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Cheap flights from Chicago (CHI) to Sitka (SIT) from $503

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/22. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
CHI — SIT
May 1 — May 81
From?
To?
Wed 5/1
Wed 5/8
1 adult, Economy
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Cheap flight deals from Chicago to Sitka

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Sitka (SIT). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 26, 2024.

Round-trip from

$208
From Chicago (CHI) to Sitka
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What is the cheapest day to fly round-trip from Chicago to Sitka?

Flying to your destination on a Thursday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Sitka. Check prices with Cheapflights to find a great deal for your trip.

When is the cheapest time to fly from Chicago to Sitka (CHI - SIT)?

When flying from Chicago to Sitka, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 23% versus a flight in the morning.

Cheap Delta flights from Chicago to Sitka

Explore cheap flight options specifically provided by Delta for the route between Chicago and Sitka. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 26, 2024.
Peruse some of the lowest-priced Delta flights we've found from Chicago to Sitka. Deals update often to give you more flight options matching your criteria
Sat 6/222:10 pmORD - SIT
1 stop8h 10mDelta
Wed 6/267:05 amSIT - ORD
1 stop7h 15mDelta
Deal found 4/24$503
Sun 6/302:10 pmORD - SIT
1 stop8h 10mDelta
Mon 7/87:00 amSIT - ORD
1 stop7h 22mDelta
Deal found 4/25$506
Sat 6/226:15 pmORD - SIT
1 stop28h 05mDelta
Wed 6/267:05 amSIT - ORD
1 stop7h 15mDelta
Deal found 4/25$514
Sun 6/309:25 amORD - SIT
2 stops12h 55mDelta
Mon 7/87:00 amSIT - ORD
1 stop7h 22mDelta
Deal found 4/25$620
Sat 6/225:45 pmMDW - SIT
2 stops28h 35mDelta
Tue 6/257:05 amSIT - MDW
2 stops22h 43mDelta
Deal found 4/24$726

Cheap Alaska Airlines flights from Chicago to Sitka

Explore cheap flight options specifically provided by Alaska Airlines for the route between Chicago and Sitka. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 26, 2024.
Have a look at some of the cheapest available Alaska Airlines flights departing from Chicago and landing in Sitka. Make sure to examine the flight information before completing your reservation.
Sat 6/226:00 amORD - SIT
3 stops19h 29mAlaska Airlines
Wed 6/2611:38 amSIT - ORD
2 stops14h 02mAlaska Airlines
Deal found 4/24$590
Sun 6/309:22 pmORD - SIT
1 stop18h 22mAlaska Airlines
Mon 7/811:38 amSIT - ORD
3 stops14h 37mAlaska Airlines
Deal found 4/25$645
Sun 6/306:00 amORD - SIT
3 stops19h 29mAlaska Airlines
Mon 7/811:38 amSIT - ORD
2 stops21h 35mAlaska Airlines
Deal found 4/25$660
Sun 6/306:00 amORD - SIT
3 stops19h 29mAlaska Airlines
Mon 7/811:38 amSIT - ORD
3 stops14h 37mAlaska Airlines
Deal found 4/25$665
Mon 5/137:23 pmORD - SIT
2 stops25h 52mAlaska Airlines
Fri 5/177:00 amSIT - ORD
2 stops18h 40mAlaska Airlines
Deal found 4/26$781
Mon 5/137:23 pmORD - SIT
2 stops25h 52mAlaska Airlines
Fri 5/171:40 pmSIT - ORD
1 stop13h 00mAlaska Airlines
Deal found 4/26$805
Mon 5/135:46 pmORD - SIT
3 stops32h 04mAlaska Airlines
Fri 5/176:00 amSIT - ORD
3 stops20h 40mAlaska Airlines
Deal found 4/26$841

Cheap Chicago to Sitka flights in April & May 2024

Find cheap flight options from Chicago to Sitka specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,068,117 searches. Prices were last updated on April 26, 2024.
Scroll through some of the best deals on flights from Chicago to Sitka in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Mon 5/137:23 pmORD - SIT
2 stops25h 52mAlaska Airlines
Fri 5/177:00 amSIT - ORD
2 stops18h 40mAlaska Airlines
Deal found 4/26$781
Mon 5/137:23 pmORD - SIT
2 stops25h 52mAlaska Airlines
Fri 5/171:40 pmSIT - ORD
1 stop13h 00mAlaska Airlines
Deal found 4/26$805
Mon 5/135:46 pmORD - SIT
3 stops32h 04mAlaska Airlines
Fri 5/176:00 amSIT - ORD
3 stops20h 40mAlaska Airlines
Deal found 4/26$841

Chicago to Sitka 2024 flight deals

Discover exclusive flight deals for travel between Chicago and Sitka in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 26, 2024.
Scroll through some of the best deals on flights from Chicago to Sitka in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Sat 6/226:15 pmORD - SIT
1 stop28h 05mDelta
Wed 6/267:05 amSIT - ORD
1 stop7h 15mDelta
Deal found 4/25$514
Sun 6/302:10 pmORD - SIT
1 stop8h 10mDelta
Mon 7/87:00 amSIT - ORD
1 stop7h 22mDelta
Deal found 4/26$536
Sat 6/226:00 amORD - SIT
3 stops19h 29mAlaska Airlines
Wed 6/261:40 pmSIT - ORD
1 stop12h 00mAlaska Airlines
Deal found 4/25$590
Sun 6/309:22 pmORD - SIT
1 stop18h 22mAlaska Airlines
Mon 7/811:38 amSIT - ORD
2 stops9h 01mAlaska Airlines
Deal found 4/26$640
Sun 6/309:22 pmORD - SIT
1 stop18h 22mAlaska Airlines
Mon 7/811:38 amSIT - ORD
3 stops15h 42mAlaska Airlines
Deal found 4/26$645
Sun 6/306:00 amORD - SIT
2 stops15h 19mAlaska Airlines
Mon 7/811:38 amSIT - ORD
3 stops14h 37mAlaska Airlines
Deal found 4/26$666
Sun 6/309:22 pmORD - SIT
3 stops28h 07mAlaska Airlines
Mon 7/811:38 amSIT - ORD
3 stops15h 42mAlaska Airlines
Deal found 4/26$674
Sat 6/225:45 pmMDW - SIT
2 stops28h 35mDelta
Tue 6/257:05 amSIT - MDW
2 stops22h 43mDelta
Deal found 4/25$726
Mon 5/137:23 pmORD - SIT
2 stops25h 52mAlaska Airlines
Fri 5/177:00 amSIT - ORD
2 stops18h 40mAlaska Airlines
Deal found 4/26$781

Find flights from Chicago to Sitka within your budget

Customize your flight search to find flights from Chicago to Sitka 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, Cheapflights users made 3,068,117 searches. Data last updated April 26, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$503 - $726

Route

Depart

Return

Price

Chicago O'Hare IntlSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Sat 6/22

1 stop8h 10m

Sitka

Wed 6/26

1 stop7h 15m

$503

Chicago O'Hare IntlSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Sun 6/30

1 stop8h 10m

Sitka

Mon 7/8

1 stop7h 22m

$506

Chicago O'Hare IntlSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Sat 6/22

1 stop28h 05m

Sitka

Wed 6/26

1 stop7h 15m

$514

Chicago O'Hare IntlSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Sat 6/22

3 stops19h 29m

Sitka

Wed 6/26

2 stops14h 02m

$590

Chicago O'Hare IntlSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Sun 6/30

2 stops12h 55m

Sitka

Mon 7/8

1 stop7h 22m

$620

Chicago O'Hare IntlSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Sun 6/30

1 stop18h 22m

Sitka

Mon 7/8

3 stops14h 37m

$645

Chicago O'Hare IntlSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Sun 6/30

3 stops19h 29m

Sitka

Mon 7/8

2 stops21h 35m

$660

Chicago O'Hare IntlSitka

ORD - SIT

ORDSIT

Chicago O'Hare Intl

Sun 6/30

3 stops19h 29m

Sitka

Mon 7/8

3 stops14h 37m

$665

Chicago MidwaySitka

MDW - SIT

MDWSIT

Chicago Midway

Sat 6/22

2 stops28h 35m

Sitka

Tue 6/25

2 stops22h 43m

$726

Flights are sorted by cheapest first

Deals found on 4/24

When is the cheapest time to fly from Chicago to Sitka?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Sitka. Price data was last updated on April 21, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago to Sitka flight should consider departing on Tuesday at noon when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
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Average price of flights to Sitka by month

Plan your trip from Chicago to Sitka by taking into account the cheapest months to travel. The average price of a one-way flight from Chicago to Sitka is currently $0 while a round-trip flight costs $603. Price data was last updated on April 21, 2024.

Temperature and rainfall in Sitka by month

Plan your trip to Sitka by taking into account the average temperature and rainfall totals by month.

SIT

Temperature

32 - 53.6 °F

Reviews of airlines servicing Sitka

Get insights into the airlines that provide service to Sitka. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Sitka. Reviews last updated April 26, 2024.
See what other customers who have flown with Delta and Alaska Airlines from Chicago to Sitka have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.1
Very good
9,115 reviews
Check prices

Crew

8.6

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.1

Entertainment

7.3

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

Alaska Airlines
8.1
Very good
9,115 reviews
Alaska Airlines
8.1
Very good
9,115 reviews
Check prices

Crew

8.6

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.1

Entertainment

7.3

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

Delta
8.1
Very good
10,966 reviews
Alaska Airlines
8.1
Very good
9,115 reviews
Check prices

Crew

8.6

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.1

Entertainment

7.3

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Sitka. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Sitka from Chicago?

    Located just 1.2 mi from the city center, Sitka is the airport most travelers will use when flying to Sitka from Chicago. Booking flights from Chicago to Sitka (SIT) should be relatively easy as there are 0 daily inbound flights from Chicago from 0 different airlines.

  • Can I find flights from Chicago to Sitka for under $600 on Cheapflights?

    Yes, there are multiple flights from Chicago to Sitka for under $600. The cheapest flight booked recently is on Delta for just $503, but on average you can expect to pay $654.

  • What are the cheapest airlines flying from Chicago to Sitka round-trip?

    According to our current data, Delta ($503), and Alaska Airlines ($590) offers the cheapest pricing from Chicago to Sitka.

  • What does ORD to SIT mean?

    ORD stands for Chicago O'Hare Intl Airport, while SIT stands for Sitka Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. Ready for more IATA code knowledge? These are related airports for your current travel destination: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

  • Can I find deals for flights from Chicago to Sitka that include extra baggage allowance?

    The amount of baggage you can bring on your Chicago to Sitka flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Chicago to Sitka with specific airlines?

    Yes, Cheapflights allows you to browse and filter Chicago to Sitka flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Chicago to Sitka that include hotel bookings?

    Yes. In addition to deals on Chicago to Sitka flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Sitka?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Sitka.

  • Can I find deals for business class flights from Chicago to Sitka?

    Yes. Cheapflights offers flight deals from Chicago to Sitka by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Chicago to Sitka that allow pets onboard?

    Many airlines flying from Chicago to Sitka offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Chicago to Sitka?

    Yes, you can often find last-minute deals on Chicago to Sitka flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago to Sitka flight deals updated?

    The Chicago to Sitka flight deals you see on this page were last updated on 4/26.

See more FAQs

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Search flights from Chicago to Sitka by cabin class

Find flights from Chicago to Sitka, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Chicago to Sitka?

Deals for Chicago to Sitka flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Sitka?

Cheapflights simply makes it quick and affordable to book flights from Chicago to Sitka by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Chicago to Sitka with no change fees?

Need flexible booking options for your flight to Sitka from Chicago? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Chicago to Sitka become cheaper?

Yes! Start tracking prices for Chicago to Sitka flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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