There are 5 ways to get from Portland to Chicago Union Station 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 Portland International Airport to Chicago Midway International Airport
best- Fly from Portland International Airport (PDX) to Chicago Midway International Airport (MDW)plane PDX - MDW
6h 16m$185–808Fly Portland International Airport to Chicago O'Hare International Airport
cheapest- Fly from Portland International Airport (PDX) to Chicago O'Hare International Airport (ORD)plane PDX - ORD
6h 30m$135–608Train (Amtrak)
- Take the train from Portland to Chicago Union Stationtrain Empire Builder
46h$200–1,200Drive 2,076.5 mi
- Drive from Portland to Chicago Union Stationcar 2,076.5 mi
33h 40m$379–548Train to Mahlon Sweet Field Airport, fly to Chicago O'Hare International Airport
- Take the train from Portland to Eugenetrain
- Fly from Mahlon Sweet Field Airport (EUG) to Chicago O'Hare International Airport (ORD)plane EUG - ORD
8h 44m$201–733
Portland to Chicago Union Station by train (Amtrak)
Questions & Answers
The cheapest way to get from Portland to Chicago Union Station is to fly which costs $130 - $650 and takes 6h 30m.
The fastest way to get from Portland to Chicago Union Station is to fly which takes 6h 16m and costs $180 - $850.
Yes, there is a direct train departing from Portland and arriving at Chicago Union Station station. Services depart twice daily, and operate every day. The journey takes approximately 46h.
The distance between Portland and Chicago Union Station is 1780 miles. The road distance is 2088.7 miles.
The best way to get from Portland to Chicago Union Station without a car is to train which takes 46h and costs $200 - $1,200.
It takes approximately 6h 16m to get from Portland to Chicago Union Station, including transfers.
Portland to Chicago Union Station train services, operated by Amtrak, depart from Portland station.
The best way to get from Portland to Chicago Union Station is to fly which takes 6h 16m and costs $180 - $850. Alternatively, you can train, which costs $200 - $1,200 and takes 46h.
Chicago Union Station is 2h ahead of Portland. It is currently 5:44 AM in Portland and 7:44 AM in Chicago Union Station.
Portland to Chicago Union Station train services, operated by Amtrak, arrive at Chicago Union Station.
What companies run services between Portland, OR, USA and Chicago Union Station, IL, USA?
Southwest Airlines flies from Portland International Airport (PDX) to Chicago Midway International Airport (MDW) twice daily. Alternatively, Amtrak operates a train from Portland to Chicago Union Station twice daily. Tickets cost $200–1,200 and the journey takes 46h.
- Website
- southwest.com
Flights from Portland International Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 55m
- When
- Every day
- Estimated price
- $180–800
Flights from Portland International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 5h 58m
- When
- Monday to Saturday
- Estimated price
- $190–850
Flights from Portland International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 8h 40m
- When
- Saturday
- Estimated price
- $190–850
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport via Las Vegas
- Ave. Duration
- 8h 10m
- When
- Saturday
- Estimated price
- $180–750
- Website
- united.com
Flights from Portland International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 2m
- When
- Every day
- Estimated price
- $130–600
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 52m
- When
- Every day
- Estimated price
- $150–650
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 14m
- When
- Every day
- Estimated price
- $150–700
- Website
- alaskaair.com
Flights from Portland International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 5m
- When
- Monday, Tuesday, Thursday, Friday, and Sunday
- Estimated price
- $130–600
Flights from Portland International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 7h 15m
- When
- Monday, Tuesday, Wednesday, Thursday, and Sunday
- Estimated price
- $130–600
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport via Portland International Airport
- Ave. Duration
- 6h
- When
- Monday, Tuesday, Thursday, and Friday
- Estimated price
- $150–700
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport via Seattle
- Ave. Duration
- 6h 52m
- When
- Every day
- Estimated price
- $160–700
- Website
- aa.com
Flights from Portland International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 15m
- When
- Every day
- Estimated price
- $130–600
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport via Phoenix
- Ave. Duration
- 7h 5m
- When
- Every day
- Estimated price
- $190–800
- Website
- delta.com
Flights from Portland International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 7h 19m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $130–600
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport via Salt Lake City
- Ave. Duration
- 7h 15m
- When
- Every day
- Estimated price
- $150–700
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Portland to Chicago Union Station
- Ave. Duration
- 46h
- Frequency
- Twice daily
- Estimated price
- $200–1,200
- Website
- https://www.amtrak.com/home.html
Train from Portland to Eugene
- Ave. Duration
- 2h 38m
- Frequency
- 3 times a day
- Estimated price
- $18–40
- Website
- https://www.amtrak.com/home.html
Want to know more about travelling around United States
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More Questions & Answers
Yes, the driving distance between Portland to Chicago Union Station is 2089 miles. It takes approximately 33h 40m to drive from Portland to Chicago Union Station.
Book your Portland to Chicago Union Station train tickets online with Omio.
There are 1249+ hotels available in Chicago Union Station.