The cheapest times to fly from ORD to SIT are

  • January 8th to February 18th
  • June 4th to November 4th (except the weeks of July 23rd, September 10th, and October 8th)

based on data collected exclusively by Champion Traveler across tens of millions of flights. Among all the dates above, the very cheapest time to fly from ORD to SIT is mid to late August. Prices can be as high as $979 for Sunday flights during early May, or as low as $379 for Tuesday flights around mid to late August.


When to Fly to Sitka

Flying from Chicago, IL (ORD) to Sitka, AK (SIT) will usually cost between $449 to $774 per person if booking more than four weeks in advance. On average the very cheapest time to fly is mid to late August with an average ticket price of $442. Due to high demand the most expensive time to fly is early May, with an average price of $797. Planning your trip to low-cost times can easily save you $355 on economy flights and even more on first-class flights. Generally, any price below $631 can be considered a good price for a round-trip ORD to SIT flight.

See below for a graph of average weekly prices for the ORD to SIT route. All prices are for round-trip tickets in USD.

ORD to SIT Flight Prices

Compared to other flights, the ORD to SIT flight is cheaper than the average and costs less than the average flight leaving from Chicago. The average price per mile (for a direct flight) is $0.17, which is below average.


Flight Prices by Day of the Week

Tuesday is usually the cheapest day to depart and return on this flight. Sundays are the most expensive days to fly out or take a return trip. Selecting flights on the least expensive days could save you up to $89 (13%) on this flight.

Departing prices are for round-trip flights returning on the day of departure. For example, a flight departing on Tuesday and returning a week later will cost an average of $592. Return trip prices are from the SIT to ORD flight, and often highlight the quality of our data in showing the same trend.

Departing Prices by Day

Departure Day Prices

Return Trip Prices by Day

Return Day Prices


Nonstop Flights and Layovers

Travelers looking to fly from ORD to SIT can generally find a 1-layover flight. Because there is not usually a direct flight option the real-world direct flight time of 5 hour 8 minutes may not be realistic.


Alternative Nearby Airports

Champion Traveler tells you which airports are nearby and whether tickets might be cheaper alternative airports nearby. Sometimes it’s worth it to fly into a closer airport and then commute to your destination. Remember that there is not usually a nonstop flight from ORD to SIT while comparing.

Destination alternative #1: Juneau International Airport (JNU) in Juneau, AK

  • 95 miles (153 km) away from SIT
  • Usually 9.75% less expensive than SIT
  • 1-layover flights available

See ORD to JNU flights


Flight Questions Answered

Still have questions about flying from ORD to SIT? We’ve got answers.

Which airlines fly this route?

You can find 4 major airlines flying this route most often: Alaska, American, Delta, United, and potentially more during busy seasons.

How far away is it from Sitka Rocky Gutierrez Airport to Chicago O’Hare International Airport?

The distance between the two airports is roughly 2309 miles or 3716 kilometers.

How long does it take to fly from ORD to SIT?

The real-world flight time for a nonstop ORD to SIT flight is about 5 hour 8 minutes.

How many flights go between Chicago, IL and Sitka, AK?

It depends on the day of the week and the date, but a typical day might have around 23 available flights from ORD to SIT.


Airport Location Info


Departing Airport

Origination code ORD
Origination airport name Chicago O’Hare International Airport
City Chicago, IL
Country the United States
Latitude 42
Longitude -87.9

Return Airport

Destination code SIT
Destination airport name Sitka Rocky Gutierrez Airport
City Sitka, AK
Country the United States
Latitude 57
Longitude -135.4


Other Resources

Please note that while we’ve worked hard to analyzed tens of millions of flights to get you this data, we do not calculate current live prices or guarantee pricing. Please see our partners using the links above for current offers.