There are 9 ways to get from Chicago to The Dalles by plane, bus, train (Amtrak), bus (Greyhound, Flixbus), 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 Chicago Midway International Airport to Portland International Airport, bus
best- Fly from Chicago Midway International Airport (MDW) to Portland International Airport (PDX)plane MDW - PDX
- Take the bus from Portland Curbside Bus Stop to The Dallesbus
10h 26m$178–727Train (Amtrak)
- Take the train from Chicago Union Station to Wishram Stationtrain Empire Builder
43h 52m$626–1,309Bus
- Take the bus from Chicago Bus Station to Denver Union Stationbus
- Take the bus from Denver Union Station to Pasco Bus Stopbus
- Take the bus from Pasco Bus Stop to The Dallesbus
2d 1h$359–571Drive 1,999.8 mi
- Drive from Chicago to The Dallescar 1,999.8 mi
32h 10m$365–528Fly Chicago O'Hare International Airport to Portland International Airport, bus
- Fly from Chicago O'Hare International Airport (ORD) to Portland International Airport (PDX)plane ORD - PDX
- Take the bus from Portland Curbside Bus Stop to The Dallesbus
10h 42m$188–327Fly Chicago O'Hare International Airport to Spokane International Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to Spokane International Airport (GEG)plane ORD - GEG
- Take the train from Spokane to Wishram Stationtrain
12h 47m$232–675Fly Chicago Midway International Airport to Spokane International Airport, train
- Fly from Chicago Midway International Airport (MDW) to Spokane International Airport (GEG)plane MDW - GEG
- Take the train from Spokane to Wishram Stationtrain
14h 21m$266–845Fly Chicago O'Hare International Airport to Seattle-Tacoma International Airport, train, bus
- Fly from Chicago O'Hare International Airport (ORD) to Seattle-Tacoma International Airport (SEA)plane ORD - SEA
- Take the train from Tacoma to Portlandtrain
- Take the bus from Portland Curbside Bus Stop to The Dallesbus
14h 23m$206–390Fly Chicago Midway International Airport to Seattle-Tacoma International Airport, train, bus
- Fly from Chicago Midway International Airport (MDW) to Seattle-Tacoma International Airport (SEA)plane MDW - SEA
- Take the train from Tacoma to Portlandtrain
- Take the bus from Portland Curbside Bus Stop to The Dallesbus
14h 6m$216–810
Chicago to The Dalles by bus
Questions & Answers
The cheapest way to get from Chicago to The Dalles is to fly and bus which costs $180 - $330 and takes 10h 42m.
The fastest way to get from Chicago to The Dalles is to fly and bus which takes 10h 26m and costs $170 - $750.
No, there is no direct bus from Chicago station to The Dalles. However, there are services departing from Chicago Bus Station and arriving at 3rd Street and Federal via Denver Union Station, Pasco Bus Stop and LINK Transit Center - The Dalles. The journey, including transfers, takes approximately 2 days 1h.
No, there is no direct train from Chicago station to The Dalles station. However, there are services departing from Chicago Union Station and arriving at Wishram Station via . The journey, including transfers, takes approximately 43h 52m.
The distance between Chicago and The Dalles is 1864 miles. The road distance is 2011.5 miles.
The best way to get from Chicago to The Dalles without a car is to train which takes 43h 52m and costs $600 - $1,400.
It takes approximately 10h 26m to get from Chicago to The Dalles, including transfers.
Chicago to The Dalles bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to The Dalles train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to The Dalles is to train which takes 43h 52m and costs $600 - $1,400. Alternatively, you can bus, which costs $350 - $600 and takes 2 days 1h.
What companies run services between Chicago, IL, USA and The Dalles, OR, USA?
Amtrak operates a train from Chicago Union Station to Wishram Station once daily. Tickets cost $550–1,300 and the journey takes 43h 30m. Alternatively, you can take a bus from Chicago Bus Station to 3rd Street and Federal via Denver Union Station, Pasco Bus Stop, and LINK Transit Center - The Dalles in around 2d 1h.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Portland International Airport
- Ave. Duration
- 4h 20m
- When
- Every day
- Estimated price
- $160–700
Flights from Chicago Midway International Airport to Portland International Airport via Denver
- Ave. Duration
- 6h 53m
- When
- Tuesday, Wednesday, Monday, Thursday, Friday, and Sunday
- Estimated price
- $170–750
Flights from Chicago Midway International Airport to Spokane International Airport via Denver
- Ave. Duration
- 6h 50m
- When
- Tuesday to Friday
- Estimated price
- $150–650
Flights from Chicago Midway International Airport to Seattle-Tacoma International Airport
- Ave. Duration
- 4h 32m
- When
- Every day
- Estimated price
- $160–700
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Wishram Station
- Ave. Duration
- 43h 30m
- Frequency
- Once daily
- Estimated price
- $550–1,300
- Website
- Amtrak
Train from Spokane to Wishram Station
- Ave. Duration
- 4h 46m
- Frequency
- Once daily
- Estimated price
- $70–160
- Website
- Amtrak
Train from Spokane to Wishram Station
- Ave. Duration
- 4h 46m
- Frequency
- Once daily
- Estimated price
- $70–160
- Website
- Amtrak
Train from Tacoma to Portland
- Ave. Duration
- 2h 37m
- Frequency
- Every 4 hours
- Estimated price
- $35–80
- Website
- Amtrak
Train from Tacoma to Portland
- Ave. Duration
- 2h 37m
- Frequency
- Every 4 hours
- Estimated price
- $35–80
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Portland Curbside Bus Stop to The Dalles
- Ave. Duration
- 1h 30m
- Frequency
- Once daily
- Estimated price
- $12–19
- Schedules at
- Flixbus USA
Bus from Pasco Bus Stop to The Dalles
- Ave. Duration
- 2h 15m
- Frequency
- Once daily
- Estimated price
- $19–30
- Schedules at
- Flixbus USA
Bus from Portland Curbside Bus Stop to The Dalles
- Ave. Duration
- 1h 30m
- Frequency
- Once daily
- Estimated price
- $12–19
- Schedules at
- Flixbus USA
Bus from Portland Curbside Bus Stop to The Dalles
- Ave. Duration
- 1h 30m
- Frequency
- Once daily
- Estimated price
- $12–19
- Schedules at
- Flixbus USA
Bus from Portland Curbside Bus Stop to The Dalles
- Ave. Duration
- 1h 30m
- Frequency
- Once daily
- Estimated price
- $12–19
- Schedules at
- Flixbus USA
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More Questions & Answers
Chicago to The Dalles bus services, operated by Greyhound USA, arrive at Denver Union Station.
The Dalles is 2h behind Chicago. It is currently 3:46 PM in Chicago and 1:46 PM in The Dalles.
Chicago to The Dalles train services, operated by Amtrak, arrive at Wishram Station.
Yes, the driving distance between Chicago to The Dalles is 2011 miles. It takes approximately 32h 10m to drive from Chicago to The Dalles.
Book your Chicago to The Dalles bus tickets online with Omio.
There are 38+ hotels available in The Dalles.





