There are 4 ways to get from Sitka to Chicago by plane, car ferry, 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 to Chicago O'Hare International Airport
best- Fly from Sitka Rocky Gutierrez Airport (SIT) to Chicago O'Hare International Airport (ORD)SIT - ORD
12h 3m$144–607Car ferry, train
- Take the car ferry from Ferry Terminal - Sitka to Bellingham, WA
- Take the train from Bellingham Amtrak Station to Everett Amtrak Station
- Take the train from Everett Amtrak Station to Chicago Union Station
4d 21h$572–2,462Fly to General Mitchell International Airport, train
- Fly from Sitka Rocky Gutierrez Airport (SIT) to General Mitchell International Airport (MKE)SIT - MKE
- Take the train from Milwaukee to Chicago Union Station
14h 18m$376–1,527Fly to Chicago Midway International Airport
- Fly from Sitka Rocky Gutierrez Airport (SIT) to Chicago Midway International Airport (MDW)SIT - MDW
17h 48m$194–807
Sitka Rocky Gutierrez Airport (SIT) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Sitka to Chicago is to fly which costs $140 - $650 and takes 12h 3m.
The fastest way to get from Sitka to Chicago is to fly which takes 12h 3m and costs $140 - $650.
The distance between Sitka and Chicago is 2342 miles.
The best way to get from Sitka to Chicago without a car is to car ferry and train which takes 4 days 21h and costs $550 - $2,500.
It takes approximately 12h 3m to get from Sitka to Chicago, including transfers.
Chicago is 3h ahead of Sitka. It is currently 10:57 AM in Sitka and 1:57 PM in Chicago.
There are 1245+ hotels available in Chicago.
What companies run services between Sitka, AK, USA and Chicago, IL, USA?
Alaska Airlines, Inc. and United Airlines fly from Sitka Rocky Gutierrez Airport (SIT) to Chicago O'Hare International Airport (ORD) 4 times a day.
- Website
- alaskaair.com
Flights from Sitka Rocky Gutierrez Airport to Chicago O'Hare International Airport via Seattle
- Ave. Duration
- 13h 59m
- When
- Every day
- Estimated price
- $140–600
Flights from Sitka Rocky Gutierrez Airport to Chicago O'Hare International Airport via Ketchikan, Seattle
- Ave. Duration
- 9h 56m
- When
- Every day
- Estimated price
- $140–600
Flights from Sitka Rocky Gutierrez Airport to Chicago O'Hare International Airport via Juneau, Seattle
- Ave. Duration
- 16h 27m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $150–600
Flights from Sitka Rocky Gutierrez Airport to General Mitchell International Airport via Seattle
- Ave. Duration
- 13h 59m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $350–1,400
Flights from Sitka Rocky Gutierrez Airport to General Mitchell International Airport via Ketchikan, Seattle
- Ave. Duration
- 9h 56m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $350–1,400
Flights from Sitka Rocky Gutierrez Airport to General Mitchell International Airport via Juneau, Seattle
- Ave. Duration
- 15h 55m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $360–1,500
- Website
- southwest.com
Flights from Sitka Rocky Gutierrez Airport to Chicago Midway International Airport via Seattle
- Ave. Duration
- 26h 30m
- When
- Tuesday and Wednesday
- Estimated price
- $190–800
Flights from Sitka Rocky Gutierrez Airport to Chicago Midway International Airport via Juneau, Seattle
- Ave. Duration
- 21h 38m
- When
- Tuesday, Wednesday, and Friday
- Estimated price
- $200–800
Flights from Sitka Rocky Gutierrez Airport to Chicago Midway International Airport via Seattle, General Mitchell International Airport
- Ave. Duration
- 20h 50m
- When
- Sunday
- Estimated price
- $190–800
Flights from Sitka Rocky Gutierrez Airport to Chicago Midway International Airport via Ketchikan, Seattle
- Ave. Duration
- 22h 27m
- When
- Tuesday and Wednesday
- Estimated price
- $190–800
Flights from Sitka Rocky Gutierrez Airport to Chicago Midway International Airport via Seattle, Bozeman
- Ave. Duration
- 25h 25m
- When
- Wednesday, Thursday, and Sunday
- Estimated price
- $190–800
- Website
- united.com
Flights from Sitka Rocky Gutierrez Airport to Chicago O'Hare International Airport via Seattle, Bozeman
- Ave. Duration
- 10h 25m
- When
- Every day
- Estimated price
- $140–600
- Website
- delta.com
Flights from Sitka Rocky Gutierrez Airport to General Mitchell International Airport via Seattle, Minneapolis
- Ave. Duration
- 11h 35m
- When
- Every day
- Estimated price
- $350–1,400
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Bellingham Amtrak Station to Everett Amtrak Station
- Ave. Duration
- 1h 20m
- Frequency
- Twice daily
- Estimated price
- $20–60
- Website
- https://www.amtrak.com/home.html
Train from Everett Amtrak Station to Chicago Union Station
- Ave. Duration
- 44h 50m
- Frequency
- Twice daily
- Estimated price
- $320–1,600
- Website
- https://www.amtrak.com/home.html
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $22–45
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 800-642-0066
- dot.amhs.customer@alaska.gov
- Website
- dot.alaska.gov
Car ferry from Ferry Terminal - Sitka to Bellingham, WA
- Ave. Duration
- 2d 20h
- Frequency
- On demand
- Estimated price
- $230–800
- Website
- https://dot.alaska.gov
- Schedules at
- https://dot.alaska.gov/amhs/schedules.shtml
- Adult 12+
- $230–800
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





