There are 4 ways to get from Chicago to Sitka by plane, train, or car ferry
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Chicago O'Hare International Airport to Sitka Rocky Gutierrez Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Sitka Rocky Gutierrez Airport (SIT)plane ORD - SIT
26h 55m$204–807Train to General Mitchell International Airport, fly to Sitka Rocky Gutierrez Airport
- 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
26h 26m$407–1,566Fly Chicago Midway International Airport to Sitka Rocky Gutierrez Airport
- Fly from Chicago Midway International Airport (MDW) to Sitka Rocky Gutierrez Airport (SIT)plane MDW - SIT
29h 42m$274–1,107Fly Chicago O'Hare International Airport to Juneau International Airport, car ferry
- Fly from Chicago O'Hare International Airport (ORD) to Juneau International Airport (JNU)plane ORD - JNU
- Take the carferry from Juneau to Ferry Terminal - Sitkacarferry
21h 46m$256–998
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 $200 - $850 and takes 26h 55m.
The fastest way to get from Chicago to Sitka is to fly and car ferry which takes 21h 46m and costs $250 - $1,000.
The distance between Chicago and Sitka is 2343 miles.
It takes approximately 26h 55m to get from Chicago to Sitka, including transfers.
Sitka is 3h behind Chicago. It is currently 7:06 AM in Chicago and 4:06 AM 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, Ketchikan
- Ave. Duration
- 25h 25m
- When
- Every day
- Estimated price
- $200–950
Flights from General Mitchell International Airport to Sitka Rocky Gutierrez Airport via Seattle, Juneau International Airport
- Ave. Duration
- 22h 27m
- When
- Every day
- Estimated price
- $380–1,500
Flights from General Mitchell International Airport to Sitka Rocky Gutierrez Airport via Seattle, Ketchikan
- Ave. Duration
- 30h 32m
- When
- Every day
- Estimated price
- $380–1,500
Flights from Chicago Midway International Airport to Sitka Rocky Gutierrez Airport via Seattle, Ketchikan
- Ave. Duration
- 31h 5m
- When
- Every day
- Estimated price
- $270–1,100
Flights from Chicago O'Hare International Airport to Juneau International Airport via Seattle
- Ave. Duration
- 10h 23m
- When
- Every day
- Estimated price
- $200–1,000
Flights from Chicago O'Hare International Airport to Juneau International Airport via Seattle, Ketchikan
- Ave. Duration
- 11h 23m
- When
- Every day
- Estimated price
- $250–1,000
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
- $22–50
- Website
- Amtrak
- Phone
- +1 800-642-0066
- [email protected]
- Website
- Alaska Department of Transportation
Car ferry from Juneau to Ferry Terminal - Sitka
- Ave. Duration
- 9h 45m
- Frequency
- On demand
- Estimated price
- $35–120
- Website
- Alaska Department of Transportation
- Schedules at
- Alaska Marine Highway System
- Adult 12+
- $35–120
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




