There are 5 ways to get from Chicago to Portland Airport (PWM) by plane, train, bus, bus (Flixbus), 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 from Chicago Midway International Airport
best- Fly from Chicago Midway International Airport (MDW) to Portland (PWM)plane MDW - PWM
3h 44m$122–655Fly from Chicago O'Hare International Airport
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Portland (PWM)plane ORD - PWM
4h 19m$82–435Train, bus
- Take the train from Chicago Union Station to Springfieldtrain Lake Shore Limited
- Take the bus from Springfield Union Station to City of Portlandbus FlixBus N2615
25h 25m$283–688Bus (Flixbus)
- Take the bus from Chicago Bus Station to New York Midtownbus FlixBus N2640 / ...
- Take the bus from New York Midtown to City of Portlandbus FlixBus N2615
29h 17m$202–307Drive 1,032.8 mi
- Drive from Chicago to Portland Airport (PWM)car 1,032.8 mi
19h 13m$189–273
Chicago to Portland Airport (PWM) by train and bus
Comparing Your Travel Options
The cheapest way to get from Chicago to Portland Airport (PWM) is to drive which costs $180 - $280 and takes 19h 13m.
The fastest way to get from Chicago to Portland Airport (PWM) is to fly which takes 3h 44m and costs $120 - $700.
No, there is no direct bus from Chicago station to Portland Airport (PWM). However, there are services departing from Chicago Bus Station and arriving at Portland Jetport via New York Midtown and Congress St + Forest St/MMC. The journey, including transfers, takes approximately 29h 17m.
The distance between Chicago and Portland Airport (PWM) is 909 miles. The road distance is 1038.8 miles.
The best way to get from Chicago to Portland Airport (PWM) without a car is to train and bus which takes 25h 25m and costs $280 - $700.
It takes approximately 3h 44m to get from Chicago to Portland Airport (PWM), including transfers.
Chicago to Portland Airport (PWM) bus services, operated by Flixbus USA, depart from Chicago Bus Station.
The best way to get from Chicago to Portland Airport (PWM) is to fly which takes 3h 44m and costs $120 - $700. Alternatively, you can bus, which costs $200 - $310 and takes 29h 17m.
Chicago to Portland Airport (PWM) bus services, operated by Flixbus USA, arrive at New York Midtown station.
Portland Airport (PWM) is 1h ahead of Chicago. It is currently 8:53 AM in Chicago and 9:53 AM in Portland Airport (PWM).
What companies run services between Chicago, IL, USA and Portland Airport (PWM), USA?
Southwest Airlines flies from Chicago Midway International Airport (MDW) to Portland (PWM) twice daily. Alternatively, you can take a bus from Chicago Bus Station to Portland Jetport via New York Midtown and Congress St + Forest St/MMC in around 29h 17m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Portland
- Ave. Duration
- 2h 13m
- When
- Every day
- Estimated price
- $120–650
Flights from Chicago Midway International Airport to Portland via Baltimore
- Ave. Duration
- 4h 42m
- When
- Saturday to Wednesday
- Estimated price
- $130–700
- Website
- united.com
Flights from Chicago O'Hare International Airport to Portland
- Ave. Duration
- 2h 38m
- When
- Every day
- Estimated price
- $80–430
Flights from Chicago O'Hare International Airport to Portland via Washington Dulles
- Ave. Duration
- 4h 50m
- When
- Every day
- Estimated price
- $95–470
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Portland
- Ave. Duration
- 2h 41m
- When
- Every day
- Estimated price
- $80–430
Flights from Chicago O'Hare International Airport to Portland via New York La Guardia
- Ave. Duration
- 5h 21m
- When
- Every day
- Estimated price
- $90–450
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Portland via New York La Guardia
- Ave. Duration
- 4h 44m
- When
- Every day
- Estimated price
- $90–450
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Springfield
- Ave. Duration
- 19h 19m
- Frequency
- Once daily
- Estimated price
- $250–650
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Springfield Union Station to City of Portland
- Ave. Duration
- 4h 10m
- Frequency
- 6 times a week
- Estimated price
- $29–45
- Schedules at
- Flixbus USA
Bus from Chicago Bus Station to New York Midtown
- Ave. Duration
- 20h 10m
- Frequency
- Twice daily
- Estimated price
- $150–230
- Schedules at
- Flixbus USA
Bus from New York Midtown to City of Portland
- Ave. Duration
- 7h 11m
- Frequency
- 6 times a week
- Estimated price
- $50–80
- Schedules at
- Flixbus USA
Want to know more about travelling around United States
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Booking & Getting There
Yes, the driving distance between Chicago to Portland Airport (PWM) is 1039 miles. It takes approximately 19h 13m to drive from Chicago to Portland Airport (PWM).
There are 414+ hotels available in Portland Airport (PWM).




