There are 8 ways to get from Chicago to Bend by plane, train, bus, 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 45m$184–914Fly Chicago O'Hare International Airport to Mahlon Sweet Field Airport, bus
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Mahlon Sweet Field Airport (EUG)plane ORD - EUG
- Take the bus from University of Oregon - Jaqua Academic Center to Bend Hawthorne Stationbus
10h 27m$150–595Train, bus
- Take the train from Chicago Union Station to Portlandtrain Empire Builder
- Take the bus from Portland Union Station to Bend Hawthorne Stationbus Bend to Portland Express
2d 3h$596–1,329Drive 1,989.2 mi
- Drive from Chicago to Bendcar 1,989.2 mi
33h 3m$363–525Fly 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 Hawthorne Station, Bendbus
10h 51m$300–1,267Fly 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 Hawthorne Station, Bendbus
11h 12m$220–867Fly Chicago Midway International Airport to Mahlon Sweet Field Airport, bus
- Fly from Chicago Midway International Airport (MDW) to Mahlon Sweet Field Airport (EUG)plane MDW - EUG
- Take the bus from University of Oregon - Jaqua Academic Center to Bend Hawthorne Stationbus
11h 56m$210–845Fly 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
10h 17m$274–1,314
Chicago to Bend by train and bus
Questions & Answers
The cheapest way to get from Chicago to Bend is to fly and bus which costs $150 - $600 and takes 10h 27m.
The fastest way to get from Chicago to Bend is to fly which takes 9h 45m and costs $180 - $950.
The distance between Chicago and Bend is 1718 miles. The road distance is 2000.8 miles.
The best way to get from Chicago to Bend without a car is to train and bus which takes 2 days 3h and costs $550 - $1,400.
It takes approximately 9h 45m to get from Chicago to Bend, including transfers.
Bend is 2h behind Chicago. It is currently 12:25 AM in Chicago and 10:25 PM in Bend.
Yes, the driving distance between Chicago to Bend is 2001 miles. It takes approximately 33h 3m to drive from Chicago to Bend.
There are 1171+ hotels available in Bend.
What companies run services between Chicago, IL, USA and Bend, 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.
- Website
- united.com
Flights from Chicago O'Hare International Airport to Roberts Field-Redmond Municipal Airport via Denver
- Ave. Duration
- 7h 19m
- When
- Every day
- Estimated price
- $190–900
Flights from Chicago O'Hare International Airport to Roberts Field-Redmond Municipal Airport via San Francisco
- Ave. Duration
- 8h 22m
- When
- Every day
- Estimated price
- $230–1,100
Flights from Chicago O'Hare International Airport to Roberts Field-Redmond Municipal Airport via Los Angeles
- Ave. Duration
- 8h 33m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $240–1,100
Flights from Chicago O'Hare International Airport to Mahlon Sweet Field Airport
- Ave. Duration
- 4h 45m
- When
- Every day
- Estimated price
- $100–500
Flights from Chicago O'Hare International Airport to Mahlon Sweet Field Airport via Denver
- Ave. Duration
- 7h 30m
- When
- Monday and Sunday
- Estimated price
- $110–550
Flights from Chicago O'Hare International Airport to Portland International Airport
- Ave. Duration
- 4h 35m
- When
- Every day
- Estimated price
- $160–800
Flights from Chicago Midway International Airport to Mahlon Sweet Field Airport via Denver
- Ave. Duration
- 8h 7m
- When
- Monday, Thursday, and Friday
- Estimated price
- $160–750
Flights from Chicago Midway International Airport to Roberts Field-Redmond Municipal Airport via Denver
- Ave. Duration
- 8h 34m
- When
- Every day
- Estimated price
- $270–1,300
Flights from Chicago Midway International Airport to Roberts Field-Redmond Municipal Airport via San Francisco
- Ave. Duration
- 9h 19m
- When
- Saturday
- Estimated price
- $340–1,500
- Website
- alaskaair.com
Flights from Chicago O'Hare International Airport to Roberts Field-Redmond Municipal Airport via Seattle
- Ave. Duration
- 9h 32m
- When
- Every day
- Estimated price
- $200–950
Flights from Chicago O'Hare International Airport to Roberts Field-Redmond Municipal Airport via Portland International Airport
- Ave. Duration
- 10h 19m
- When
- Every day
- Estimated price
- $190–900
Flights from Chicago O'Hare International Airport to Mahlon Sweet Field Airport via Seattle
- Ave. Duration
- 7h 49m
- When
- Every day
- Estimated price
- $110–550
Flights from Chicago O'Hare International Airport to Portland International Airport
- Ave. Duration
- 4h 41m
- When
- Every day
- Estimated price
- $160–800
Flights from Chicago O'Hare International Airport to Portland International Airport via Spokane
- Ave. Duration
- 7h 33m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $170–800
Flights from Chicago O'Hare International Airport to Portland International Airport via Bozeman
- Ave. Duration
- 6h 31m
- When
- Every day
- Estimated price
- $160–800
Flights from Chicago Midway International Airport to Mahlon Sweet Field Airport via Portland International Airport
- Ave. Duration
- 7h 18m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $160–750
Flights from Chicago Midway International Airport to Roberts Field-Redmond Municipal Airport via Portland International Airport
- Ave. Duration
- 7h 21m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $280–1,300
Flights from Chicago Midway International Airport to Roberts Field-Redmond Municipal Airport via Phoenix
- Ave. Duration
- 10h 11m
- When
- Every day
- Estimated price
- $340–1,500
Flights from Chicago Midway International Airport to Roberts Field-Redmond Municipal Airport via Los Angeles
- Ave. Duration
- 8h 45m
- When
- Monday, Thursday, and Friday
- Estimated price
- $360–1,600
Flights from Chicago Midway International Airport to Roberts Field-Redmond Municipal Airport via Seattle
- Ave. Duration
- 13h 37m
- When
- Every day
- Estimated price
- $290–1,400
- Website
- southwest.com
Flights from Chicago O'Hare International Airport to Mahlon Sweet Field Airport via Denver
- Ave. Duration
- 7h 45m
- When
- Every day
- Estimated price
- $110–550
Flights from Chicago Midway International Airport to Portland International Airport
- Ave. Duration
- 4h 25m
- When
- Every day
- Estimated price
- $240–1,200
Flights from Chicago Midway International Airport to Portland International Airport via Denver
- Ave. Duration
- 6h 51m
- When
- Every day
- Estimated price
- $260–1,200
Flights from Chicago Midway International Airport to Mahlon Sweet Field Airport via Denver
- Ave. Duration
- 6h 42m
- When
- Every day
- Estimated price
- $160–750
Flights from Chicago Midway International Airport to Mahlon Sweet Field Airport via Las Vegas
- Ave. Duration
- 8h 55m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $190–850
Flights from Chicago Midway International Airport to Mahlon Sweet Field Airport via Sacramento
- Ave. Duration
- 12h 55m
- When
- Saturday
- Estimated price
- $180–850
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Roberts Field-Redmond Municipal Airport via Phoenix
- Ave. Duration
- 8h 6m
- When
- Every day
- Estimated price
- $230–1,100
Flights from Chicago O'Hare International Airport to Portland International Airport
- Ave. Duration
- 4h 32m
- When
- Every day
- Estimated price
- $160–800
Flights from Chicago Midway International Airport to Mahlon Sweet Field Airport via Portland International Airport
- Ave. Duration
- 7h 18m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $160–750
Flights from Chicago Midway International Airport to Roberts Field-Redmond Municipal Airport via Phoenix
- Ave. Duration
- 10h 11m
- When
- Every day
- Estimated price
- $340–1,500
Flights from Chicago Midway International Airport to Roberts Field-Redmond Municipal Airport via Los Angeles
- Ave. Duration
- 8h 45m
- When
- Monday, Thursday, and Friday
- Estimated price
- $360–1,600
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Roberts Field-Redmond Municipal Airport via Salt Lake City
- Ave. Duration
- 8h 44m
- When
- Every day
- Estimated price
- $180–900
Flights from Chicago O'Hare International Airport to Roberts Field-Redmond Municipal Airport via Seattle
- Ave. Duration
- 10h 47m
- When
- Every day
- Estimated price
- $200–950
Flights from Chicago O'Hare International Airport to Mahlon Sweet Field Airport via Salt Lake City
- Ave. Duration
- 6h 40m
- When
- Every day
- Estimated price
- $110–550
Flights from Chicago Midway International Airport to Portland International Airport via Minneapolis
- Ave. Duration
- 8h 20m
- When
- Every day
- Estimated price
- $240–1,200
Flights from Chicago Midway International Airport to Roberts Field-Redmond Municipal Airport via Seattle
- Ave. Duration
- 7h 28m
- When
- Sunday
- Estimated price
- $290–1,400
Flights from Chicago Midway International Airport to Roberts Field-Redmond Municipal Airport via Salt Lake City
- Ave. Duration
- 14h 15m
- When
- Every day
- Estimated price
- $270–1,300
- Website
- allegiantair.com
Flights from Chicago Midway International Airport to Mahlon Sweet Field Airport via Las Vegas
- Ave. Duration
- 7h 29m
- When
- Thursday and Sunday
- Estimated price
- $190–850
- Website
- flybreeze.com
Flights from Chicago Midway International Airport to Roberts Field-Redmond Municipal Airport via Las Vegas
- Ave. Duration
- 8h 25m
- When
- Monday and Friday
- Estimated price
- $320–1,500
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Portland
- Ave. Duration
- 46h 12m
- Frequency
- Twice daily
- Estimated price
- $550–1,300
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 541-366-5110
- info@pacificcrestbuslines.net
- Website
- pacificcrestbuslines.net
Bus from Portland Union Station to Bend Hawthorne Station
- Ave. Duration
- 4h 15m
- Frequency
- Once daily
- Estimated price
- $19–65
- Website
- https://pacificcrestbuslines.net
Bus from University of Oregon - Jaqua Academic Center to Bend Hawthorne Station
- Ave. Duration
- 2h 38m
- Frequency
- Once daily
- Estimated price
- $12–40
- Website
- https://pacificcrestbuslines.net
- Phone
- (541) 389-7469
- info@cobreeze.com
- Website
- cobreeze.com
Bus from Portland Union Station to Bend Hawthorne Station
- Ave. Duration
- 4h 25m
- Frequency
- 6 times a week
- Estimated price
- $59–63
- Website
- https://cobreeze.com/
- Schedules at
- https://cobreeze.com/schedule/
Bus from Portland International Airport to Hawthorne Station, Bend
- Ave. Duration
- 3h 55m
- Frequency
- Once daily
- Estimated price
- $58–62
- Website
- https://cobreeze.com/
- Schedules at
- https://cobreeze.com/schedule/
Rome2Rio's guide to Amtrak Thruway
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Bus from University of Oregon - Jaqua Academic Center to Bend Hawthorne Station
- Ave. Duration
- 2h 56m
- Frequency
- Once daily
- Estimated price
- $22–45
- Website
- https://www.amtrak.com/home.html
- Adult
- $22–45
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