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 10m$214–807Train 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
12h 47m$409–1,569Fly from Chicago Midway International Airport
- Fly from Chicago Midway International Airport (MDW) to Sitka Rocky Gutierrez Airport (SIT)plane MDW - SIT
14h 7m$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 $210 - $850 and takes 11h 10m.
The fastest way to get from Chicago to Sitka is to fly which takes 11h 10m and costs $210 - $850.
The distance between Chicago and Sitka is 2343 miles.
It takes approximately 11h 10m to get from Chicago to Sitka, including transfers.
Sitka is 3h behind Chicago. It is currently 3:00 PM in Chicago and 12:00 PM in Sitka.
There are three+ hotels available in Sitka.
What companies run services between Chicago, IL, USA and Sitka, AK, USA?
Alaska Airlines, Inc. and American Airlines fly from Chicago O'Hare International Airport (ORD) to Sitka Rocky Gutierrez Airport (SIT) twice daily.
- Website
- alaskaair.com
Flights from Chicago O'Hare International Airport to Sitka Rocky Gutierrez Airport via Seattle
- Ave. Duration
- 9h 9m
- When
- Every day
- Estimated price
- $210–1,000
Flights from Chicago O'Hare International Airport to Sitka Rocky Gutierrez Airport via Seattle, Ketchikan
- Ave. Duration
- 13h 37m
- When
- Every day
- Estimated price
- $250–1,000
Flights from General Mitchell International Airport to Sitka Rocky Gutierrez Airport via Seattle
- Ave. Duration
- 8h 48m
- When
- Every day
- Estimated price
- $380–1,500
Flights from General Mitchell International Airport to Sitka Rocky Gutierrez Airport via Seattle, Ketchikan
- Ave. Duration
- 14h 35m
- When
- Every day
- Estimated price
- $380–1,500
Flights from Chicago Midway International Airport to Sitka Rocky Gutierrez Airport via Seattle
- Ave. Duration
- 21h 25m
- When
- Every day
- Estimated price
- $270–1,100
Flights from Chicago Midway International Airport to Sitka Rocky Gutierrez Airport via Seattle, Ketchikan
- Ave. Duration
- 11h 37m
- When
- Monday to Saturday
- Estimated price
- $270–1,100
Flights from Chicago Midway International Airport to Sitka Rocky Gutierrez Airport via Spokane, Seattle
- Ave. Duration
- 19h
- When
- Monday, Thursday, and Friday
- Estimated price
- $270–1,100
Flights from Chicago Midway International Airport to Sitka Rocky Gutierrez Airport via Minneapolis, Seattle
- Ave. Duration
- 19h 5m
- When
- Sunday
- Estimated price
- $330–1,300
Flights from Chicago Midway International Airport to Sitka Rocky Gutierrez Airport via Omaha, Seattle
- Ave. Duration
- 19h 5m
- When
- Sunday
- Estimated price
- $330–1,300
Flights from Chicago Midway International Airport to Sitka Rocky Gutierrez Airport via General Mitchell International Airport, Seattle
- Ave. Duration
- 19h 10m
- When
- Monday to Friday
- Estimated price
- $330–1,300
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
- $24–55
- Website
- Amtrak
Want to know more about travelling around United States
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