There are 8 ways to get from Chicago to Issaquah by plane, train (Amtrak), car, 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 Chicago O'Hare International Airport to Seattle-Tacoma International Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Seattle-Tacoma International Airport (SEA)ORD - SEA
8h 46m$128–688Train (Amtrak)
- Take the train from Chicago Union Station to SeattleEmpire Builder
47h 21m$298–562Drive 1,999 mi
- Drive from Chicago to Issaquah1,999 mi
31h 42m$365–527Fly Chicago Midway International Airport to Seattle-Tacoma International Airport
- Fly from Chicago Midway International Airport (MDW) to Seattle-Tacoma International Airport (SEA)MDW - SEA
8h 33m$158–838Train to General Mitchell International Airport, fly to Seattle-Tacoma International Airport
- Take the train from Chicago Union Station to Milwaukee
- Fly from General Mitchell International Airport (MKE) to Seattle-Tacoma International Airport (SEA)MKE - SEA
9h 53m$239–1,199Fly Chicago O'Hare International Airport to King County International Airport
- Fly from Chicago O'Hare International Airport (ORD) to King County International Airport (BFI)ORD - BFI
9h 45m$128–561Fly Chicago Midway International Airport to King County International Airport
- Fly from Chicago Midway International Airport (MDW) to King County International Airport (BFI)MDW - BFI
10h 57m$158–711Fly Chicago O'Hare International Airport to Portland International Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to Portland International Airport (PDX)ORD - PDX
- Take the train from Portland to Seattle
12h 36m$132–571
Chicago to Issaquah by train, foot, and bus (Amtrak)
Questions & Answers
The cheapest way to get from Chicago to Issaquah is to fly and train which costs $130 - $600 and takes 12h 36m.
The fastest way to get from Chicago to Issaquah is to fly which takes 8h 33m and costs $150 - $850.
The distance between Chicago and Issaquah is 1773 miles. The road distance is 2010.6 miles.
The best way to get from Chicago to Issaquah without a car is to train which takes 47h 21m and costs $290 - $600.
It takes approximately 8h 46m to get from Chicago to Issaquah, including transfers.
The best way to get from Chicago to Issaquah is to fly which takes 8h 46m and costs $120 - $700. Alternatively, you can train, which costs $290 - $600 and takes 47h 21m.
Issaquah is 2h behind Chicago. It is currently 8:43 PM in Chicago and 6:43 PM in Issaquah.
Yes, the driving distance between Chicago to Issaquah is 2011 miles. It takes approximately 31h 42m to drive from Chicago to Issaquah.
There are 609+ hotels available in Issaquah.
What companies run services between Chicago, IL, USA and Issaquah, WA, USA?
American Airlines, Alaska Airlines, Inc., and two other airlines fly from Chicago O'Hare International Airport (ORD) to Seattle-Tacoma International Airport (SEA) hourly. Alternatively, Amtrak operates a train from Chicago Union Station to Seattle twice daily. Tickets cost $290–600 and the journey takes 46h 24m.
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Seattle-Tacoma International Airport
- Ave. Duration
- 4h 46m
- When
- Every day
- Estimated price
- $120–600
Flights from Chicago Midway International Airport to Seattle-Tacoma International Airport via Minneapolis
- Ave. Duration
- 8h 22m
- When
- Every day
- Estimated price
- $160–750
Flights from General Mitchell International Airport to Seattle-Tacoma International Airport via Minneapolis
- Ave. Duration
- 7h 24m
- When
- Every day
- Estimated price
- $210–1,000
Flights from General Mitchell International Airport to Seattle-Tacoma International Airport via Salt Lake City
- Ave. Duration
- 7h 36m
- When
- Every day
- Estimated price
- $240–1,100
Flights from Chicago O'Hare International Airport to Portland International Airport via Minneapolis
- Ave. Duration
- 7h 36m
- When
- Every day
- Estimated price
- $150–750
Flights from Chicago O'Hare International Airport to King County International Airport via Portland International Airport
- Ave. Duration
- 9h 10m
- When
- Every day
- Estimated price
- $120–550
Flights from Chicago O'Hare International Airport to King County International Airport via Minneapolis, Portland International Airport
- Ave. Duration
- 10h 41m
- When
- Monday to Friday
- Estimated price
- $120–600
Flights from Chicago O'Hare International Airport to King County International Airport via Spokane, Portland International Airport
- Ave. Duration
- 10h 5m
- When
- Saturday and Sunday
- Estimated price
- $120–600
Flights from Chicago Midway International Airport to King County International Airport via Portland International Airport
- Ave. Duration
- 7h 55m
- When
- Monday to Friday
- Estimated price
- $150–700
Flights from Chicago Midway International Airport to King County International Airport via Denver, Portland International Airport
- Ave. Duration
- 10h 41m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $160–750
Flights from Chicago Midway International Airport to King County International Airport via Kansas City, Portland International Airport
- Ave. Duration
- 10h 25m
- When
- Saturday
- Estimated price
- $160–750
Flights from Chicago Midway International Airport to King County International Airport via Minneapolis, Portland International Airport
- Ave. Duration
- 11h 54m
- When
- Monday to Friday
- Estimated price
- $150–750
- Website
- united.com
Flights from Chicago O'Hare International Airport to Seattle-Tacoma International Airport
- Ave. Duration
- 4h 42m
- When
- Every day
- Estimated price
- $120–600
Flights from General Mitchell International Airport to Seattle-Tacoma International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 7h 9m
- When
- Every day
- Estimated price
- $220–1,100
Flights from General Mitchell International Airport to Seattle-Tacoma International Airport via Denver
- Ave. Duration
- 7h 39m
- When
- Every day
- Estimated price
- $230–1,100
Flights from Chicago O'Hare International Airport to Portland International Airport
- Ave. Duration
- 4h 38m
- When
- Every day
- Estimated price
- $150–700
- Website
- alaskaair.com
Flights from Chicago O'Hare International Airport to Seattle-Tacoma International Airport
- Ave. Duration
- 4h 40m
- When
- Every day
- Estimated price
- $120–600
Flights from General Mitchell International Airport to Seattle-Tacoma International Airport
- Ave. Duration
- 4h 29m
- When
- Every day
- Estimated price
- $210–1,000
Flights from Chicago O'Hare International Airport to Portland International Airport
- Ave. Duration
- 4h 37m
- When
- Every day
- Estimated price
- $150–700
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Seattle-Tacoma International Airport
- Ave. Duration
- 4h 49m
- When
- Every day
- Estimated price
- $120–600
Flights from General Mitchell International Airport to Seattle-Tacoma International Airport
- Ave. Duration
- 4h 29m
- When
- Every day
- Estimated price
- $210–1,000
Flights from General Mitchell International Airport to Seattle-Tacoma International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 7h 25m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $220–1,100
Flights from Chicago O'Hare International Airport to Portland International Airport
- Ave. Duration
- 4h 34m
- When
- Every day
- Estimated price
- $150–700
- Website
- southwest.com
Flights from Chicago Midway International Airport to Seattle-Tacoma International Airport
- Ave. Duration
- 4h 40m
- When
- Every day
- Estimated price
- $150–750
Flights from General Mitchell International Airport to Seattle-Tacoma International Airport via Denver
- Ave. Duration
- 6h 36m
- When
- Every day
- Estimated price
- $230–1,100
Flights from General Mitchell International Airport to Seattle-Tacoma International Airport via Chicago Midway International Airport
- Ave. Duration
- 7h 20m
- When
- Monday, Thursday, and Friday
- Estimated price
- $220–1,100
- Website
- suncountry.com
Flights from Chicago O'Hare International Airport to Portland International Airport via Minneapolis
- Ave. Duration
- 7h 48m
- When
- Monday and Sunday
- Estimated price
- $150–750
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Seattle
- Ave. Duration
- 46h 24m
- Frequency
- Twice daily
- Estimated price
- $290–600
- Website
- https://www.amtrak.com/home.html
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
Train from Portland to Seattle
- Ave. Duration
- 3h 25m
- Frequency
- Every 4 hours
- Estimated price
- $28–70
- Website
- https://www.amtrak.com/home.html
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