How do I get Price Alerts for flights from Chicago to Sitka?

You can take advantage of momondo’s Price Alerts by first searching for your flights to Chicago from Sitka . Flight offers will be shown to you in real-time. From there you can create a Price Alert by using our on-site widget.

How can I save money on flights from Chicago to Sitka with momondo?

Plan your trips smart with the “Price Forecast” feature, which uses flight data to help you pick the best days to fly for the lowest fares. Our “Price Calendar” helps you get the most for your money by showing you when it’s most advantageous to fly. Curate your own travel experiences for less with “Explore” . Expert travel hacks to fuel your next adventure are a click away with “Discover” by momondo. Set up our “Price Alerts” to track fare changes and book when prices are at their lowest point.

How does momondo find its flight prices?

We aggregate our prices from over 700+ competitors from airlines to OTAs. We operate in over 30 markets worldwide to show you a wide range of travel options.

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.

$884 Cheap Flights from Chicago to Sitka in 2026/27

Find the cheapest flights from Chicago to Sitka

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:00 am - 6:38 pmORD Chicago O'Hare Intl-SIT Sitka

14h 38m1 stop Seattle/Tacoma Intl

6:00 am - 5:40 amSIT Sitka-ORD Chicago O'Hare Intl

20h 40m2 stops Juneau Intl Seattle/Tacoma Intl

$884Alaska Airlines

Sat, Nov 14 - Sun, Nov 15

7:20 am - 6:38 pmORD Chicago O'Hare Intl-SIT Sitka

14h 18m3 stops San Diego Seattle/Tacoma Intl Ketchikan

6:00 am - 5:40 amSIT Sitka-ORD Chicago O'Hare Intl

20h 40m3 stops Juneau Intl Ketchikan Seattle/Tacoma Intl

$889Alaska Airlines

Sat, Nov 14 - Sun, Nov 15

6:35 pm - 6:38 pmORD Chicago O'Hare Intl-SIT Sitka

27h 03m2 stops Seattle/Tacoma Intl Ketchikan

7:28 pm - 5:40 amSIT Sitka-ORD Chicago O'Hare Intl

31h 12m3 stops Juneau Intl Ketchikan Seattle/Tacoma Intl

$898Alaska Airlines

Mon, Nov 9 - Tue, Nov 17

9:00 am - 6:40 pmORD Chicago O'Hare Intl-SIT Sitka

12h 40m2 stops Seattle/Tacoma Intl Ketchikan

11:34 am - 11:59 pmSIT Sitka-ORD Chicago O'Hare Intl

9h 25m2 stops Ketchikan Seattle/Tacoma Intl

$899Alaska Airlines

Fri, Dec 4 - Tue, Dec 8

7:57 pm - 6:38 pmORD Chicago O'Hare Intl-SIT Sitka

25h 41m3 stops San Diego Seattle/Tacoma Intl Ketchikan

7:28 pm - 11:59 pmSIT Sitka-ORD Chicago O'Hare Intl

25h 31m3 stops Juneau Intl Ketchikan Seattle/Tacoma Intl

$904Alaska Airlines

Mon, Nov 9 - Mon, Nov 16

6:35 pm - 10:58 pmORD Chicago O'Hare Intl-SIT Sitka

31h 23m3 stops Seattle/Tacoma Intl Ketchikan Juneau Intl

6:00 am - 11:59 pmSIT Sitka-ORD Chicago O'Hare Intl

14h 59m3 stops Juneau Intl Ketchikan Seattle/Tacoma Intl

$908Alaska Airlines

Mon, Nov 9 - Tue, Nov 17

6:35 pm - 6:38 pmORD Chicago O'Hare Intl-SIT Sitka

27h 03m1 stop Seattle/Tacoma Intl

6:00 am - 11:59 pmSIT Sitka-ORD Chicago O'Hare Intl

14h 59m2 stops Juneau Intl Seattle/Tacoma Intl

$909Alaska Airlines

Mon, Nov 9 - Mon, Nov 16

6:35 pm - 6:38 pmORD Chicago O'Hare Intl-SIT Sitka

27h 03m2 stops Seattle/Tacoma Intl Ketchikan

11:33 am - 5:40 amSIT Sitka-ORD Chicago O'Hare Intl

15h 07m2 stops Ketchikan Seattle/Tacoma Intl

$960Alaska Airlines

Mon, Nov 9 - Mon, Nov 16

6:35 pm - 6:38 pmORD Chicago O'Hare Intl-SIT Sitka

27h 03m2 stops Seattle/Tacoma Intl Ketchikan

11:33 am - 11:59 pmSIT Sitka-ORD Chicago O'Hare Intl

33h 26m2 stops Ketchikan Seattle/Tacoma Intl

$963Alaska Airlines

Mon, Nov 9 - Tue, Nov 17

7:57 pm - 6:38 pmORD Chicago O'Hare Intl-SIT Sitka

25h 41m2 stops San Diego Seattle/Tacoma Intl

11:33 am - 5:40 amSIT Sitka-ORD Chicago O'Hare Intl

15h 07m2 stops Ketchikan Seattle/Tacoma Intl

$965Alaska Airlines

Mon, Nov 9 - Mon, Nov 16

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Alaska Airlines flights from Chicago to Sitka

Our best Alaska Airlines deals on Chicago to Sitka flight tickets

Alaska Airlines

Nov 14

ORD7:00 amChicago O'Hare Intl

14h 38m

1 stop

SIT6:38 pmSitka

Nov 15

SIT6:00 amSitka

20h 40m

2 stops

ORD5:40 amChicago O'Hare Intl

$884

Alaska Airlines

Nov 14

ORD9:30 amChicago O'Hare Intl

12h 08m

2 stops

SIT6:38 pmSitka

Nov 15

SIT6:00 amSitka

20h 40m

2 stops

ORD5:40 amChicago O'Hare Intl

$889

Alaska Airlines

Nov 9

ORD6:35 pmChicago O'Hare Intl

27h 03m

2 stops

SIT6:38 pmSitka

Nov 17

SIT7:28 pmSitka

31h 12m

3 stops

ORD5:40 amChicago O'Hare Intl

$898

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSitka

ORD Chicago O'Hare Intl - SIT Sitka

ORDSIT

Chicago O'Hare Intl

Sat 11/14

7:00 am-6:38 pm

1 stop14h 38m

Sitka

Sun 11/15

6:00 am-5:40 am

2 stops20h 40m

$884

ChicagoSitka

ORD Chicago O'Hare Intl - SIT Sitka

ORDSIT

Chicago O'Hare Intl

Sat 11/14

7:20 am-6:38 pm

3 stops14h 18m

Sitka

Sun 11/15

6:00 am-5:40 am

3 stops20h 40m

$889

ChicagoSitka

ORD Chicago O'Hare Intl - SIT Sitka

ORDSIT

Chicago O'Hare Intl

Mon 11/9

6:35 pm-6:38 pm

2 stops27h 03m

Sitka

Tue 11/17

7:28 pm-5:40 am

3 stops31h 12m

$898

Quickest round-trip

ChicagoSitka

ORD Chicago O'Hare Intl - SIT Sitka

ORDSIT

Chicago O'Hare Intl

Fri 12/4

9:00 am-6:40 pm

2 stops12h 40m

Sitka

Tue 12/8

11:34 am-11:59 pm

2 stops9h 25m

$899

ChicagoSitka

ORD Chicago O'Hare Intl - SIT Sitka

ORDSIT

Chicago O'Hare Intl

Mon 11/9

7:57 pm-6:38 pm

3 stops25h 41m

Sitka

Mon 11/16

7:28 pm-11:59 pm

3 stops25h 31m

$904

ChicagoSitka

ORD Chicago O'Hare Intl - SIT Sitka

ORDSIT

Chicago O'Hare Intl

Mon 11/9

6:35 pm-10:58 pm

3 stops31h 23m

Sitka

Tue 11/17

6:00 am-11:59 pm

3 stops14h 59m

$908

ChicagoSitka

ORD Chicago O'Hare Intl - SIT Sitka

ORDSIT

Chicago O'Hare Intl

Mon 11/9

6:35 pm-6:38 pm

1 stop27h 03m

Sitka

Mon 11/16

6:00 am-11:59 pm

2 stops14h 59m

$909

ChicagoSitka

ORD Chicago O'Hare Intl - SIT Sitka

ORDSIT

Chicago O'Hare Intl

Mon 11/9

6:35 pm-6:38 pm

2 stops27h 03m

Sitka

Mon 11/16

11:33 am-5:40 am

2 stops15h 07m

$960

ChicagoSitka

ORD Chicago O'Hare Intl - SIT Sitka

ORDSIT

Chicago O'Hare Intl

Mon 11/9

6:35 pm-6:38 pm

2 stops27h 03m

Sitka

Tue 11/17

11:33 am-11:59 pm

2 stops33h 26m

$963

ChicagoSitka

ORD Chicago O'Hare Intl - SIT Sitka

ORDSIT

Chicago O'Hare Intl

Mon 11/9

7:57 pm-6:38 pm

2 stops25h 41m

Sitka

Mon 11/16

11:33 am-5:40 am

2 stops15h 07m

$965

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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

Best Price Found	$884
Fastest flight time	12h 08m
Direct flights	None

The best flight deal from Chicago to Sitka found on momondo in the last 72 hours is $884

The fastest flight from Chicago to Sitka takes 12h 08m

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 12h 08m.
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.

Frequently asked questions about flying from Chicago to Sitka

How do I get Price Alerts for flights from Chicago to Sitka?
You can take advantage of momondo’s Price Alerts by first searching for your flights to Chicago from Sitka. Flight offers will be shown to you in real-time. From there you can create a Price Alert by using our on-site widget.
How can I save money on flights from Chicago to Sitka with momondo?
Plan your trips smart with the “Price Forecast” feature, which uses flight data to help you pick the best days to fly for the lowest fares. Our “Price Calendar” helps you get the most for your money by showing you when it’s most advantageous to fly. Curate your own travel experiences for less with “Explore”. Expert travel hacks to fuel your next adventure are a click away with “Discover” by momondo. Set up our “Price Alerts” to track fare changes and book when prices are at their lowest point.
How does momondo find its flight prices?
We aggregate our prices from over 700+ competitors from airlines to OTAs. We operate in over 30 markets worldwide to show you a wide range of travel options.

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.