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There are 5 ways to get from Bend to Chicago by plane, bus, train 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.

Recommended option

Fly Redmond to Chicago O'Hare  •  6h 6m

  1. Fly from Redmond (RDM) to Chicago O'Hare (ORD) RDM - ORD

$194 - $772

4 alternative options

Fly Redmond to Chicago Midway  •  7h 30m

  1. Fly from Redmond (RDM) to Chicago Midway (MDW) RDM - MDW

$204 - $871

Bus to Eugene, fly to Chicago O'Hare  •  9h 21m

  1. Take the bus from Hawthorne Station Bend to Eugene Amtrak Station Bus Platform
  2. Fly from Eugene (EUG) to Chicago O'Hare (ORD) EUG - ORD

$219 - $507

Bus, train  •  2 days 3h

  1. Take the bus from Redmond Hub to Portland Union Station Central Oregon Breeze
  2. Take the train from Portland Union Station to Chicago Union Station Empire Builder

$242 - $365

Drive  •  31h 49m

  1. Drive from Bend to Chicago 2020.1 miles

$190 - $290

Questions & Answers

The cheapest way to get from Bend to Chicago is to drive which costs $190 - $290 and takes 31h 49m.

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The quickest way to get from Bend to Chicago is to fly which costs $190 - $800 and takes 6h 6m.

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The distance between Bend and Chicago is 1708 miles. The road distance is 2020.1 miles.

Get driving directions

The best way to get from Bend to Chicago without a car is to bus and train which takes 2 days 3h and costs $240 - $370.

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It takes approximately 6h 6m to get from Bend to Chicago, including transfers.

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The quickest flight from Redmond Airport to Chicago O'Hare Airport is the direct flight which takes 3h 59m.

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Chicago is 2h ahead of Bend. It is currently 8:04 AM in Bend and 10:04 AM in Chicago.

Yes, the driving distance between Bend to Chicago is 2020 miles. It takes approximately 31h 49m to drive from Bend to Chicago.

Get driving directions

American Airlines, Delta, Alaska Airlines, Inc. and United Airlines offer flights from Redmond Airport to Chicago O'Hare Airport.

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There are 982+ hotels available in Chicago. Prices start at $106 USD per night.

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Map of how to get from Bend to Chicago.
Launch map view
  • Distance: 1707.9 miles
  • Duration: 6h 6m

What companies run services between Bend, OR, USA and Chicago, IL, USA?

United Airlines, Delta and two other airlines fly from Bend to Chicago hourly.

Airlines
United Airlines
Website
united.com
Flights from Redmond to Chicago O'Hare
Ave. Duration
3h 59m
When
Every day
Estimated price
$180 - $800
Flights from Redmond to Chicago O'Hare via Denver
Ave. Duration
6h 6m
When
Every day
Estimated price
$180 - $800
Flights from Redmond to Chicago O'Hare via San Francisco
Ave. Duration
7h 19m
When
Every day
Estimated price
$210 - $850
Flights from Eugene to Chicago O'Hare
Ave. Duration
4h 10m
When
Every day
Estimated price
$210 - $650
Flights from Eugene to Chicago O'Hare via Denver
Ave. Duration
7h 4m
When
Every day
Estimated price
$210 - $650
Flights from Eugene to Chicago O'Hare via San Francisco
Ave. Duration
7h 42m
When
Every day
Estimated price
$210 - $650
Flights from Eugene to Chicago O'Hare via Los Angeles
Ave. Duration
8h 23m
When
Every day
Estimated price
$210 - $650
Southwest Airlines
Website
southwest.com
Flights from Redmond to Chicago Midway via Salt Lake City
Ave. Duration
5h 35m
When
Saturday
Estimated price
$230 - $850
Flights from Redmond to Chicago Midway via Denver
Ave. Duration
5h 49m
When
Monday to Saturday
Estimated price
$200 - $900
Flights from Redmond to Chicago Midway via Portland
Ave. Duration
5h 55m
When
Sunday
Estimated price
$230 - $850
Flights from Redmond to Chicago Midway via Seattle
Ave. Duration
6h 38m
When
Monday to Saturday
Estimated price
$240 - $850
Flights from Redmond to Chicago Midway via Phoenix
Ave. Duration
7h 13m
When
Saturday
Estimated price
$270 - $950
Flights from Redmond to Chicago Midway via Los Angeles
Ave. Duration
7h 49m
When
Saturday and Sunday
Estimated price
$280 - $950
Flights from Redmond to Chicago Midway via San Francisco
Ave. Duration
7h 50m
When
Monday to Friday
Estimated price
$270 - $950
Delta
Website
delta.com
Flights from Redmond to Chicago O'Hare via Salt Lake City
Ave. Duration
6h 22m
When
Every day
Estimated price
$170 - $750
Flights from Redmond to Chicago O'Hare via Seattle
Ave. Duration
7h 53m
When
Every day
Estimated price
$180 - $750
Flights from Redmond to Chicago Midway via Salt Lake City, Minneapolis
Ave. Duration
8h 31m
When
Every day
Estimated price
$190 - $850
Flights from Redmond to Chicago Midway via Seattle, Minneapolis
Ave. Duration
9h 26m
When
Every day
Estimated price
$200 - $850
Flights from Eugene to Chicago O'Hare via Salt Lake City
Ave. Duration
6h 8m
When
Every day
Estimated price
$230 - $550
Flights from Eugene to Chicago O'Hare via Seattle
Ave. Duration
7h 56m
When
Every day
Estimated price
$230 - $550
Alaska Airlines, Inc.
Website
alaskaair.com
Flights from Redmond to Chicago O'Hare via Seattle
Ave. Duration
6h 20m
When
Every day
Estimated price
$180 - $800
Flights from Redmond to Chicago O'Hare via Portland
Ave. Duration
6h 57m
When
Every day
Estimated price
$180 - $750
Flights from Eugene to Chicago O'Hare via Seattle
Ave. Duration
6h 50m
When
Every day
Estimated price
$150 - $470
American Airlines
Website
aa.com
Flights from Redmond to Chicago O'Hare via Los Angeles
Ave. Duration
7h 52m
When
Monday, Thursday, Friday, Saturday and Sunday
Estimated price
$220 - $800
Flights from Eugene to Chicago O'Hare via Phoenix
Ave. Duration
7h 9m
When
Every day
Estimated price
$220 - $600
Flights from Eugene to Chicago O'Hare via Los Angeles
Ave. Duration
7h 52m
When
Every day
Estimated price
$220 - $600
Train operators
Amtrak

Amtrak is a rail service that connects the US and three Canadian provinces. Covering 21,000 route miles (34,000km) Amtrak operates more than 300 trains daily. These medium and long distance intercity services operate at speeds of up to 240km/h, to more than 500 destinations. Founded in 1971, it is based in Washington, D.C. and offers four classes of travel: First Class, Sleeper, Business and Coach. Ticket fares are divided into five subclasses: Saver, Value, Flexible, Business and Premium. Amtrak trains are known for their wide seats, plug-in power, big windows and storage capabilities.

Rome2rio's guide to Amtrak
Contact Details
Phone
+1 215-856-7924
Website
amtrak.com
Train from Portland Union Station to Chicago Union Station
Ave. Duration
45h 10m
Frequency
Twice daily
Estimated price
$200 - $290
Website
amtrak.com
Coach Seat
$200 - $290
Premium
$500 - $750
Flexi Coach Seat
$420 - $650
Business Seat
$460 - $650
Bus operators
Pacific Crest Buslines Bend
Phone
+1 541-923-1732 / 541-344-6265
Website
pacificcrestbuslines.com
Bus from Hawthorne Station Bend to Eugene Amtrak Station Bus Platform
Ave. Duration
3h 10m
Frequency
Once daily
Estimated price
$40 - $55
Schedules at
pacificcrestbuslines.com
Amtrak Thruway

Amtrak is a rail service that connects the US and three Canadian provinces. Covering 21,000 route miles (34,000km) Amtrak operates more than 300 trains daily. These medium and long distance intercity services operate at speeds of up to 240km/h, to more than 500 destinations. Founded in 1971, it is based in Washington, D.C. and offers four classes of travel: First Class, Sleeper, Business and Coach. Ticket fares are divided into five subclasses: Saver, Value, Flexible, Business and Premium. Amtrak trains are known for their wide seats, plug-in power, big windows and storage capabilities.

Rome2rio's guide to Amtrak Thruway
Contact Details
Phone
+1 215-856-7924
Website
amtrak.com
Bus from Bend, OR to Eugene Amtrak, OR
Ave. Duration
2h 45m
Frequency
6 times a week
Estimated price
$26 - $50
Website
amtrak.com
Central Oregon Breeze
Website
cobreeze.com
Bus from Redmond Hub to Portland Union Station
Ave. Duration
3h 20m
Frequency
Once daily
Estimated price
$40 - $70
Schedules at
cobreeze.com
Economy
$40 - $55
Premium
$50 - $70
Walk On
$50 - $70

Want to know more about travelling around United States

Rome2rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

More Questions & Answers

The best way to get from Bend to Redmond Airport is to bus which takes 20m and costs $12 - $17.

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