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.

$802 Cheap Flights from Chicago to Sitka in 2026

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.

6:00 am - 10:59 pmORD Chicago O'Hare Intl-SIT Sitka

19h 59m3 stops Seattle/Tacoma Intl Ketchikan Juneau Intl

10:57 am - 11:59 pmSIT Sitka-ORD Chicago O'Hare Intl

10h 02m2 stops Ketchikan Seattle/Tacoma Intl

$802Alaska Airlines

Fri, Dec 4 - Tue, Dec 8

3:09 pm - 10:59 pmORD Chicago O'Hare Intl-SIT Sitka

10h 50m3 stops Seattle/Tacoma Intl Ketchikan Juneau Intl

10:57 am - 1:54 pmSIT Sitka-ORD Chicago O'Hare Intl

23h 57m3 stops Ketchikan Seattle/Tacoma Intl San Diego

$808Alaska Airlines

Fri, Dec 4 - Tue, Dec 8

8:00 am - 10:06 amORD Chicago O'Hare Intl-SIT Sitka

29h 06m3 stops Seattle/Tacoma Intl Ketchikan Juneau Intl

10:57 am - 2:12 pmSIT Sitka-ORD Chicago O'Hare Intl

24h 15m2 stops Ketchikan Seattle/Tacoma Intl

$826Alaska Airlines

Fri, Dec 4 - Tue, Dec 8

3:09 pm - 10:59 pmORD Chicago O'Hare Intl-SIT Sitka

10h 50m3 stops Seattle/Tacoma Intl Ketchikan Juneau Intl

10:57 am - 1:54 pmSIT Sitka-ORD Chicago O'Hare Intl

23h 57m3 stops Ketchikan Seattle/Tacoma Intl San Diego

$832Alaska Airlines

Fri, Dec 4 - Tue, Dec 8

8:00 am - 10:59 pmORD Chicago O'Hare Intl-SIT Sitka

17h 59m3 stops Seattle/Tacoma Intl Ketchikan Juneau Intl

6:03 am - 11:59 pmSIT Sitka-ORD Chicago O'Hare Intl

14h 56m3 stops Juneau Intl Ketchikan Seattle/Tacoma Intl

$916Alaska Airlines

Tue, Sep 15 - Mon, Sep 21

1:03 pm - 6:37 pmORD Chicago O'Hare Intl-SIT Sitka

32h 34m2 stops Seattle/Tacoma Intl Ketchikan

6:03 am - 11:59 pmSIT Sitka-ORD Chicago O'Hare Intl

14h 56m3 stops Juneau Intl Ketchikan Seattle/Tacoma Intl

$919Alaska Airlines

Fri, Sep 18 - Tue, Sep 22

6:00 am - 12:57 pmORD Chicago O'Hare Intl-SIT Sitka

9h 57m1 stop Seattle/Tacoma Intl

1:55 pm - 2:54 pmSIT Sitka-ORD Chicago O'Hare Intl

21h 59m1 stop Seattle/Tacoma Intl

$927Alaska Airlines

Tue, Sep 15 - Mon, Sep 21

1:03 pm - 10:59 pmORD Chicago O'Hare Intl-SIT Sitka

12h 56m3 stops Seattle/Tacoma Intl Ketchikan Juneau Intl

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

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

$956Alaska Airlines

Fri, Sep 18 - Tue, Sep 22

6:00 am - 12:57 pmORD Chicago O'Hare Intl-SIT Sitka

9h 57m1 stop Seattle/Tacoma Intl

6:03 am - 11:59 pmSIT Sitka-ORD Chicago O'Hare Intl

14h 56m3 stops Juneau Intl Ketchikan Seattle/Tacoma Intl

$988Alaska Airlines

Sun, Sep 20 - Thu, Sep 24

6:00 am - 10:59 pmORD Chicago O'Hare Intl-SIT Sitka

19h 59m2 stops Seattle/Tacoma Intl Juneau Intl

6:03 am - 11:59 pmSIT Sitka-ORD Chicago O'Hare Intl

14h 56m3 stops Juneau Intl Ketchikan Seattle/Tacoma Intl

$993Alaska Airlines

Sun, Sep 20 - Thu, Sep 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

Dec 4

ORD6:00 amChicago O'Hare Intl

19h 59m

3 stops

SIT10:59 pmSitka

Dec 8

SIT10:57 amSitka

10h 02m

2 stops

ORD11:59 pmChicago O'Hare Intl

$802

Alaska Airlines

Dec 4

ORD3:09 pmChicago O'Hare Intl

10h 50m

3 stops

SIT10:59 pmSitka

Dec 8

SIT10:57 amSitka

23h 57m

3 stops

ORD1:54 pmChicago O'Hare Intl

$808

Alaska Airlines

Dec 4

ORD8:00 amChicago O'Hare Intl

29h 06m

3 stops

SIT10:06 amSitka

Dec 8

SIT10:57 amSitka

24h 15m

2 stops

ORD2:12 pmChicago O'Hare Intl

$826

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSitka

ORD Chicago O'Hare Intl - SIT Sitka

ORDSIT

Chicago O'Hare Intl

Fri 12/4

6:00 am-10:59 pm

3 stops19h 59m

Sitka

Tue 12/8

10:57 am-11:59 pm

2 stops10h 02m

$802

ChicagoSitka

ORD Chicago O'Hare Intl - SIT Sitka

ORDSIT

Chicago O'Hare Intl

Fri 12/4

3:09 pm-10:59 pm

3 stops10h 50m

Sitka

Tue 12/8

10:57 am-1:54 pm

3 stops23h 57m

$808

ChicagoSitka

ORD Chicago O'Hare Intl - SIT Sitka

ORDSIT

Chicago O'Hare Intl

Fri 12/4

8:00 am-10:06 am

3 stops29h 06m

Sitka

Tue 12/8

10:57 am-2:12 pm

2 stops24h 15m

$826

ChicagoSitka

ORD Chicago O'Hare Intl - SIT Sitka

ORDSIT

Chicago O'Hare Intl

Fri 12/4

3:09 pm-10:59 pm

3 stops10h 50m

Sitka

Tue 12/8

10:57 am-1:54 pm

3 stops23h 57m

$832

ChicagoSitka

ORD Chicago O'Hare Intl - SIT Sitka

ORDSIT

Chicago O'Hare Intl

Tue 9/15

8:00 am-10:59 pm

3 stops17h 59m

Sitka

Mon 9/21

6:03 am-11:59 pm

3 stops14h 56m

$916

ChicagoSitka

ORD Chicago O'Hare Intl - SIT Sitka

ORDSIT

Chicago O'Hare Intl

Fri 9/18

1:03 pm-6:37 pm

2 stops32h 34m

Sitka

Tue 9/22

6:03 am-11:59 pm

3 stops14h 56m

$919

ChicagoSitka

ORD Chicago O'Hare Intl - SIT Sitka

ORDSIT

Chicago O'Hare Intl

Tue 9/15

6:00 am-12:57 pm

1 stop9h 57m

Sitka

Mon 9/21

1:55 pm-2:54 pm

1 stop21h 59m

$927

ChicagoSitka

ORD Chicago O'Hare Intl - SIT Sitka

ORDSIT

Chicago O'Hare Intl

Fri 9/18

1:03 pm-10:59 pm

3 stops12h 56m

Sitka

Tue 9/22

7:28 pm-11:59 pm

3 stops25h 31m

$956

Quickest round-trip

ChicagoSitka

ORD Chicago O'Hare Intl - SIT Sitka

ORDSIT

Chicago O'Hare Intl

Sun 9/20

6:00 am-12:57 pm

1 stop9h 57m

Sitka

Thu 9/24

6:03 am-11:59 pm

3 stops14h 56m

$988

ChicagoSitka

ORD Chicago O'Hare Intl - SIT Sitka

ORDSIT

Chicago O'Hare Intl

Sun 9/20

6:00 am-10:59 pm

2 stops19h 59m

Sitka

Thu 9/24

6:03 am-11:59 pm

3 stops14h 56m

$993

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	$802
Fastest flight time	18h 37m
Direct flights	None

The best flight deal from Chicago to Sitka found on momondo in the last 72 hours is $802

The fastest flight from Chicago to Sitka takes 18h 37m

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 18h 37m.
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.