There are 3 ways to get from Chicago to Sitka by plane or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly from Chicago O'Hare International Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Sitka Rocky Gutierrez Airport (SIT)plane ORD - SIT
11h 46m$174–757Train to General Mitchell International Airport, fly
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to Sitka Rocky Gutierrez Airport (SIT)plane MKE - SIT
13h 58m$351–1,388Fly from Chicago Midway International Airport
- Fly from Chicago Midway International Airport (MDW) to Sitka Rocky Gutierrez Airport (SIT)plane MDW - SIT
19h 29m$274–1,107
Chicago O'Hare International Airport (ORD) to Sitka Rocky Gutierrez Airport (SIT) flights
Comparing Your Travel Options
The cheapest way to get from Chicago to Sitka is to fly which costs $170 - $800 and takes 11h 46m.
The fastest way to get from Chicago to Sitka is to fly which takes 11h 46m and costs $170 - $800.
The distance between Chicago and Sitka is 2343 miles.
It takes approximately 11h 46m to get from Chicago to Sitka, including transfers.
Sitka is 3h behind Chicago. It is currently 12:36 AM in Chicago and 9:36 PM in Sitka.
There are four+ hotels available in Sitka.
What companies run services between Chicago, IL, USA and Sitka, AK, USA?
Alaska Airlines, Inc., American Airlines, and Delta fly from Chicago O'Hare International Airport (ORD) to Sitka Rocky Gutierrez Airport (SIT) 4 times a day.
- Website
- alaskaair.com
Flights from Chicago O'Hare International Airport to Sitka Rocky Gutierrez Airport via Seattle
- Ave. Duration
- 9h 20m
- When
- Every day
- Estimated price
- $170–900
Flights from General Mitchell International Airport to Sitka Rocky Gutierrez Airport via Seattle, Juneau
- Ave. Duration
- 20h 46m
- When
- Wednesday to Saturday
- Estimated price
- $390–1,500
Flights from General Mitchell International Airport to Sitka Rocky Gutierrez Airport via Denver, Seattle
- Ave. Duration
- 10h 9m
- When
- Tuesday to Saturday
- Estimated price
- $300–1,300
Flights from Chicago Midway International Airport to Sitka Rocky Gutierrez Airport via Seattle
- Ave. Duration
- 17h 49m
- When
- Monday, Thursday, and Friday
- Estimated price
- $270–1,100
Flights from Chicago Midway International Airport to Sitka Rocky Gutierrez Airport via Kansas City, Seattle
- Ave. Duration
- 16h 59m
- When
- Monday and Sunday
- Estimated price
- $370–1,400
Flights from Chicago Midway International Airport to Sitka Rocky Gutierrez Airport via Minneapolis, Seattle
- Ave. Duration
- 17h 49m
- When
- Monday and Sunday
- Estimated price
- $360–1,400
Flights from Chicago Midway International Airport to Sitka Rocky Gutierrez Airport via St. Louis, Seattle
- Ave. Duration
- 17h 49m
- When
- Thursday and Friday
- Estimated price
- $370–1,400
Flights from Chicago Midway International Airport to Sitka Rocky Gutierrez Airport via Portland, Seattle
- Ave. Duration
- 18h 9m
- When
- Monday, Thursday, and Friday
- Estimated price
- $280–1,200
Flights from Chicago Midway International Airport to Sitka Rocky Gutierrez Airport via Seattle, Ketchikan
- Ave. Duration
- 23h 33m
- When
- Monday, Thursday, and Friday
- Estimated price
- $270–1,100
Flights from Chicago Midway International Airport to Sitka Rocky Gutierrez Airport via Omaha, Seattle
- Ave. Duration
- 23h 54m
- When
- Saturday
- Estimated price
- $370–1,400
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
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