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Cheap flights from Sitka to Chicago from $255

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Sitka to Chicago departing on 5/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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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
7:06 pm - 11:59 pm
SIT
-
ORD
25h 53m
3 stops
Alaska Airlines Logo
7:24 pm - 10:59 pm
ORD
-
SIT
30h 35m
3 stops
$517Alaska Airlines
Mon, Mar 30 - Wed, Apr 1
Alaska Airlines Logo
7:06 pm - 11:59 pm
SIT
-
ORD
25h 53m
3 stops
Alaska Airlines Logo
7:24 pm - 10:34 am
ORD
-
SIT
18h 10m
2 stops
$518Alaska Airlines
Mon, Mar 30 - Wed, Apr 1
Alaska Airlines Logo
6:00 am - 6:39 am
SIT
-
ORD
21h 39m
2 stops
Alaska Airlines Logo
7:24 pm - 10:34 am
ORD
-
SIT
18h 10m
2 stops
$523Alaska Airlines
Mon, Mar 30 - Wed, Apr 1
Alaska Airlines Logo
7:06 pm - 11:59 pm
SIT
-
ORD
25h 53m
3 stops
Alaska Airlines Logo
7:24 pm - 10:34 am
ORD
-
SIT
18h 10m
2 stops
$548Alaska Airlines
Mon, Mar 30 - Wed, Apr 1
Alaska Airlines Logo
6:00 am - 6:39 am
SIT
-
ORD
21h 39m
2 stops
Alaska Airlines Logo
6:00 am - 10:59 pm
ORD
-
SIT
19h 59m
2 stops
$553Alaska Airlines
Mon, Mar 30 - Wed, Apr 1
Alaska Airlines Logo
11:26 am - 11:56 pm
SIT
-
ORD
9h 30m
1 stop
Alaska Airlines Logo
7:00 am - 10:59 pm
ORD
-
SIT
18h 59m
2 stops
$630Alaska Airlines
Thu, Feb 26 - Mon, Mar 2
Alaska Airlines Logo
11:26 am - 11:56 pm
SIT
-
ORD
9h 30m
1 stop
Alaska Airlines Logo
7:00 am - 6:29 pm
ORD
-
SIT
14h 29m
1 stop
$833Alaska Airlines
Thu, Feb 26 - Mon, Mar 2
Alaska Airlines Logo
11:26 am - 12:01 pm
SIT
-
ORD
21h 35m
1 stop
Alaska Airlines Logo
7:00 am - 6:29 pm
ORD
-
SIT
14h 29m
1 stop
$841Alaska Airlines
Thu, Feb 26 - Tue, Mar 3

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 30
SIT7:06 pmSitka
25h 53m
3 stops
ORD11:59 pmChicago O'Hare Intl
Apr 1
ORD7:24 pmChicago O'Hare Intl
30h 35m
3 stops
SIT10:59 pmSitka
$517
Alaska Airlines
Mar 30
SIT7:06 pmSitka
25h 53m
3 stops
ORD11:59 pmChicago O'Hare Intl
Apr 1
ORD7:24 pmChicago O'Hare Intl
18h 10m
2 stops
SIT10:34 amSitka
$518
Alaska Airlines
Mar 30
SIT6:00 amSitka
21h 39m
2 stops
ORD6:39 amChicago O'Hare Intl
Apr 1
ORD7:24 pmChicago O'Hare Intl
18h 10m
2 stops
SIT10:34 amSitka
$523

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 February 9, 2026.
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

Mon 3/30

7:06 pm-11:59 pm

3 stops25h 53m

Chicago O'Hare Intl

Wed 4/1

7:24 pm-10:59 pm

3 stops30h 35m

$517

SitkaChicago

SIT - ORD

SITORD

Sitka

Mon 3/30

7:06 pm-11:59 pm

3 stops25h 53m

Chicago O'Hare Intl

Wed 4/1

7:24 pm-10:34 am

2 stops18h 10m

$518

SitkaChicago

SIT - ORD

SITORD

Sitka

Mon 3/30

6:00 am-6:39 am

2 stops21h 39m

Chicago O'Hare Intl

Wed 4/1

7:24 pm-10:34 am

2 stops18h 10m

$523

SitkaChicago

SIT - ORD

SITORD

Sitka

Mon 3/30

7:06 pm-11:59 pm

3 stops25h 53m

Chicago O'Hare Intl

Wed 4/1

7:24 pm-10:34 am

2 stops18h 10m

$548

SitkaChicago

SIT - ORD

SITORD

Sitka

Mon 3/30

6:00 am-6:39 am

2 stops21h 39m

Chicago O'Hare Intl

Wed 4/1

6:00 am-10:59 pm

2 stops19h 59m

$553

SitkaChicago

SIT - ORD

SITORD

Sitka

Thu 2/26

11:26 am-11:56 pm

1 stop9h 30m

Chicago O'Hare Intl

Mon 3/2

7:00 am-10:59 pm

2 stops18h 59m

$630

SitkaChicago

SIT - ORD

SITORD

Sitka

Thu 2/26

11:26 am-11:56 pm

1 stop9h 30m

Chicago O'Hare Intl

Mon 3/2

7:00 am-6:29 pm

1 stop14h 29m

$833

SitkaChicago

SIT - ORD

SITORD

Sitka

Thu 2/26

11:26 am-12:01 pm

1 stop21h 35m

Chicago O'Hare Intl

Tue 3/3

7:00 am-6:29 pm

1 stop14h 29m

$841

SitkaChicago

SIT - ORD

SITORD

Sitka

Tue 5/12

6:00 am-11:59 pm

3 stops14h 59m

$255

SitkaChicago

SIT - ORD

SITORD

Sitka

Tue 5/12

11:15 am-11:59 pm

1 stop9h 44m

$743

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Chicago from

How to get the cheapest flight ticket from Sitka to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Sitka to Chicago O'Hare Intl?

Alaska Airlines is the most popular carrier operating from Sitka to Chicago O'Hare Intl

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

25h 39m

Direct flights

None
The fastest flight from Sitka to Chicago O'Hare Intl Airport takes 25h 39m
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.
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  • 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 25h 39m, 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.

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
New Buffalo
Kenosha
Oak Brook
Joliet
Orland Park
Racine
Hammond
Janesville
Tinley Park
Elgin
Aurora
South Holland

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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