There are 7 ways to get from Oregon to Chicago by plane, train (Amtrak), bus (Flixbus, Greyhound), 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 Mahlon Sweet Field Airport to Chicago O'Hare International Airport
best- Fly from Mahlon Sweet Field Airport (EUG) to Chicago O'Hare International Airport (ORD)plane EUG - ORD
5h 14m$167–596Fly 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 25m$145–658Train (Amtrak)
- Take the train from Portland to Chicago Union Stationtrain Empire Builder
46h$600–1,300Bus
- 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$368–706Drive 2,077.3 mi
- Drive from Portland to Chicagocar 2,077.3 mi
33h 41m$380–548Fly Mahlon Sweet Field Airport to Chicago Midway International Airport
- Fly from Mahlon Sweet Field Airport (EUG) to Chicago Midway International Airport (MDW)plane EUG - MDW
6h 58m$207–796Fly Portland International Airport to Chicago Midway International Airport
- Fly from Portland International Airport (PDX) to Chicago Midway International Airport (MDW)plane PDX - MDW
6h 12m$185–808
Oregon to Chicago by train (Amtrak)
Questions & Answers
The cheapest way to get from Oregon to Chicago is to fly which costs $140 - $700 and takes 6h 25m.
The fastest way to get from Oregon to Chicago is to fly which takes 5h 14m and costs $160 - $600.
No, there is no direct bus from Oregon to Chicago 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 Oregon and Chicago is 1813 miles. The road distance is 2089.4 miles.
The best way to get from Oregon to Chicago without a car is to train which takes 46h and costs $600 - $1,300.
It takes approximately 5h 14m to get from Oregon to Chicago, including transfers.
Oregon to Chicago bus services, operated by Flixbus USA, depart from Portland Curbside Bus Stop station.
Oregon to Chicago train services, operated by Amtrak, depart from Portland station.
The best way to get from Oregon to Chicago is to fly which takes 5h 14m and costs $160 - $600. Alternatively, you can train, which costs $600 - $1,300 and takes 46h, you could also bus, which costs $360 - $750 and takes 2 days 0h.
What companies run services between Oregon, USA and Chicago, IL, USA?
United Airlines, Delta, and two other airlines fly from Mahlon Sweet Field Airport (EUG) 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 $600–1,300 and the journey takes 46h.
- Website
- southwest.com
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 20m
- When
- Every day
- Estimated price
- $130–600
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport via Las Vegas
- Ave. Duration
- 7h 50m
- When
- Saturday
- Estimated price
- $150–650
Flights from Mahlon Sweet Field Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 6h 36m
- When
- Every day
- Estimated price
- $170–750
Flights from Mahlon Sweet Field Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 7h 6m
- When
- Monday to Saturday
- Estimated price
- $200–850
Flights from Mahlon Sweet Field Airport to Chicago Midway International Airport via Sacramento
- Ave. Duration
- 7h 40m
- When
- Saturday
- Estimated price
- $190–850
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
- 6h 26m
- When
- Every day
- Estimated price
- $190–850
Flights from Portland International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 6h 35m
- When
- Saturday
- Estimated price
- $200–850
Flights from Portland International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 7h
- When
- Saturday
- Estimated price
- $190–850
- Website
- united.com
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 10m
- When
- Every day
- Estimated price
- $130–550
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 24m
- When
- Every day
- Estimated price
- $130–600
Flights from Portland International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 7m
- When
- Every day
- Estimated price
- $140–650
- Website
- aa.com
Flights from Portland International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 9m
- When
- Every day
- Estimated price
- $140–650
- Website
- alaskaair.com
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport via Seattle
- Ave. Duration
- 7h 13m
- When
- Every day
- Estimated price
- $140–600
Flights from Portland International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 22m
- When
- Every day
- Estimated price
- $140–650
- Website
- delta.com
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
- $130–600
Flights from Mahlon Sweet Field Airport to Chicago O'Hare International Airport via Seattle
- Ave. Duration
- 8h 34m
- When
- Every day
- Estimated price
- $140–600
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
- $600–1,300
- 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
- $27–50
- 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
- $180–350
- Website
- https://www.greyhound.com/
Bus from Denver Union Station to Chicago Bus Station
- Ave. Duration
- 20h 30m
- Frequency
- Once daily
- Estimated price
- $160–310
- Website
- https://www.greyhound.com/
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More Questions & Answers
Oregon to Chicago bus services, operated by Flixbus USA, arrive at Pasco Bus Stop station.
Chicago is 2h ahead of Oregon. It is currently 10:15 PM in Oregon and 12:15 AM in Chicago.
Oregon to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Oregon to Chicago is 2089 miles. It takes approximately 33h 41m to drive from Oregon to Chicago.
Book your Oregon to Chicago train tickets online with Omio.
Book your Oregon to Chicago bus tickets online with Omio and FlixBus.
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