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)ORD - SIT
11h 3m$164–657Train to General Mitchell International Airport, fly
- Take the train from Chicago Union Station to Milwaukee
- Fly from General Mitchell International Airport (MKE) to Sitka Rocky Gutierrez Airport (SIT)MKE - SIT
12h 43m$306–1,321Fly from Chicago Midway International Airport
- Fly from Chicago Midway International Airport (MDW) to Sitka Rocky Gutierrez Airport (SIT)MDW - SIT
23h 11m$204–807
Chicago O'Hare International Airport (ORD) to Sitka Rocky Gutierrez Airport (SIT) flights
Questions & Answers
The cheapest way to get from Chicago to Sitka is to fly which costs $160 - $700 and takes 11h 3m.
The fastest way to get from Chicago to Sitka is to fly which takes 11h 3m and costs $160 - $700.
The distance between Chicago and Sitka is 2343 miles.
It takes approximately 11h 3m to get from Chicago to Sitka, including transfers.
Sitka is 3h behind Chicago. It is currently 2:10 PM in Chicago and 11:10 AM in Sitka.
There are two+ 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) 3 times a day.
- Website
- alaskaair.com
Flights from Chicago O'Hare International Airport to Sitka Rocky Gutierrez Airport via Seattle
- Ave. Duration
- 9h 15m
- When
- Every day
- Estimated price
- $160–650
Flights from General Mitchell International Airport to Sitka Rocky Gutierrez Airport via Seattle
- Ave. Duration
- 8h 44m
- When
- Every day
- Estimated price
- $280–1,200
Flights from Chicago Midway International Airport to Sitka Rocky Gutierrez Airport via Seattle
- Ave. Duration
- 20h 44m
- When
- Saturday
- Estimated price
- $200–800
Flights from Chicago Midway International Airport to Sitka Rocky Gutierrez Airport via Portland, Seattle
- Ave. Duration
- 22h 54m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $200–850
Flights from Chicago Midway International Airport to Sitka Rocky Gutierrez Airport via Boise, Seattle
- Ave. Duration
- 25h 4m
- When
- Monday, Thursday, and Friday
- Estimated price
- $200–850
Flights from Chicago Midway International Airport to Sitka Rocky Gutierrez Airport via Seattle, Ketchikan
- Ave. Duration
- 26h 26m
- When
- Saturday
- Estimated price
- $200–800
Flights from Chicago Midway International Airport to Sitka Rocky Gutierrez Airport via Spokane, Seattle
- Ave. Duration
- 27h 54m
- When
- Monday, Thursday, and Friday
- Estimated price
- $200–800
Flights from Chicago Midway International Airport to Sitka Rocky Gutierrez Airport via Omaha, Seattle
- Ave. Duration
- 28h 9m
- When
- Monday, Tuesday, Friday, and Sunday
- Estimated price
- $200–800
Flights from Chicago Midway International Airport to Sitka Rocky Gutierrez Airport via Bozeman, Seattle
- Ave. Duration
- 28h 44m
- When
- Monday, Thursday, and Friday
- Estimated price
- $200–800
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $22–40
- Website
- https://www.amtrak.com/home.html
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide




