There are 8 ways to get from Portland to Chicago Heights by plane, train, train (Amtrak), or car
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, train
best- Fly from Portland International Airport (PDX) to Chicago Midway International Airport (MDW)plane PDX - MDW
- Take the train from Museum Campus/11th St. to 211th St.train
8h 11m$210–917Fly Portland International Airport to Chicago O'Hare International Airport, train
cheapest- Fly from Portland International Airport (PDX) to Chicago O'Hare International Airport (ORD)plane PDX - ORD
- Take the train from Van Buren St. to 211th St.train
8h 29m$120–567Train (Amtrak)
- Take the train from Portland to Chicago Union Stationtrain Empire Builder
47h 53m$618–1,330Drive 2,100.5 mi
- Drive from Portland to Chicago Heightscar 2,100.5 mi
33h 20m$384–554Train to Mahlon Sweet Field Airport, fly to Chicago O'Hare International Airport, train
- Take the train from Portland to Eugenetrain
- Fly from Mahlon Sweet Field Airport (EUG) to Chicago O'Hare International Airport (ORD)plane EUG - ORD
- Take the train from Van Buren St. to 211th St.train
10h 47m$171–587Fly Portland International Airport to South Bend, train
- Fly from Portland International Airport (PDX) to South Bend (SBN)plane PDX - SBN
- Take the train from South Bend Airport to Hegewischtrain
12h$246–1,120Train to Seattle-Tacoma International Airport, fly to Chicago O'Hare International Airport, train
- Take the train from Portland to Tacomatrain
- Fly from Seattle-Tacoma International Airport (SEA) to Chicago O'Hare International Airport (ORD)plane SEA - ORD
- Take the train from Van Buren St. to 211th St.train
11h 45m$133–489Train to Seattle-Tacoma International Airport, fly to Chicago Midway International Airport, train
- Take the train from Portland to Tacomatrain
- Fly from Seattle-Tacoma International Airport (SEA) to Chicago Midway International Airport (MDW)plane SEA - MDW
- Take the train from Museum Campus/11th St. to 211th St.train
11h 32m$188–799
Portland to Chicago Heights by train, bus, and subway (Amtrak)
Questions & Answers
The cheapest way to get from Portland to Chicago Heights is to train and fly which costs $130 - $490 and takes 11h 45m.
The fastest way to get from Portland to Chicago Heights is to fly and train which takes 8h 11m and costs $210 - $950.
The distance between Portland and Chicago Heights is 1808 miles. The road distance is 2112.8 miles.
The best way to get from Portland to Chicago Heights without a car is to train which takes 47h 53m and costs $600 - $1,400.
It takes approximately 8h 11m to get from Portland to Chicago Heights, including transfers.
Chicago Heights is 2h ahead of Portland. It is currently 7:01 PM in Portland and 9:01 PM in Chicago Heights.
Yes, the driving distance between Portland to Chicago Heights is 2113 miles. It takes approximately 33h 20m to drive from Portland to Chicago Heights.
There are 204+ hotels available in Chicago Heights.
What companies run services between Portland, OR, USA and Chicago Heights, IL, USA?
Amtrak operates a train from Portland to Chicago Union Station twice daily. Tickets cost $600–1,400 and the journey takes 46h.
- Website
- southwest.com
Flights from Portland International Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 54m
- When
- Every day
- Estimated price
- $200–900
Flights from Portland International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 6h 6m
- When
- Every day
- Estimated price
- $210–950
Flights from Portland International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 7h 25m
- When
- Saturday
- Estimated price
- $210–1,000
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 25m
- When
- Tuesday and Wednesday
- Estimated price
- $100–480
Flights from Seattle-Tacoma International Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 57m
- When
- Every day
- Estimated price
- $140–700
Flights from Seattle-Tacoma International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 6h 5m
- When
- Every day
- Estimated price
- $150–700
Flights from Seattle-Tacoma International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 6h 45m
- When
- Monday, Thursday, and Friday
- Estimated price
- $160–750
- Website
- aa.com
Flights from Portland International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 2m
- When
- Every day
- Estimated price
- $110–550
Flights from Portland International Airport to South Bend via Dallas/Ft.Worth
- Ave. Duration
- 7h 31m
- When
- Every day
- Estimated price
- $300–1,300
Flights from Seattle-Tacoma International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 20m
- When
- Every day
- Estimated price
- $85–390
- Website
- united.com
Flights from Portland International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 5m
- When
- Every day
- Estimated price
- $110–550
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 52m
- When
- Every day
- Estimated price
- $100–460
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 14m
- When
- Every day
- Estimated price
- $100–480
Flights from Portland International Airport to South Bend via Chicago O'Hare International Airport
- Ave. Duration
- 6h 37m
- When
- Every day
- Estimated price
- $230–1,100
Flights from Seattle-Tacoma International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 9m
- When
- Every day
- Estimated price
- $85–390
- Website
- delta.com
Flights from Portland International Airport to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 6h 20m
- When
- Every day
- Estimated price
- $200–950
Flights from Portland International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 6h 40m
- When
- Every day
- Estimated price
- $110–550
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport via Salt Lake City
- Ave. Duration
- 6h 54m
- When
- Every day
- Estimated price
- $100–470
Flights from Portland International Airport to South Bend via Atlanta
- Ave. Duration
- 11h 7m
- When
- Every day
- Estimated price
- $330–1,400
Flights from Portland International Airport to South Bend via Detroit
- Ave. Duration
- 11h 18m
- When
- Every day
- Estimated price
- $260–1,200
Flights from Seattle-Tacoma International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 3m
- When
- Every day
- Estimated price
- $85–390
Flights from Seattle-Tacoma International Airport to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 7h 33m
- When
- Every day
- Estimated price
- $140–700
- Website
- alaskaair.com
Flights from Portland International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 10m
- When
- Every day
- Estimated price
- $110–550
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport via Seattle-Tacoma International Airport
- Ave. Duration
- 7h 45m
- When
- Every day
- Estimated price
- $110–490
Flights from Seattle-Tacoma International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 9m
- When
- Every day
- Estimated price
- $85–390
- Website
- suncountry.com
Flights from Portland International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 7h 26m
- When
- Sunday
- Estimated price
- $110–550
- Phone
- +1 312-696-3872
- Website
- metra.com
Train from Museum Campus/11th St. to 211th St.
- Ave. Duration
- 55 min
- Frequency
- Hourly
- Estimated price
- $4–6
- Website
- https://metra.com
- Adult
- $4–6
Train from Van Buren St. to 211th St.
- Ave. Duration
- 58 min
- Frequency
- Hourly
- Estimated price
- $4–6
- Website
- https://metra.com
- Adult
- $4–6
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
- $600–1,400
- Website
- https://www.amtrak.com/home.html
Train from Portland to Eugene
- Ave. Duration
- 2h 38m
- Frequency
- 3 times a day
- Estimated price
- $30–75
- Website
- https://www.amtrak.com/home.html
Train from Portland to Tacoma
- Ave. Duration
- 2h 33m
- Frequency
- Every 4 hours
- Estimated price
- $35–85
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from South Bend Airport to Hegewisch
- Ave. Duration
- 1h 29m
- Frequency
- Every 3 hours
- Estimated price
- $11–13
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $11–13
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