When did momondo last update prices for flights from Chicago to Sitka Airport?

Prices for flights from Chicago to Sitka Airport refresh daily.

How old do you have to be to fly from Chicago to Sitka Airport?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Sitka Airport.

What documentation or ID do you need to fly to Sitka Airport?

The travel and health documents required for your trip to Sitka Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Sitka Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$399 Cheap Flights from Chicago to Sitka in 2026

Find the cheapest flights from Chicago to Sitka

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:00 am - 6:37 pm

ORD

SIT

12h 37m

2 stops

6:03 am - 7:40 am

SIT

ORD

22h 37m

2 stops

$757Alaska Airlines

Sun, Aug 23 - Mon, Aug 24

5:46 pm - 6:49 pm

ORD

SIT

28h 03m

2 stops

11:22 am - 5:40 am

SIT

ORD

15h 18m

2 stops

$758Alaska Airlines

Fri, Oct 30 - Tue, Nov 3

9:00 am - 6:40 pm

ORD

SIT

36h 40m

2 stops

11:22 am - 5:40 am

SIT

ORD

15h 18m

2 stops

$760Alaska Airlines

Fri, Oct 30 - Tue, Nov 3

6:00 am - 10:59 pm

ORD

SIT

19h 59m

3 stops

10:57 am - 2:12 pm

SIT

ORD

24h 15m

2 stops

$792Alaska Airlines

Tue, Dec 8 - Wed, Dec 9

8:00 am - 10:59 pm

ORD

SIT

17h 59m

2 stops

10:57 am - 2:12 pm

SIT

ORD

24h 15m

2 stops

$797Alaska Airlines

Tue, Dec 8 - Wed, Dec 9

6:00 am - 6:37 pm

ORD

SIT

15h 37m

2 stops

7:28 pm - 11:59 pm

SIT

ORD

25h 31m

3 stops

$806Alaska Airlines

Sun, Aug 23 - Mon, Aug 24

9:00 am - 10:59 pm

ORD

SIT

16h 59m

3 stops

6:00 am - 11:59 pm

SIT

ORD

14h 59m

3 stops

$816Alaska Airlines

Sun, Aug 23 - Tue, Oct 13

7:59 pm - 6:32 pm

ORD

SIT

25h 33m

3 stops

11:39 am - 6:20 am

SIT

ORD

15h 41m

2 stops

$821Alaska Airlines

Thu, Aug 6 - Tue, Aug 11

9:00 am - 6:37 pm

ORD

SIT

12h 37m

1 stop

6:03 am - 7:40 am

SIT

ORD

22h 37m

2 stops

$837Alaska Airlines

Sun, Aug 23 - Mon, Aug 24

6:00 am - 10:59 pm

ORD

SIT

19h 59m

3 stops

7:28 pm - 11:59 pm

SIT

ORD

25h 31m

3 stops

$864Alaska Airlines

Sun, Aug 23 - Mon, Aug 24

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Alaska Airlines flights from Chicago to Sitka

Our best Alaska Airlines deals on Chicago to Sitka flight tickets

Alaska Airlines

Aug 23

ORD9:00 amChicago O'Hare Intl

12h 37m

2 stops

SIT6:37 pmSitka

Aug 24

SIT6:03 amSitka

22h 37m

2 stops

ORD7:40 amChicago O'Hare Intl

$757

Alaska Airlines

Oct 30

ORD5:46 pmChicago O'Hare Intl

28h 03m

2 stops

SIT6:49 pmSitka

Nov 3

SIT11:22 amSitka

15h 18m

2 stops

ORD5:40 amChicago O'Hare Intl

$758

Alaska Airlines

Oct 30

ORD9:00 amChicago O'Hare Intl

36h 40m

2 stops

SIT6:40 pmSitka

Nov 3

SIT11:22 amSitka

15h 18m

2 stops

ORD5:40 amChicago O'Hare Intl

$760

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Sun 8/23

9:00 am-6:37 pm

2 stops12h 37m

Sitka

Mon 8/24

6:03 am-7:40 am

2 stops22h 37m

$757

ChicagoSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Fri 10/30

5:46 pm-6:49 pm

2 stops28h 03m

Sitka

Tue 11/3

11:22 am-5:40 am

2 stops15h 18m

$758

ChicagoSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Fri 10/30

9:00 am-6:40 pm

2 stops36h 40m

Sitka

Tue 11/3

11:22 am-5:40 am

2 stops15h 18m

$760

ChicagoSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Tue 12/8

6:00 am-10:59 pm

3 stops19h 59m

Sitka

Wed 12/9

10:57 am-2:12 pm

2 stops24h 15m

$792

ChicagoSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Tue 12/8

8:00 am-10:59 pm

2 stops17h 59m

Sitka

Wed 12/9

10:57 am-2:12 pm

2 stops24h 15m

$797

ChicagoSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Sun 8/23

6:00 am-6:37 pm

2 stops15h 37m

Sitka

Mon 8/24

7:28 pm-11:59 pm

3 stops25h 31m

$806

Quickest round-trip

ChicagoSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Sun 8/23

9:00 am-10:59 pm

3 stops16h 59m

Sitka

Tue 10/13

6:00 am-11:59 pm

3 stops14h 59m

$816

ChicagoSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Thu 8/6

7:59 pm-6:32 pm

3 stops25h 33m

Sitka

Tue 8/11

11:39 am-6:20 am

2 stops15h 41m

$821

ChicagoSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Sun 8/23

9:00 am-6:37 pm

1 stop12h 37m

Sitka

Mon 8/24

6:03 am-7:40 am

2 stops22h 37m

$837

ChicagoSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Sun 8/23

6:00 am-10:59 pm

3 stops19h 59m

Sitka

Mon 8/24

7:28 pm-11:59 pm

3 stops25h 31m

$864

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Sitka

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 Chicago to Sitka?

Alaska Airlines is the most popular carrier operating from Chicago to Sitka

When to book flights from Chicago to Sitka

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Sitka according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago to Sitka (CHI to SIT) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Sitka

Fastest flight time	13h 59m
Direct flights	None

The fastest flight from Chicago to Sitka takes 13h 59m

There are no direct flights from Chicago to Sitka. There are no popular flight routes from Chicago to Sitka.

Search flight deals

Frequently asked questions about flying from Chicago to Sitka

How far is Chicago to Sitka by plane?
There are 2321.6 mi between Chicago and Sitka. In terms of flight time, this usually takes a little over 13h 59m.
When did momondo last update prices for flights from Chicago to Sitka Airport?
Prices for flights from Chicago to Sitka Airport refresh daily.
How old do you have to be to fly from Chicago to Sitka Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Sitka Airport.
What documentation or ID do you need to fly to Sitka Airport?
The travel and health documents required for your trip to Sitka Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Sitka Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Why use momondo?

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

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 Chicago to Sitka for you.

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

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

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

Once you have performed a search for Chicago to Sitka flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Price alerts on flights to Sitka from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.