What is the cheapest flight from Chicago O'Hare Intl Airport to Sitka?

In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Sitka was $299 for a one-way ticket and $581 for a round-trip. Visit our flight page for the latest deals!>/a>

Do I need a passport to fly between Chicago and Sitka?

Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane. Visit our flight page for the latest deals!>/a>

Which aircraft models fly most regularly from Chicago to Sitka?

We unfortunately don’t have that data for this specific route.

How does KAYAK find such low prices on flights from Chicago to Sitka?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Sitka. Visit our flight page for the latest deals!>/a>

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Sitka?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Sitka from Chicago is likely to change within 7 days, so travelers know whether to wait or book now. Visit our flight page for the latest deals!>/a>

What is the Hacker Fare option on flights from Chicago to Sitka?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Sitka with an airline and back to Chicago with another airline. Booking your flights between Chicago and SIT can sometimes prove cheaper using this method. Visit our flight page for the latest deals!>/a>

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Sitka?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Sitka from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best. Visit our flight page for the latest deals!>/a>

$581 CHEAP FLIGHTS from Chicago to Sitka (ORD - SIT)

ORD - SIT

KAYAK searches hundreds of travel sites at once for deals on flights to Sitka

...and more

Travelers love KAYAK

41.299.237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Cheapest round-trip

$581

Alaska Airlines

Sat 5/23Wed 5/27

ORD - SIT • 2 stops

Cheapest one-way

$608

Alaska Airlines

Sun 3/15

ORD - SIT • 2 stops

Nonstop flights

Not available

There are currently no direct flights between Chicago and Sitka. You'll need at least 1 connection.

Insights

Start a new search

KAYAK searches 100s of sites at once to find you the best travel deals.

We hope you love your trip to Sitka!

Flight Deals

Cheap Flights from Chicago to Sitka (ORD-SIT)

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Recent round-trip flight deals from Chicago to Sitka

Sat, May 23 - Wed, May 27

7:59 pm - 12:54 pm

ORD

SIT

19h 55m

2 stops

6:00 am - 10:59 pm

SIT

ORD

13h 59m

3 stops

$581Alaska Airlines

Sun, Aug 2 - Sun, Aug 9

7:20 am - 10:44 pm

ORD

SIT

18h 24m

2 stops

7:30 pm - 6:20 am

SIT

ORD

31h 50m

3 stops

$635Alaska Airlines

Sat, Aug 1 - Sun, Aug 9

8:05 pm - 10:44 pm

ORD

SIT

29h 39m

1 stop

7:30 pm - 6:20 am

SIT

ORD

31h 50m

3 stops

$637Alaska Airlines

Tue, Mar 17 - Sat, Mar 21

7:00 am - 10:59 pm

ORD

SIT

18h 59m

3 stops

7:06 pm - 11:59 pm

SIT

ORD

25h 53m

3 stops

$684Alaska Airlines

Tue, Mar 17 - Sat, Mar 21

7:00 am - 10:59 pm

ORD

SIT

18h 59m

3 stops

11:22 am - 11:59 pm

SIT

ORD

33h 37m

2 stops

$686Alaska Airlines

Tue, Mar 17 - Sat, Mar 21

7:00 am - 10:59 pm

ORD

SIT

18h 59m

2 stops

7:06 pm - 11:59 pm

SIT

ORD

25h 53m

2 stops

$689Alaska Airlines

Sat, May 23 - Wed, May 27

5:52 pm - 10:42 pm

ORD

SIT

7h 50m

1 stop

7:00 am - 7:03 pm

SIT

ORD

9h 03m

1 stop

$698Alaska Airlines

Sat, Aug 1 - Sun, Aug 9

8:05 pm - 10:43 am

ORD

SIT

17h 38m

2 stops

2:09 pm - 6:20 am

SIT

ORD

13h 11m

1 stop

$703Alaska Airlines

Sat, Aug 1 - Sun, Aug 9

8:05 pm - 10:44 pm

ORD

SIT

29h 39m

1 stop

2:09 pm - 6:20 am

SIT

ORD

13h 11m

1 stop

$705Alaska Airlines

Sun, Aug 2 - Sun, Aug 9

6:00 am - 1:13 pm

ORD

SIT

10h 13m

1 stop

2:09 pm - 6:20 am

SIT

ORD

13h 11m

1 stop

$752Alaska Airlines

Useful Info

Cheapest flight	$581

Flight from Chicago to Sitka

When to book flights from Chicago to Sitka

Are your dates flexible? Find out the best times to travel from Chicago to Sitka based on our flight data from the last year. Discover the cheapest month and even day to fly.

Estimated round-trip price

KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

What is the cheapest flight from Chicago O'Hare Intl Airport to Sitka?
In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Sitka was $299 for a one-way ticket and $581 for a round-trip.
Do I need a passport to fly between Chicago and Sitka?
Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.
Which aircraft models fly most regularly from Chicago to Sitka?
We unfortunately don’t have that data for this specific route.
How does KAYAK find such low prices on flights from Chicago to Sitka?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Sitka.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Sitka?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Sitka from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Chicago to Sitka?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Sitka with an airline and back to Chicago with another airline. Booking your flights between Chicago and SIT can sometimes prove cheaper using this method.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Sitka?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Sitka from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight from Chicago to Sitka

Airports

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Information on your arrival and departure airports

Chicago (ORD)

Sitka (SIT)

ORD - SIT

$299 Find Cheap Flights from Chicago to Sitka

KAYAK searches hundreds of travel sites at once for deals on flights to Sitka

Everything you should know

Cheap Flights from Chicago to Sitka (ORD-SIT)

Recent round-trip flight deals from Chicago to Sitka

Recent one-way flight deals from Chicago to Sitka

Good to know

When to book flights from Chicago to Sitka

FAQs for booking Chicago to Sitka flights

What is the cheapest flight from Chicago O'Hare Intl Airport to Sitka?

In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Sitka was $299 for a one-way ticket and $581 for a round-trip.

Do I need a passport to fly between Chicago and Sitka?

Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

Which aircraft models fly most regularly from Chicago to Sitka?

We unfortunately don’t have that data for this specific route.

How does KAYAK find such low prices on flights from Chicago to Sitka?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Sitka.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Sitka?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Sitka from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Chicago to Sitka?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Sitka with an airline and back to Chicago with another airline. Booking your flights between Chicago and SIT can sometimes prove cheaper using this method.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Sitka?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Sitka from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight from Chicago to Sitka

Information on your arrival and departure airports

Cabin class types available on flights to Sitka

Complete your trip to Sitka with a hotel stay or car rental

Find direct flights to and from Chicago and Sitka

Flights to other popular destinations

Flights from domestic origins to Sitka

Choose which airport to fly into in Chicago

Find deals for your return flight