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Cheap flights from Sitka to Chicago from $547

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Sitka to Chicago departing on 3/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Sitka to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Alaska Airlines Logo
11:26 am - 11:56 pm
SIT
-
ORD
9h 30m2 stops
Alaska Airlines Logo
7:00 am - 6:29 pm
ORD
-
SIT
38h 29m2 stops
$547Alaska Airlines
Tue, Mar 3 - Wed, Mar 4
Alaska Airlines Logo
11:26 am - 2:11 pm
SIT
-
ORD
23h 45m2 stops
Alaska Airlines Logo
5:29 pm - 6:29 pm
ORD
-
SIT
28h 00m2 stops
$631Alaska Airlines
Tue, Mar 3 - Wed, Mar 4
Alaska Airlines Logo
6:00 am - 11:56 pm
SIT
-
ORD
14h 56m3 stops
Alaska Airlines Logo
5:29 pm - 6:29 pm
ORD
-
SIT
28h 00m2 stops
$636Alaska Airlines
Tue, Mar 3 - Wed, Mar 4
Alaska Airlines Logo
11:12 am - 2:38 pm
SIT
-
ORD
24h 26m2 stops
Alaska Airlines Logo
8:00 am - 6:31 pm
ORD
-
SIT
13h 31m1 stop
$846Alaska Airlines
Tue, Jan 6 - Sat, Jan 10
Alaska Airlines Logo
11:12 am - 2:38 pm
SIT
-
ORD
24h 26m2 stops
Alaska Airlines Logo
8:00 am - 6:31 pm
ORD
-
SIT
13h 31m2 stops
$847Alaska Airlines
Tue, Jan 6 - Sat, Jan 10
Alaska Airlines Logo
11:12 am - 5:10 pm
SIT
-
ORD
26h 58m1 stop
Alaska Airlines Logo
8:00 am - 6:31 pm
ORD
-
SIT
13h 31m1 stop
$855Alaska Airlines
Tue, Jan 6 - Sat, Jan 10
Alaska Airlines Logo
7:14 pm - 11:50 pm
SIT
-
ORD
25h 36m3 stops
Alaska Airlines Logo
8:00 am - 10:41 am
ORD
-
SIT
29h 41m3 stops
$909Alaska Airlines
Tue, Jan 6 - Sat, Jan 10

Alaska Airlines flights from Sitka to Chicago O'Hare Intl Airport

Our best Alaska Airlines deals on Sitka to Chicago O'Hare Intl Airport flight tickets
Alaska Airlines
Mar 3
SIT11:26 amSitka
9h 30m
2 stops
ORD11:56 pmChicago O'Hare Intl
Mar 4
ORD7:00 amChicago O'Hare Intl
38h 29m
2 stops
SIT6:29 pmSitka
$547
Find similar
Alaska Airlines
Mar 3
SIT11:26 amSitka
23h 45m
2 stops
ORD2:11 pmChicago O'Hare Intl
Mar 4
ORD5:29 pmChicago O'Hare Intl
28h 00m
2 stops
SIT6:29 pmSitka
$631
Find similar
Alaska Airlines
Mar 3
SIT6:00 amSitka
14h 56m
3 stops
ORD11:56 pmChicago O'Hare Intl
Mar 4
ORD5:29 pmChicago O'Hare Intl
28h 00m
2 stops
SIT6:29 pmSitka
$636
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Sitka to Chicago O'Hare Intl Airport 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, momondo users made 832,500 searches. Data last updated December 23, 2025.
Use the filters below to find and compare flights from Sitka to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

SitkaChicago

SIT - ORD

SITORD

Sitka

Tue 3/3

11:26 am-11:56 pm

2 stops9h 30m

Chicago O'Hare Intl

Wed 3/4

7:00 am-6:29 pm

2 stops38h 29m

$547

SitkaChicago

SIT - ORD

SITORD

Sitka

Tue 3/3

11:26 am-2:11 pm

2 stops23h 45m

Chicago O'Hare Intl

Wed 3/4

5:29 pm-6:29 pm

2 stops28h 00m

$631

SitkaChicago

SIT - ORD

SITORD

Sitka

Tue 3/3

6:00 am-11:56 pm

3 stops14h 56m

Chicago O'Hare Intl

Wed 3/4

5:29 pm-6:29 pm

2 stops28h 00m

$636

SitkaChicago

SIT - ORD

SITORD

Sitka

Tue 1/6

11:12 am-2:38 pm

2 stops24h 26m

Chicago O'Hare Intl

Sat 1/10

8:00 am-6:31 pm

1 stop13h 31m

$846

SitkaChicago

SIT - ORD

SITORD

Sitka

Tue 1/6

11:12 am-2:38 pm

2 stops24h 26m

Chicago O'Hare Intl

Sat 1/10

8:00 am-6:31 pm

2 stops13h 31m

$847

SitkaChicago

SIT - ORD

SITORD

Sitka

Tue 1/6

11:12 am-5:10 pm

1 stop26h 58m

Chicago O'Hare Intl

Sat 1/10

8:00 am-6:31 pm

1 stop13h 31m

$855

SitkaChicago

SIT - ORD

SITORD

Sitka

Tue 1/6

7:14 pm-11:50 pm

3 stops25h 36m

Chicago O'Hare Intl

Sat 1/10

8:00 am-10:41 am

3 stops29h 41m

$909

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

When to book flights from Sitka to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Sitka to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Sitka to Chicago O'Hare Intl Airport (SIT to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Sitka to Chicago O'Hare Intl Airport

Fastest flight time

23h 45m

Direct flights

None
The fastest flight from Sitka to Chicago O'Hare Intl Airport takes 23h 45m
There are no direct flights from Sitka to Chicago O'Hare Intl Airport. There are no popular flight routes from Sitka to Chicago O'Hare Intl Airport.
Search flight deals

  • How far is Sitka to Chicago O'Hare Intl by plane?

    Chicago O'Hare Intl is 2306.3 mi away from Sitka. Flights usually cover this in 23h 45m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Sitka Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Sitka Airport to Chicago O'Hare Intl Airport were last updated today.

  • How old do you have to be to fly from Sitka Airport to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Sitka Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • How do I get Price Alerts for flights from Sitka to Chicago O'Hare Intl Airport?

    Confirm your travel details to search for the latest offers for flights from Sitka to Chicago O'Hare Intl Airport. While browsing offers there will be the option to toggle “Price Alerts”. You’ll then receive updates when prices for the flight route increase or decrease.

  • How can I save money on flights from Sitka to Chicago O'Hare Intl Airport with momondo?

    By using tools like our “Price Calendar”, you can see the best day to fly round-trip for your travels. Our “Price Forecast” tool uses AI to predict whether you should purchase or hold off on booking for potentially cheaper prices. Explore shows you all flight options from a city or airport to build your own unique adventure. The Discover blog also provides valuable insights for saving money while booking your experience. After searching you can toggle on “Price Alerts” to track prices for your desired flight and book at the ideal moment.

  • How does momondo find its flight prices?

    momondo shows deals across 700+ competitors all at once. momondo is active in 30 international markets, so you can have access to a wide range of options from airlines and OTAs alike.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Janesville
Tinley Park
Aurora
Elgin
Benton Harbor

Why use momondo?

Why should I use momondo to find a flight deal from Sitka to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Sitka to Chicago for you.

Can I find flights from Sitka to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Sitka with this policy.

How can momondo help me find flights from Sitka to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Sitka to Chicago.

I’m not ready to book a flight from Sitka to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Sitka to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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