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Cheap flight deals from Chicago to Sitka Starting at PHP 27,759

We've found these cheap flights for you. You can book one-way or round-trip flight tickets.

  • Round-trip
      • ORD05:54 pm
        32h 4m
        2 stops
        SIT10:58 pm
        Tue, Mar 18|Chicago - Sitka|Alaska Airlines
        SIT11:30 am
        15h 10m
        2 stops
        ORD05:40 am
        Tue, Mar 25|Sitka - Chicago|Alaska Airlines
        PHP 27,759PHP 46,468
        40% OFF
        40% OFF
        PHP 46,468PHP 27,759

        Choose Alaska Airlines flights from Chicago to Sitka. The one-way connecting flight with Alaska Airlines departs from O'Hare International Airport on Tue, Mar 18-Tue, Mar 25, arriving at Sitka Rocky Gutierrez Airport. One-way Prices start from PHP 27,759 including taxes and charges.

      • ORD05:54 pm
        19h 30m
        2 stops
        SIT10:24 am
        Mon, Mar 17|Chicago - Sitka|Alaska Airlines
        SIT11:30 am
        15h 10m
        2 stops
        ORD05:40 am
        Tue, Mar 25|Sitka - Chicago|Alaska Airlines
        PHP 30,507PHP 46,468
        34% OFF
        34% OFF
        PHP 46,468PHP 30,507

        Choose Alaska Airlines flights from Chicago to Sitka. The one-way connecting flight with Alaska Airlines departs from O'Hare International Airport on Mon, Mar 17-Tue, Mar 25, arriving at Sitka Rocky Gutierrez Airport. One-way Prices start from PHP 30,507 including taxes and charges.

      • ORD09:53 am
        11h 30m
        1 stop
        SIT06:23 pm
        Tue, Mar 18|Chicago - Sitka|American Airlines
        SIT06:00 am
        20h 59m
        2 stops
        ORD05:59 am
        Tue, Mar 25|Sitka - Chicago|Alaska Airlines
        PHP 31,858PHP 46,468
        31% OFF
        31% OFF
        PHP 46,468PHP 31,858

        Choose American Airlines flights from Chicago to Sitka. The one-way connecting flight with American Airlines departs from O'Hare International Airport on Tue, Mar 18-Tue, Mar 25, arriving at Sitka Rocky Gutierrez Airport. One-way Prices start from PHP 31,858 including taxes and charges.

      • MDW06:40 am
        14h 43m
        2 stops
        SIT06:23 pm
        Mon, Mar 10|Chicago - Sitka|Frontier Airlines
        SIT11:16 am
        24h 53m
        1 stop
        ORD03:09 pm
        Mon, Mar 17|Sitka - Chicago|Alaska Airlines
        PHP 32,841
        PHP 32,841

        Choose Frontier Airlines flights from Chicago to Sitka. The one-way connecting flight with Frontier Airlines departs from Midway International Airport on Mon, Mar 10-Mon, Mar 17, arriving at Sitka Rocky Gutierrez Airport. One-way Prices start from PHP 32,841 including taxes and charges.

      • ORD07:45 am
        13h 38m
        1 stop
        SIT06:23 pm
        Thu, Feb 27|Chicago - Sitka|Alaska Airlines
        SIT11:16 am
        9h 43m
        1 stop
        ORD11:59 pm
        Wed, Mar 5|Sitka - Chicago|Alaska Airlines
        PHP 33,128
        PHP 33,128

        Choose Alaska Airlines flights from Chicago to Sitka. The one-way connecting flight with Alaska Airlines departs from O'Hare International Airport on Thu, Feb 27-Wed, Mar 5, arriving at Sitka Rocky Gutierrez Airport. One-way Prices start from PHP 33,128 including taxes and charges.

      • ORD07:45 am
        13h 38m
        1 stop
        SIT06:23 pm
        Fri, Feb 28|Chicago - Sitka|Alaska Airlines
        SIT11:16 am
        9h 43m
        1 stop
        ORD11:59 pm
        Thu, Mar 6|Sitka - Chicago|Alaska Airlines
        PHP 33,152
        PHP 33,152

        Choose Alaska Airlines flights from Chicago to Sitka. The one-way connecting flight with Alaska Airlines departs from O'Hare International Airport on Fri, Feb 28-Thu, Mar 6, arriving at Sitka Rocky Gutierrez Airport. One-way Prices start from PHP 33,152 including taxes and charges.

      • ORD10:00 am
        11h 23m
        1 stop
        SIT06:23 pm
        Mon, Mar 10|Chicago - Sitka|Alaska Airlines
        SIT11:16 am
        15h 37m
        1 stop
        ORD05:53 am
        Mon, Mar 17|Sitka - Chicago|Alaska Airlines
        PHP 35,597
        PHP 35,597

        Choose Alaska Airlines flights from Chicago to Sitka. The one-way connecting flight with Alaska Airlines departs from O'Hare International Airport on Mon, Mar 10-Mon, Mar 17, arriving at Sitka Rocky Gutierrez Airport. One-way Prices start from PHP 35,597 including taxes and charges.

      • ORD06:15 am
        15h 8m
        2 stops
        SIT06:23 pm
        Mon, Mar 10|Chicago - Sitka|Southwest Airlines
        SIT11:16 am
        26h 9m
        2 stops
        MDW04:25 pm
        Mon, Mar 17|Sitka - Chicago|Alaska Airlines
        PHP 35,613
        PHP 35,613

        Choose Southwest Airlines flights from Chicago to Sitka. The one-way connecting flight with Southwest Airlines departs from O'Hare International Airport on Mon, Mar 10-Mon, Mar 17, arriving at Sitka Rocky Gutierrez Airport. One-way Prices start from PHP 35,613 including taxes and charges.

      • ORD08:25 pm
        24h 58m
        1 stop
        SIT06:23 pm
        Mon, Mar 17|Chicago - Sitka|American Airlines
        SIT11:30 am
        15h 29m
        2 stops
        ORD05:59 am
        Tue, Mar 25|Sitka - Chicago|Alaska Airlines
        PHP 37,243
        PHP 37,243

        Choose American Airlines flights from Chicago to Sitka. The one-way connecting flight with American Airlines departs from O'Hare International Airport on Mon, Mar 17-Tue, Mar 25, arriving at Sitka Rocky Gutierrez Airport. One-way Prices start from PHP 37,243 including taxes and charges.

      • MDW06:00 am
        15h 23m
        2 stops
        SIT06:23 pm
        Thu, Feb 27|Chicago - Sitka|Delta Air Lines
        SIT11:16 am
        9h 40m
        1 stop
        ORD11:56 pm
        Wed, Mar 5|Sitka - Chicago|Alaska Airlines
        PHP 37,835
        PHP 37,835

        Choose Delta Air Lines flights from Chicago to Sitka. The one-way connecting flight with Delta Air Lines departs from Midway International Airport on Thu, Feb 27-Wed, Mar 5, arriving at Sitka Rocky Gutierrez Airport. One-way Prices start from PHP 37,835 including taxes and charges.

      • CHI01:00 pm
        3h 5m
        Nonstop
        SIT02:00 pm
        Sun, Mar 2|Chicago - Sitka|Alaska Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Chicago to Sitka Flight Time

Flight info.
Departure
Arrival
Weekly Schedule

  1. UA2666

    United Airlines

    05:02 am

    ORD

    2.7h

    06:45 am

    DEN

    -M---FS
    Search

  2. UA204

    United Airlines

    08:08 am

    DEN

    3.0h

    10:08 am

    SEA

    SMTWTFS

  3. AS067

    Alaska Airlines

    03:35 pm

    SEA

    3.7h

    06:16 pm

    SIT

    SMTWTFS

  4. F93173

    Frontier Airlines

    05:21 pm

    ORD

    3.0h

    07:24 pm

    DEN

    SMTWTF-
    Search

  5. F91175

    Frontier Airlines

    06:30 am

    DEN

    3.1h

    08:39 am

    SEA

    S-TWTFS

  6. AS067

    Alaska Airlines

    03:35 pm

    SEA

    3.7h

    06:16 pm

    SIT

    SMTWTFS

  7. AS353

    Alaska Airlines

    05:28 pm

    ORD

    4.7h

    08:11 pm

    SEA

    SMTWTFS
    Search

  8. AS061

    Alaska Airlines

    07:00 am

    SEA

    2.6h

    08:34 am

    JNU

    SMTWTFS

  9. AS062

    Alaska Airlines

    09:34 am

    JNU

    0.7h

    10:17 am

    SIT

    SMTWTFS

  10. DL1285

    Delta Air Lines

    06:00 am

    MDW

    2.0h

    09:01 am

    ATL

    SMTWTFS
    Search

  11. DL774

    Delta Air Lines

    09:54 am

    ATL

    5.4h

    12:20 pm

    SEA

    SMTWTFS

  12. AS067

    Alaska Airlines

    03:35 pm

    SEA

    3.7h

    06:16 pm

    SIT

    SMTWTFS

  13. DL1717

    Delta Air Lines

    06:00 am

    ORD

    1.6h

    07:33 am

    MSP

    SMTWTFS
    Search

  14. DL868

    Delta Air Lines

    08:50 am

    MSP

    3.9h

    10:45 am

    SEA

    SMTWTFS

  15. AS067

    Alaska Airlines

    03:35 pm

    SEA

    3.7h

    06:16 pm

    SIT

    SMTWTFS

  16. F92209

    Frontier Airlines

    06:15 am

    MDW

    2.8h

    08:01 am

    DEN

    SMTWTFS
    Search

  17. F91175

    Frontier Airlines

    06:30 am

    DEN

    3.1h

    08:39 am

    SEA

    S-TWTFS

  18. AS067

    Alaska Airlines

    03:35 pm

    SEA

    3.7h

    06:16 pm

    SIT

    SMTWTFS

  19. AS333

    Alaska Airlines

    07:45 am

    ORD

    4.7h

    10:28 am

    SEA

    SMTWTFS
    Search

  20. AS067

    Alaska Airlines

    03:35 pm

    SEA

    3.7h

    06:16 pm

    SIT

    SMTWTFS

  21. UA1705

    United Airlines

    09:00 am

    ORD

    4.7h

    11:44 am

    SEA

    SMTWTFS
    Search

  22. AS067

    Alaska Airlines

    03:35 pm

    SEA

    3.7h

    06:16 pm

    SIT

    SMTWTFS

  23. AS462

    Alaska Airlines

    10:00 am

    ORD

    4.7h

    12:43 pm

    SEA

    SMTWTFS
    Search

  24. AS067

    Alaska Airlines

    03:35 pm

    SEA

    3.7h

    06:16 pm

    SIT

    SMTWTFS

  25. AA2398

    American Airlines

    10:09 am

    ORD

    4.6h

    12:47 pm

    SEA

    SMTWTFS
    Search

  26. AS067

    Alaska Airlines

    03:35 pm

    SEA

    3.7h

    06:16 pm

    SIT

    SMTWTFS
Find more flights and airlines

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

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from Chicago (CHI) to Sitka (SIT) the cheapest?

    Airlines adjust prices for flights from Chicago to Sitka based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Chicago (CHI) to Sitka (SIT) cost?

    According to Trip.com's data, the lowest price is around PHP 31,346.

  • What is the transportation method from the main airport to downtown in Sitka?

    • The distance from Sitka Rocky Gutierrez Airport to downtown is about 2 km. It takes about 20 minutes by taxi.

How to find a cheap flight from Chicago to Sitka

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Sitka. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Info | Chicago to Sitka

Off-season for travelJanuary
Peak season for travelDecember
Flight distance3,740.01 km
Popular airlineAlaska Airlines

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