There are 6 ways to get from Portland to Chicago Union Station by plane, train (Amtrak), bus (Flixbus, Greyhound), 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$175–808Fly 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 34m$145–708Train (Amtrak)
- Take the train from Portland to Chicago Union Stationtrain Empire Builder
46h$600–1,400Bus
- Take the bus from Portland Curbside Bus Stop to Pasco Bus Stopbus
- Take the bus from Pasco Bus Stop to Denver Union Stationbus
- Take the bus from Denver Union Station to Chicago Bus Stationbus
2d$368–726Drive 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
9h 4m$207–770
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 $140 - $750 and takes 6h 34m.
The fastest way to get from Portland to Chicago Union Station is to fly which takes 6h 16m and costs $170 - $850.
No, there is no direct bus from Portland to Chicago Union Station station. However, there are services departing from Portland Curbside Bus Stop and arriving at Chicago Bus Station via Pasco Bus Stop and Denver Union Station. The journey, including transfers, takes approximately 2 days 0h.
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 $600 - $1,400.
It takes approximately 6h 16m to get from Portland to Chicago Union Station, including transfers.
Portland to Chicago Union Station bus services, operated by Flixbus USA, depart from Portland Curbside Bus Stop station.
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 $170 - $850. Alternatively, you can train, which costs $600 - $1,400 and takes 46h, you could also bus, which costs $360 - $750 and takes 2 days 0h.
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) 5 times a day. Alternatively, 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 55m
- When
- Every day
- Estimated price
- $170–800
Flights from Portland International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 6h 26m
- When
- Every day
- Estimated price
- $180–850
Flights from Portland International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 6h 35m
- When
- Saturday
- Estimated price
- $190–850
Flights from Portland International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 7h
- When
- Saturday
- Estimated price
- $180–850
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport via Las Vegas
- Ave. Duration
- 7h 50m
- When
- Saturday
- Estimated price
- $170–750
- Website
- united.com
Flights from Portland International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 10m
- When
- Every day
- Estimated price
- $140–700
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 10m
- When
- Every day
- Estimated price
- $140–650
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 28m
- When
- Every day
- Estimated price
- $140–650
- Website
- alaskaair.com
Flights from Portland International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 22m
- When
- Every day
- Estimated price
- $140–700
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport via Seattle
- Ave. Duration
- 7h 13m
- When
- Every day
- Estimated price
- $150–700
- Website
- aa.com
Flights from Portland International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 16m
- When
- Every day
- Estimated price
- $140–700
- Website
- delta.com
Flights from Portland International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 7h 9m
- When
- Every day
- Estimated price
- $150–700
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport via Salt Lake City
- Ave. Duration
- 6h 15m
- When
- Every day
- Estimated price
- $140–650
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport via Seattle
- Ave. Duration
- 8h 34m
- 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
- $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
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Portland Curbside Bus Stop to Pasco Bus Stop
- Ave. Duration
- 3h 50m
- Frequency
- Once daily
- Estimated price
- $28–50
- Schedules at
- flixbus.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Pasco Bus Stop to Denver Union Station
- Ave. Duration
- 22h 30m
- Frequency
- Once daily
- Estimated price
- $180–360
- Website
- https://www.greyhound.com/
Bus from Denver Union Station to Chicago Bus Station
- Ave. Duration
- 20h 30m
- Frequency
- Once daily
- Estimated price
- $160–320
- Website
- https://www.greyhound.com/
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More Questions & Answers
Portland to Chicago Union Station bus services, operated by Flixbus USA, arrive at Pasco Bus Stop station.
Chicago Union Station is 2h ahead of Portland. It is currently 11:38 PM in Portland and 1:38 AM in Chicago Union Station.
Portland to Chicago Union Station train services, operated by Amtrak, arrive at Chicago Union Station.
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.
Book your Portland to Chicago Union Station bus tickets online with Omio and FlixBus.
There are 1334+ hotels available in Chicago Union Station.