There are 6 ways to get from Portland to Jackson Station (CTA Red Line) 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 O'Hare International Airport
best- Fly from Portland International Airport (PDX) to Chicago O'Hare International Airport (ORD)PDX - ORD
6h 10m$95–478Train via Jackson & Canal (Amtrak)
- Take the train from Portland to Chicago Union StationEmpire Builder
46h 11m$307–934Drive 2,077.1 mi
- Drive from Portland to Jackson Station (CTA Red Line)2,077.1 mi
33h 23m$380–548Fly Portland International Airport to Chicago Midway International Airport
- Fly from Portland International Airport (PDX) to Chicago Midway International Airport (MDW)PDX - MDW
6h 5m$185–808Train to Mahlon Sweet Field Airport, fly to Chicago O'Hare International Airport
- Take the train from Portland to Eugene
- Fly from Mahlon Sweet Field Airport (EUG) to Chicago O'Hare International Airport (ORD)EUG - ORD
8h 32m$201–779Train (Amtrak)
- Take the train from Portland to Chicago Union StationEmpire Builder
46h 12m$300–950
Portland to Jackson Station (CTA Red Line) by train and bus (Amtrak)
Questions & Answers
The cheapest way to get from Portland to Jackson Station (CTA Red Line) is to fly which costs $95 - $480 and takes 6h 10m.
The fastest way to get from Portland to Jackson Station (CTA Red Line) is to fly which takes 6h 5m 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 Jackson Station (CTA Red Line) is 1773 miles. The road distance is 2089.2 miles.
The best way to get from Portland to Jackson Station (CTA Red Line) without a car is to train via Jackson & Canal which takes 46h 11m and costs $300 - $950.
It takes approximately 6h 10m to get from Portland to Jackson Station (CTA Red Line), including transfers.
Portland to Jackson Station (CTA Red Line) train services, operated by Amtrak, depart from Portland station.
The best way to get from Portland to Jackson Station (CTA Red Line) is to fly which takes 6h 10m and costs $95 - $480. Alternatively, you can train via Jackson & Canal, which costs $300 - $950 and takes 46h 11m.
Portland to Jackson Station (CTA Red Line) train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Portland to Jackson Station (CTA Red Line) is 2089 miles. It takes approximately 33h 23m to drive from Portland to Jackson Station (CTA Red Line).
What companies run services between Portland, OR, USA and Jackson Station (CTA Red Line), IL, USA?
American Airlines, Alaska Airlines, Inc., and three other airlines fly from Portland International Airport (PDX) to Chicago O'Hare International Airport (ORD) every 3 hours. Alternatively, Amtrak operates a train from Portland to Chicago Union Station twice daily. Tickets cost $300–950 and the journey takes 46h.
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- 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 38m
- When
- Monday to Friday
- Estimated price
- $190–800
Flights from Portland International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 7h 10m
- When
- Saturday
- Estimated price
- $190–850
Flights from Portland International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 7h 20m
- When
- Saturday
- Estimated price
- $190–800
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport via Las Vegas
- Ave. Duration
- 7h 15m
- When
- Monday, Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $180–800
- Website
- alaskaair.com
Flights from Portland International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 3m
- When
- Every day
- Estimated price
- $120–550
Flights from Portland International Airport to Chicago O'Hare International Airport via Kansas City
- Ave. Duration
- 8h 37m
- When
- Monday, Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $130–600
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport via Seattle
- Ave. Duration
- 7h 20m
- When
- Every day
- Estimated price
- $160–750
- Website
- united.com
Flights from Portland International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 59m
- When
- Every day
- Estimated price
- $120–550
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 52m
- When
- Every day
- Estimated price
- $150–700
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 58m
- When
- Every day
- Estimated price
- $160–700
- Website
- delta.com
Flights from Portland International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 6h 46m
- When
- Every day
- Estimated price
- $120–550
Flights from Portland International Airport to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 6h 29m
- When
- Every day
- Estimated price
- $180–800
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport via Salt Lake City
- Ave. Duration
- 6h 51m
- When
- Monday, Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $160–700
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport via Seattle
- Ave. Duration
- 8h 18m
- When
- Every day
- Estimated price
- $160–750
- Website
- aa.com
Flights from Portland International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 6m
- When
- Monday, Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $120–550
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport via Phoenix
- Ave. Duration
- 6h 47m
- When
- Monday, Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $200–800
- Website
- suncountry.com
Flights from Portland International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 6h 21m
- When
- Saturday and Sunday
- Estimated price
- $120–550
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
- $300–950
- Website
- https://www.amtrak.com/home.html
Train from Portland to Eugene
- Ave. Duration
- 2h 38m
- Frequency
- 3 times a day
- Estimated price
- $19–35
- Website
- https://www.amtrak.com/home.html
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