stops10h 43m
Alaska Airlines
Deal found 7/19$958

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 July 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$757
(Alaska Airlines)

One-way from

$399
(Alaska Airlines)
Provider with most accurate pricing for Chicago O'Hare Intl-Sitka flight deals.
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Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Sitka flights.
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From Chicago O'Hare Intl to Sitka
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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 July 20, 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

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Mon 10/5

5:46 pm-6:40 pm

2 stops27h 54m

Sitka

Sun 10/11

6:00 am-11:59 pm

3 stops14h 59m

$758

ChicagoSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Thu 8/6

7:20 am-10:44 pm

2 stops18h 24m

Sitka

Tue 8/11

2:11 pm-6:20 am

1 stop13h 09m

$821

ChicagoSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Tue 8/11

10:00 am-10:59 pm

2 stops15h 59m

Sitka

Sun 8/16

6:03 am-8:35 am

1 stop23h 32m

$890

ChicagoSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Sat 8/15

6:20 am-10:44 pm

2 stops19h 24m

Sitka

Sat 8/22

7:28 pm-7:40 am

2 stops33h 12m

$927
Quickest round-trip

ChicagoSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Sat 8/8

10:00 am-10:59 pm

2 stops15h 59m

Sitka

Sat 8/15

7:30 pm-9:13 am

2 stops10h 43m

$958

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/19

Sorted by cheapest first
  • 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 27h 54m. 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.

See more FAQs

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