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
10h 42m$184–757Train 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
12h 53m$357–1,466Fly from Chicago Midway International Airport
- Fly from Chicago Midway International Airport (MDW) to Sitka Rocky Gutierrez Airport (SIT)plane MDW - SIT
13h 29m$264–1,107
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 $180 - $800 and takes 10h 42m.
The fastest way to get from Chicago to Sitka is to fly which takes 10h 42m and costs $180 - $800.
The distance between Chicago and Sitka is 2343 miles.
It takes approximately 10h 42m to get from Chicago to Sitka, including transfers.
Sitka is 3h behind Chicago. It is currently 2:11 PM in Chicago and 11:11 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., Delta, and two other airlines fly from Chicago O'Hare International Airport (ORD) to Sitka Rocky Gutierrez Airport (SIT) every 4 hours.
- Website
- alaskaair.com
Flights from Chicago O'Hare International Airport to Sitka Rocky Gutierrez Airport via Seattle
- Ave. Duration
- 8h 34m
- When
- Every day
- Estimated price
- $180–750
Flights from Chicago O'Hare International Airport to Sitka Rocky Gutierrez Airport via Kalispell, Seattle
- Ave. Duration
- 12h 26m
- When
- Every day
- Estimated price
- $180–750
Flights from Chicago O'Hare International Airport to Sitka Rocky Gutierrez Airport via Seattle, Ketchikan
- Ave. Duration
- 13h 49m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $180–750
Flights from General Mitchell International Airport to Sitka Rocky Gutierrez Airport via Seattle
- Ave. Duration
- 8h 58m
- When
- Every day
- Estimated price
- $330–1,400
Flights from General Mitchell International Airport to Sitka Rocky Gutierrez Airport via Seattle, Ketchikan
- Ave. Duration
- 14h 29m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $330–1,400
Flights from Chicago Midway International Airport to Sitka Rocky Gutierrez Airport via Seattle
- Ave. Duration
- 18h 40m
- When
- Every day
- Estimated price
- $260–1,100
Flights from Chicago Midway International Airport to Sitka Rocky Gutierrez Airport via Boise, Seattle
- Ave. Duration
- 11h 2m
- 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
- 15h 30m
- When
- Monday to Friday
- Estimated price
- $260–1,100
Flights from Chicago Midway International Airport to Sitka Rocky Gutierrez Airport via Spokane, Seattle
- Ave. Duration
- 13h 52m
- When
- Thursday
- Estimated price
- $260–1,100
Flights from Chicago Midway International Airport to Sitka Rocky Gutierrez Airport via Omaha, Seattle
- Ave. Duration
- 13h 52m
- When
- Monday, Thursday, and Friday
- Estimated price
- $260–1,100
Flights from Chicago Midway International Airport to Sitka Rocky Gutierrez Airport via General Mitchell International Airport, Seattle
- Ave. Duration
- 16h 45m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $260–1,100
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
- $23–50
- 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




