$113 Cheap flight deals from Bend (RDM) to Chicago (CHI)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Bend to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Sep 26 - Sun, Sep 28
RDM
Robert's Field
ORD
O'Hare Intl.
$449 Roundtrip, found 2 days ago
$449
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Fri, Sep 26 from Robert's Field to O'Hare Intl., returning Sun, Sep 28, priced at $449 found 2 days ago

Airfares from $113 One Way, $302 Round Trip from Bend to Chicago

Prices starting at $302 for return flights and $113 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Nov 4 - Sat, Nov 8
RDM
Redmond
ORD
Chicago
$302 Roundtrip, found 23 hours ago
$302
Roundtrip
found 23 hours ago
Select Alaska Airlines flight, departing Tue, Nov 4 from Redmond to Chicago, returning Sat, Nov 8, priced at $302 found 23 hours ago
Wed, Oct 15 - Sat, Oct 18
RDM
Redmond
ORD
Chicago
$303 Roundtrip, just found
$303
Roundtrip
just found
Select Alaska Airlines flight, departing Wed, Oct 15 from Redmond to Chicago, returning Sat, Oct 18, priced at $303 just found
Tue, Nov 25 - Tue, Dec 2
RDM
Redmond
ORD
Chicago
$304 Roundtrip, found 6 days ago
$304
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Nov 25 from Redmond to Chicago, returning Tue, Dec 2, priced at $304 found 6 days ago
Fri, Oct 10 - Tue, Oct 14
RDM
Redmond
ORD
Chicago
$308 Roundtrip, found 1 day ago
$308
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Fri, Oct 10 from Redmond to Chicago, returning Tue, Oct 14, priced at $308 found 1 day ago
Mon, Oct 20 - Wed, Oct 22
RDM
Redmond
ORD
Chicago
$312 Roundtrip, found 2 days ago
$312
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Mon, Oct 20 from Redmond to Chicago, returning Wed, Oct 22, priced at $312 found 2 days ago

More About Flying To Chicago from Bend

Route Information for Flights from Bend to Chicago

Origin Airport IATA Code
RDM
Destination Airport IATA Code
CHI
Distance
1672 mi
Direct Flight Airlines
United Airlines
Earliest Flight Arrival
9:55PM UTC
Latest Flight Arrival
9:55PM UTC

Bend to Chicago

Orbitz is the best place to find guaranteed low prices on Bend to Chicago flights. Because of our cutting-edge mobile tools and low fares on domestic and international flights, Orbitz is the best starting point for travelers.

Find Cheap Bend to Chicago Flights

Orbitz offers free mobile apps for iPhone and Android devices—a great way to find fantastic deals on flights from Bend to Chicago. Not only that, but you can check the status of your flight or even book low cost hotel rooms with the apps or on m.orbitz.com.

Get Miles and Points for Your Flight

Simply enter your frequent flyer information while booking to get miles or points for qualifying Bend to Chicago flights. This information can all be saved in your Orbitz account, which means it will not have to be entered each time you take advantage of a great air fare deal.

Flight Alerts Take Away the Stress

Orbitz does not want travelers to worry on their flights from Bend to Chicago. We keep you updated on any flight changes for Bend to Chicago flights with alerts sent directly to your email or a mobile device. These alerts can also be sent to friends and family.

Discount Travel Planning Made Simple

You will have no problems finding budget flights from Bend to Chicago on Orbitz.com. If your travel plans are flexible, you can search for fares three days before and after a specific date to find the best price.

Frequently asked questions

What is the shortest flight from Bend to Chicago?
Traveling from Roberts Field to Chicago, IL (ORD-O'Hare Intl.) takes at least 4 hours and 41 minutes. Indulge in a tipple and watch a movie or two — this is a great opportunity to sit back and chill out.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.