$145 Cheap flight deals from Bend (RDM) to Chicago (CHI)

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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.

Sat, Sep 27 - Tue, Sep 30
RDM
Robert's Field
ORD
O'Hare Intl.
$435 Roundtrip, found 2 days ago
$435
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Sep 27 from Robert's Field to O'Hare Intl., returning Tue, Sep 30, priced at $435 found 2 days ago

Airfares from $145 One Way, $286 Round Trip from Bend to Chicago

Prices starting at $286 for return flights and $145 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.

Sat, Oct 18 - Sat, Oct 25
RDM
Redmond
ORD
Chicago
$286 Roundtrip, found 11 hours ago
$286
Roundtrip
found 11 hours ago
Select Bargain Flight flight, departing Sat, Oct 18 from Redmond to Chicago, returning Sat, Oct 25, priced at $286 found 11 hours ago
Wed, Oct 29 - Wed, Nov 5
RDM
Redmond
ORD
Chicago
$291 Roundtrip, found 5 hours ago
$291
Roundtrip
found 5 hours ago
Select Alaska Airlines flight, departing Wed, Oct 29 from Redmond to Chicago, returning Wed, Nov 5, priced at $291 found 5 hours ago
Sat, Nov 1 - Wed, Nov 5
RDM
Redmond
ORD
Chicago
$291 Roundtrip, found 1 day ago
$291
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Sat, Nov 1 from Redmond to Chicago, returning Wed, Nov 5, priced at $291 found 1 day ago
Wed, Oct 29 - Wed, Nov 5
RDM
Redmond
ORD
Chicago
$292 Roundtrip, found 5 hours ago
$292
Roundtrip
found 5 hours ago
Select Alaska Airlines flight, departing Wed, Oct 29 from Redmond to Chicago, returning Wed, Nov 5, priced at $292 found 5 hours ago
Sat, Nov 15 - Mon, Nov 24
RDM
Redmond
ORD
Chicago
$297 Roundtrip, found 1 day ago
$297
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Sat, Nov 15 from Redmond to Chicago, returning Mon, Nov 24, priced at $297 found 1 day 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

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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.