There are 8 ways to get from Chicago to Redmond by plane, train, bus, bus (Greyhound, 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 Chicago O'Hare International Airport to Roberts Field-Redmond Municipal Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Roberts Field-Redmond Municipal Airport (RDM)plane ORD - RDM
9h 38m$98–429Train, bus
- Take the train from Chicago Union Station to Portlandtrain Empire Builder
- Take the bus from Portland Union Station to Redmond Transit Centerbus Bend to Portland Express
2d 3h$600–1,344Bus
- 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 Portland Curbside Bus Stopbus
- Take the bus from Portland Union Station to Redmond Transit Centerbus
2d 8h$380–659Drive 1,995.1 mi
- Drive from Chicago to Redmondcar 1,995.1 mi
32h 32m$365–526Fly Chicago Midway International Airport to Portland International Airport, bus
- Fly from Chicago Midway International Airport (MDW) to Portland International Airport (PDX)plane MDW - PDX
- Take the bus from Portland International Airport to Redmond Hubbus
10h 14m$220–766Fly 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 International Airport to Redmond Hubbus
10h 30m$230–366Train to General Mitchell International Airport, fly to Roberts Field-Redmond Municipal Airport
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to Roberts Field-Redmond Municipal Airport (RDM)plane MKE - RDM
10h 44m$175–766Fly Chicago Midway International Airport to Roberts Field-Redmond Municipal Airport
- Fly from Chicago Midway International Airport (MDW) to Roberts Field-Redmond Municipal Airport (RDM)plane MDW - RDM
8h 59m$134–609
Chicago to Redmond by train and bus
Comparing Your Travel Options
The cheapest way to get from Chicago to Redmond is to fly which costs $95 - $430 and takes 9h 38m.
The fastest way to get from Chicago to Redmond is to fly which takes 8h 59m and costs $130 - $650.
No, there is no direct bus from Chicago station to Redmond. However, there are services departing from Chicago Bus Station and arriving at Redmond Transit Center via Denver Union Station, Pasco Bus Stop and Portland Union Station. The journey, including transfers, takes approximately 2 days 8h.
The distance between Chicago and Redmond is 1703 miles. The road distance is 2006.7 miles.
The best way to get from Chicago to Redmond without a car is to train and bus which takes 2 days 3h and costs $600 - $1,400.
It takes approximately 9h 38m to get from Chicago to Redmond, including transfers.
Chicago to Redmond bus services, operated by Greyhound USA, depart from Chicago Bus Station.
The best way to get from Chicago to Redmond is to fly which takes 9h 38m and costs $95 - $430. Alternatively, you can bus, which costs $380 - $700 and takes 2 days 8h.
Chicago to Redmond bus services, operated by Greyhound USA, arrive at Denver Union Station.
Redmond is 2h behind Chicago. It is currently 7:36 AM in Chicago and 5:36 AM in Redmond.
What companies run services between Chicago, IL, USA and Redmond, OR, USA?
Delta, United Airlines, and two other airlines fly from Chicago O'Hare International Airport (ORD) to Roberts Field-Redmond Municipal Airport (RDM) hourly. Alternatively, you can take a bus from Chicago Bus Station to Redmond Transit Center via Denver Union Station, Pasco Bus Stop, Portland Curbside Bus Stop, and Portland Union Station in around 2d 8h.
- Website
- alaskaair.com
Flights from Chicago O'Hare International Airport to Roberts Field-Redmond Municipal Airport via Seattle
- Ave. Duration
- 8h 26m
- When
- Every day
- Estimated price
- $150–650
Flights from Chicago O'Hare International Airport to Roberts Field-Redmond Municipal Airport via Portland International Airport
- Ave. Duration
- 10h 7m
- When
- Every day
- Estimated price
- $150–650
Flights from Chicago O'Hare International Airport to Portland International Airport
- Ave. Duration
- 4h 37m
- When
- Every day
- Estimated price
- $200–300
Flights from Chicago O'Hare International Airport to Portland International Airport via Spokane
- Ave. Duration
- 6h 4m
- When
- Every day
- Estimated price
- $110–500
Flights from General Mitchell International Airport to Roberts Field-Redmond Municipal Airport via Seattle
- Ave. Duration
- 8h 29m
- When
- Every day
- Estimated price
- $240–1,000
Flights from General Mitchell International Airport to Roberts Field-Redmond Municipal Airport via Phoenix
- Ave. Duration
- 9h 58m
- When
- Every day
- Estimated price
- $190–800
Flights from Chicago Midway International Airport to Roberts Field-Redmond Municipal Airport via Portland International Airport
- Ave. Duration
- 6h 40m
- When
- Saturday
- Estimated price
- $140–600
Flights from Chicago Midway International Airport to Roberts Field-Redmond Municipal Airport via Seattle
- Ave. Duration
- 6h 45m
- When
- Saturday
- Estimated price
- $140–650
Flights from Chicago Midway International Airport to Roberts Field-Redmond Municipal Airport via Phoenix
- Ave. Duration
- 8h 21m
- When
- Monday to Saturday
- Estimated price
- $170–700
Flights from Chicago Midway International Airport to Roberts Field-Redmond Municipal Airport via Los Angeles
- Ave. Duration
- 8h 4m
- When
- Monday, Thursday, Friday, and Saturday
- Estimated price
- $180–750
Flights from Chicago Midway International Airport to Roberts Field-Redmond Municipal Airport via San Francisco
- Ave. Duration
- 10h 2m
- When
- Every day
- Estimated price
- $170–700
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Portland
- Ave. Duration
- 46h 12m
- Frequency
- Once daily
- Estimated price
- $550–1,300
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $21–50
- Website
- Amtrak
- Phone
- +1 541-366-5110
- [email protected]
- Website
- Pacific Crest Bus Lines
Bus from Portland Union Station to Redmond Transit Center
- Ave. Duration
- 4h 40m
- Frequency
- Once daily
- Estimated price
- $21–70
- Website
- Pacific Crest Bus Lines
Bus from Portland Union Station to Redmond Transit Center
- Ave. Duration
- 4h 40m
- Frequency
- Once daily
- Estimated price
- $21–70
- Website
- Pacific Crest Bus Lines
Want to know more about travelling around United States
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Booking & Getting There
Yes, the driving distance between Chicago to Redmond is 2007 miles. It takes approximately 32h 32m to drive from Chicago to Redmond.
There are 131+ hotels available in Redmond.








