There are 8 ways to get from Pendleton to Chicago by bus, plane, taxi, train, bus (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.
Bus, bus to Tri-Cities Airport, fly to Chicago O'Hare International Airport
best- Take the bus from City Hall - Library to Walla Walla Transfer Centerbus
- Take the bus from Valley Transit Center to Tri-Cities Airportbus
- Fly from Tri-Cities Airport (PSC) to Chicago O'Hare International Airport (ORD)plane PSC - ORD
10h 54m$81–319Taxi, train (Amtrak)
- Take the taxi from Pendleton to Pasco Amtrak Stationtaxi
- Take the train from Pasco Amtrak Station to Chicago Union Stationtrain Empire Builder
43h 22m$1,231–1,955Bus
- Take the bus from City Hall - Library to Lagrande Transit Hubbus
- Take the bus from La Grande Bus Station to Denver Union Stationbus
- Take the bus from Denver Union Station to Chicago Bus Stationbus
44h 12m$370–570Drive 1,895.5 mi
- Drive from Pendleton to Chicagocar 1,895.5 mi
29h 48m$335–484Bus, bus to Tri-Cities Airport, fly to Chicago Midway International Airport
- Take the bus from City Hall - Library to Walla Walla Transfer Centerbus
- Take the bus from Valley Transit Center to Tri-Cities Airportbus
- Fly from Tri-Cities Airport (PSC) to Chicago Midway International Airport (MDW)plane PSC - MDW
11h 17m$111–429Fly Eastern Oregon Regional Airport to Chicago O'Hare International Airport
- Fly from Eastern Oregon Regional Airport (PDT) to Chicago O'Hare International Airport (ORD)plane PDT - ORD
10h 10m$112–475Fly Eastern Oregon Regional Airport to Chicago Midway International Airport
- Fly from Eastern Oregon Regional Airport (PDT) to Chicago Midway International Airport (MDW)plane PDT - MDW
13h 40m$152–655Bus, train to Spokane International Airport, fly to Chicago O'Hare International Airport
- Take the bus from City Hall - Library to Walla Walla Transfer Centerbus
- Take the bus from Valley Transit Center to Pasco Intermodal, WAbus
- Take the train from Pasco Amtrak Station to Spokanetrain
- Fly from Spokane International Airport (GEG) to Chicago O'Hare International Airport (ORD)plane GEG - ORD
14h 32m$166–515
Pendleton to Chicago by bus
Comparing Your Travel Options
The cheapest way to get from Pendleton to Chicago is to bus and fly which costs $80 - $320 and takes 10h 54m.
The fastest way to get from Pendleton to Chicago is to fly which takes 10h 10m and costs $110 - $480.
No, there is no direct bus from Pendleton to Chicago station. However, there are services departing from City Hall - Library and arriving at Chicago Bus Station via La Grande Bus Station and Denver Union Station. The journey, including transfers, takes approximately 44h 12m.
The distance between Pendleton and Chicago is 1691 miles. The road distance is 1906.6 miles.
The best way to get from Pendleton to Chicago without a car is to taxi and train which takes 43h 22m and costs $1,200 - $2,000.
It takes approximately 10h 54m to get from Pendleton to Chicago, including transfers.
Pendleton to Chicago bus services, operated by Kayak Public Transit, depart from City Hall - Library station.
The best way to get from Pendleton to Chicago is to bus which takes 44h 12m and costs $370 - $600. Alternatively, you can fly, which costs $110 - $480 and takes 10h 10m.
Pendleton to Chicago bus services, operated by Kayak Public Transit, arrive at Lagrande Transit Hub station.
Chicago is 2h ahead of Pendleton. It is currently 1:28 AM in Pendleton and 3:28 AM in Chicago.
What companies run services between Pendleton, OR, USA and Chicago, IL, USA?
You can take a bus from City Hall - Library to Chicago Bus Station via La Grande Bus Station and Denver Union Station in around 44h 12m. Alternatively, Boutique Air, American Airlines, and United Airlines fly from Eastern Oregon Regional Airport (PDT) to Chicago O'Hare International Airport (ORD) 3 times a day.
- Website
- delta.com
Flights from Tri-Cities Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 5h 31m
- When
- Every day
- Estimated price
- $60–290
Flights from Tri-Cities Airport to Chicago O'Hare International Airport via Salt Lake City
- Ave. Duration
- 8h 48m
- When
- Every day
- Estimated price
- $70–300
Flights from Tri-Cities Airport to Chicago O'Hare International Airport via Seattle
- Ave. Duration
- 9h 14m
- When
- Every day
- Estimated price
- $70–310
Flights from Tri-Cities Airport to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 7h 34m
- When
- Every day
- Estimated price
- $90–400
Flights from Spokane International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 5h 52m
- When
- Every day
- Estimated price
- $70–330
Flights from Spokane International Airport to Chicago O'Hare International Airport via Salt Lake City
- Ave. Duration
- 6h 18m
- When
- Every day
- Estimated price
- $80–360
Flights from Spokane International Airport to Chicago O'Hare International Airport via Seattle
- Ave. Duration
- 7h 35m
- When
- Every day
- Estimated price
- $85–370
- Website
- alaskaair.com
Flights from Tri-Cities Airport to Chicago O'Hare International Airport via Seattle
- Ave. Duration
- 8h 25m
- When
- Every day
- Estimated price
- $110–480
Flights from Spokane International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 54m
- When
- Every day
- Estimated price
- $70–330
Flights from Spokane International Airport to Chicago O'Hare International Airport via Seattle
- Ave. Duration
- 7h 27m
- When
- Every day
- Estimated price
- $130–600
- Website
- southwest.com
Flights from Tri-Cities Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 7h 2m
- When
- Every day
- Estimated price
- $95–410
Flights from Tri-Cities Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 6h 29m
- When
- Monday and Friday
- Estimated price
- $110–480
Flights from Tri-Cities Airport to Chicago Midway International Airport via Salt Lake City
- Ave. Duration
- 6h 40m
- When
- Saturday
- Estimated price
- $95–420
Flights from Tri-Cities Airport to Chicago Midway International Airport via Phoenix
- Ave. Duration
- 7h 22m
- When
- Monday
- Estimated price
- $120–500
Flights from Tri-Cities Airport to Chicago Midway International Airport via Seattle
- Ave. Duration
- 9h 9m
- When
- Tuesday and Wednesday
- Estimated price
- $100–430
Flights from Eastern Oregon Regional Airport to Chicago Midway International Airport via Portland
- Ave. Duration
- 11h 55m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $150–650
Flights from Eastern Oregon Regional Airport to Chicago Midway International Airport via Portland, Kansas City
- Ave. Duration
- 11h 50m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $240–1,000
- Website
- aa.com
Flights from Tri-Cities Airport to Chicago O'Hare International Airport via Phoenix
- Ave. Duration
- 8h 47m
- When
- Every day
- Estimated price
- $85–360
Flights from Eastern Oregon Regional Airport to Chicago O'Hare International Airport via Portland
- Ave. Duration
- 10h
- When
- Every day
- Estimated price
- $110–470
Flights from Spokane International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 54m
- When
- Every day
- Estimated price
- $70–330
Flights from Spokane International Airport to Chicago O'Hare International Airport via Dallas/Ft.Worth
- Ave. Duration
- 7h 49m
- When
- Every day
- Estimated price
- $100–410
- Website
- united.com
Flights from Tri-Cities Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 20m
- When
- Every day
- Estimated price
- $65–300
Flights from Eastern Oregon Regional Airport to Chicago O'Hare International Airport via Portland
- Ave. Duration
- 8h 53m
- When
- Every day
- Estimated price
- $110–470
Flights from Spokane International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 43m
- When
- Every day
- Estimated price
- $70–330
Flights from Spokane International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h
- When
- Every day
- Estimated price
- $80–350
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Pasco Amtrak Station to Chicago Union Station
- Ave. Duration
- 41h 39m
- Frequency
- Once daily
- Estimated price
- $1,100–1,800
- Website
- Amtrak
Train from Pasco Amtrak Station to Spokane
- Ave. Duration
- 3h 11m
- Frequency
- Once daily
- Estimated price
- $80–130
- Website
- Amtrak
- Phone
- +1 541-276-3165
- Kayak@ctuir.org
- Website
- Kayak Public Transit
Bus from City Hall - Library to Walla Walla Transfer Center
- Ave. Duration
- 1h 26m
- Frequency
- Twice daily
- Website
- Kayak Public Transit
Bus from City Hall - Library to Lagrande Transit Hub
- Ave. Duration
- 1h 17m
- Frequency
- Once daily
- Website
- Kayak Public Transit
Bus from City Hall - Library to Walla Walla Transfer Center
- Ave. Duration
- 1h 26m
- Frequency
- Twice daily
- Website
- Kayak Public Transit
Bus from City Hall - Library to Walla Walla Transfer Center
- Ave. Duration
- 1h 26m
- Frequency
- Twice daily
- Website
- Kayak Public Transit
- Phone
- +1 866-235-5247
- csr@airporter.com
- Website
- Travel Washington - Grape Line
Bus from Valley Transit Center to Tri-Cities Airport
- Ave. Duration
- 1h 10m
- Frequency
- Every 4 hours
- Estimated price
- $19–24
- Website
- Travel Washington - Grape Line
- Schedules at
- Grape Line Schedule
Bus from Valley Transit Center to Tri-Cities Airport
- Ave. Duration
- 1h 10m
- Frequency
- Every 4 hours
- Estimated price
- $19–24
- Website
- Travel Washington - Grape Line
- Schedules at
- Grape Line Schedule
Bus from Valley Transit Center to Pasco Intermodal, WA
- Ave. Duration
- 1h 40m
- Frequency
- Every 4 hours
- Estimated price
- $20–25
- Website
- Travel Washington - Grape Line
- Schedules at
- Grape Line Schedule
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from La Grande Bus Station to Denver Union Station
- Ave. Duration
- 20h 25m
- Frequency
- Once daily
- Estimated price
- $190–290
- Website
- Greyhound
Bus from Denver Union Station to Chicago Bus Station
- Ave. Duration
- 20h 30m
- Frequency
- Once daily
- Estimated price
- $180–280
- Website
- Greyhound
Rome2Rio's guide to Amtrak Thruway
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Valley Transit Center to Pasco Intermodal, WA
- Ave. Duration
- 1h 20m
- Frequency
- 3 times a day
- Estimated price
- $12–45
- Website
- Amtrak
- Adult
- $12–45
- Ave. Duration
- 1h 43m
- Estimated price
- $130–160
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Booking & Getting There
Yes, the driving distance between Pendleton to Chicago is 1907 miles. It takes approximately 29h 48m to drive from Pendleton to Chicago.
There are 114+ hotels available in Chicago.







