ORD - SIT

$860 Find Cheap Flights from Chicago to Sitka - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$860
Typical prices: $634-$964
Alaska Airlines
Tue 12/4Sat 12/8
ORD - SIT • 2 stops
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Booking Insights
Flight Deals

Cheap Flights from Chicago to Sitka (ORD-SIT)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Sitka

Fri, Dec 4 - Tue, Dec 8
Alaska Airlines Logo
9:00 am - 10:55 pmORD  Chicago O'Hare Intl-SIT Sitka
16h 55m3 stops Seattle/Tacoma Intl Ketchikan Juneau Intl
Alaska Airlines Logo
6:00 am - 11:59 pmSIT  Sitka-ORD Chicago O'Hare Intl
14h 59m3 stops Juneau Intl Ketchikan Seattle/Tacoma Intl
$860Alaska Airlines
Fri, Dec 4 - Tue, Dec 8
Alaska Airlines Logo
6:47 pm - 6:40 pmORD  Chicago O'Hare Intl-SIT Sitka
26h 53m2 stops Seattle/Tacoma Intl Ketchikan
Alaska Airlines Logo
7:30 pm - 11:59 pmSIT  Sitka-ORD Chicago O'Hare Intl
25h 29m3 stops Juneau Intl Ketchikan Seattle/Tacoma Intl
$860Alaska Airlines
Fri, Dec 4 - Tue, Dec 8
Alaska Airlines Logo
9:00 am - 6:40 pmORD  Chicago O'Hare Intl-SIT Sitka
12h 40m2 stops Seattle/Tacoma Intl Ketchikan
Alaska Airlines Logo
11:34 am - 11:59 pmSIT  Sitka-ORD Chicago O'Hare Intl
9h 25m2 stops Ketchikan Seattle/Tacoma Intl
$861Alaska Airlines
Fri, Dec 4 - Tue, Dec 8
Alaska Airlines Logo
6:00 am - 10:55 pmORD  Chicago O'Hare Intl-SIT Sitka
19h 55m3 stops Seattle/Tacoma Intl Ketchikan Juneau Intl
Alaska Airlines Logo
7:30 pm - 11:59 pmSIT  Sitka-ORD Chicago O'Hare Intl
25h 29m3 stops Juneau Intl Ketchikan Seattle/Tacoma Intl
$898Alaska Airlines
Fri, Dec 4 - Tue, Dec 8
Alaska Airlines Logo
9:00 am - 10:55 pmORD  Chicago O'Hare Intl-SIT Sitka
16h 55m3 stops Seattle/Tacoma Intl Ketchikan Juneau Intl
Alaska Airlines Logo
6:00 am - 11:59 pmSIT  Sitka-ORD Chicago O'Hare Intl
14h 59m3 stops Juneau Intl Ketchikan Seattle/Tacoma Intl
$898Alaska Airlines
Fri, Dec 4 - Tue, Dec 8
Alaska Airlines Logo
6:00 am - 10:55 pmORD  Chicago O'Hare Intl-SIT Sitka
19h 55m3 stops Seattle/Tacoma Intl Ketchikan Juneau Intl
Alaska Airlines Logo
11:34 am - 2:21 pmSIT  Sitka-ORD Chicago O'Hare Intl
23h 47m2 stops Ketchikan Seattle/Tacoma Intl
$898Alaska Airlines
Fri, Dec 4 - Tue, Dec 8
Alaska Airlines Logo
6:47 pm - 6:40 pmORD  Chicago O'Hare Intl-SIT Sitka
26h 53m2 stops Seattle/Tacoma Intl Ketchikan
Alaska Airlines Logo
7:30 pm - 11:59 pmSIT  Sitka-ORD Chicago O'Hare Intl
25h 29m3 stops Juneau Intl Ketchikan Seattle/Tacoma Intl
$898Alaska Airlines
Booking Insights

Price, demand and travel trends for Chicago O'Hare Intl Airport to Sitka flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Chicago O'Hare Intl Airport to Sitka?

Round-trip flights from Chicago O'Hare Intl Airport to Sitka typically range from $634 to $964. The lowest price found in the past 5 days was $860, on Alaska Airlines.

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Key details for Chicago O'Hare Intl Airport to Sitka flights

Cheapest flight

$860
Round-trip flight from Chicago O'Hare Intl Airport to Sitka

When to book flights from Chicago to Sitka

Are your dates flexible? Find out the best times to travel from Chicago to Sitka based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Chicago O'Hare Intl Airport to Sitka flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What cabin classes can I book on flights from Chicago O'Hare Intl Airport to Sitka?

    Only Economy Class is available on flights from Chicago O'Hare Intl Airport to Sitka.

  • Do I need a passport to fly from Chicago O'Hare Intl Airport to Sitka?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • Have flight prices from Chicago O'Hare Intl Airport to Sitka changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route varied from about $860 to $1,182. That means the highest observed fare was about 37% higher than the lowest one.

  • Which airports can I use when flying from Chicago O'Hare Intl Airport to Sitka?

    Flights from Chicago O'Hare Intl Airport to Sitka usually depart from Chicago O'Hare Intl (ORD) and arrive at Sitka (SIT).

  • Which airports do connecting flights from Chicago O'Hare Intl Airport to Sitka pass through?

    Most connecting flights from Chicago O'Hare Intl Airport to Sitka pass through Seattle/Tacoma Intl (SEA), which handles 100% of one-stop traffic on this route.

  • Can I save money by using flexible dates for flights from Chicago O'Hare Intl Airport to Sitka?

    Yes. Flexible dates can save you up to 49% on flights from Chicago O'Hare Intl Airport to Sitka. Thursday is the cheapest departure day at $600 round-trip on average, while Tuesday is the most expensive at $1,163, a difference of $563.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What is the time difference between Chicago O'Hare Intl Airport and Sitka?

    Sitka is 3 hours behind Chicago O'Hare Intl Airport (Alaska Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

Your guide to booking Chicago O'Hare Intl Airport to Sitka flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Thursday departure and avoid flying on Tuesday. On this route, Thursday flights average $600, about $563 less than Tuesday fares (48% savings) based on the last 12 months.
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Sitka Airport.

    • Sitka Hotel and Restaurant
    • Aspen Suites Hotel Sitka
    • Westmark Sitka

More options for your flight from Chicago to Sitka

Complete your trip to Sitka with a hotel stay or car rental

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