There are 5 ways to get from Gresham 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 to Chicago O'Hare International Airport
best- Fly from Portland International Airport (PDX) to Chicago O'Hare International Airport (ORD)plane PDX - ORD
6h 38m$138–611Train (Amtrak)
- Take the train from Portland to Chicago Union Stationtrain Empire Builder
2d$603–1,403Bus
- 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 3h$370–733Drive 2,066.8 mi
- Drive from Gresham to Chicagocar 2,066.8 mi
33h 30m$378–545Fly to Chicago Midway International Airport
- Fly from Portland International Airport (PDX) to Chicago Midway International Airport (MDW)plane PDX - MDW
6h 25m$188–811
Gresham to Chicago by bus, foot, and train (Amtrak)
Questions & Answers
The cheapest way to get from Gresham to Chicago is to fly which costs $130 - $650 and takes 6h 38m.
The fastest way to get from Gresham to Chicago is to fly which takes 6h 25m and costs $180 - $850.
No, there is no direct bus from Gresham to Chicago station. However, there are services departing from W Powell & N Main and arriving at Chicago Bus Station via Portland Curbside Bus Stop, Pasco Bus Stop and Denver Union Station. The journey, including transfers, takes approximately 2 days 3h.
The distance between Gresham and Chicago is 1776 miles. The road distance is 2078.8 miles.
The best way to get from Gresham to Chicago without a car is to train which takes 2 days 0h and costs $600 - $1,400.
It takes approximately 6h 38m to get from Gresham to Chicago, including transfers.
Gresham to Chicago bus services, operated by Flixbus USA, depart from Portland Curbside Bus Stop station.
The best way to get from Gresham to Chicago is to fly which takes 6h 38m and costs $130 - $650. Alternatively, you can train, which costs $600 - $1,400 and takes 2 days 0h, you could also bus, which costs $370 - $750 and takes 2 days 3h.
Gresham to Chicago bus services, operated by Flixbus USA, arrive at Pasco Bus Stop station.
Chicago is 2h ahead of Gresham. It is currently 11:17 AM in Gresham and 1:17 PM in Chicago.
What companies run services between Gresham, OR, USA and Chicago, IL, USA?
American Airlines, Alaska Airlines, Inc., and two other airlines fly from Portland International Airport (PDX) to Chicago O'Hare International Airport (ORD) hourly. 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
- $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 45m
- When
- Saturday
- Estimated price
- $200–900
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 Portland International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 5m
- When
- Every day
- Estimated price
- $130–600
- Website
- aa.com
Flights from Portland International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 7m
- When
- Every day
- Estimated price
- $130–600
- Website
- alaskaair.com
Flights from Portland International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 15m
- When
- Every day
- Estimated price
- $130–600
Flights from Portland International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 7h 15m
- When
- Every day
- Estimated price
- $130–600
- Website
- delta.com
Flights from Portland International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 7h 43m
- When
- Every day
- Estimated price
- $130–600
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
- $600–1,400
- 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
- $180–360
- 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
Yes, the driving distance between Gresham to Chicago is 2079 miles. It takes approximately 33h 30m to drive from Gresham to Chicago.
There are 1303+ hotels available in Chicago.







