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Cheap flights from Chicago to Redmond from $146

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Redmond departing on 3/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to Redmond

Cheap round-trip flights

Enter your travel dates to find the best prices.
Alaska Airlines Logo
5:29 pm - 11:50 pm
ORD
-
RDM
8h 21m
1 stop
Alaska Airlines Logo
3:01 pm - 11:56 pm
RDM
-
ORD
6h 55m
1 stop
$217Alaska Airlines
Wed, Mar 4 - Wed, Mar 11
United Airlines Logo
6:25 am - 11:55 am
ORD
-
RDM
7h 30m
1 stop
United Airlines Logo
1:55 pm - 12:59 am
RDM
-
ORD
9h 04m
1 stop
$237United Airlines
Thu, Apr 9 - Tue, Apr 21
Delta Logo
6:45 pm - 11:45 pm
ORD
-
RDM
7h 00m
1 stop
Delta Logo
11:24 am - 9:34 pm
RDM
-
ORD
8h 10m
2 stops
$247Delta
Fri, Mar 6 - Tue, Mar 10
Alaska Airlines Logo
6:00 am - 12:29 pm
ORD
-
RDM
8h 29m
1 stop
Alaska Airlines Logo
1:23 pm - 11:59 pm
RDM
-
ORD
8h 36m
1 stop
$252Alaska Airlines
Sat, Apr 11 - Wed, Apr 15
Delta Logo
1:20 pm - 10:45 pm
ORD
-
RDM
11h 25m
2 stops
Delta Logo
11:24 am - 9:34 pm
RDM
-
ORD
8h 10m
2 stops
$253Delta
Fri, Mar 6 - Tue, Mar 10
United Airlines Logo
2:40 pm - 9:17 pm
ORD
-
RDM
8h 37m
1 stop
United Airlines Logo
1:54 pm - 12:59 am
RDM
-
ORD
9h 05m
1 stop
$257United Airlines
Sat, Feb 28 - Fri, Mar 6
Delta Logo
6:45 pm - 11:45 pm
ORD
-
RDM
7h 00m
1 stop
Delta Logo
12:35 pm - 9:34 pm
RDM
-
ORD
6h 59m
1 stop
$262Delta
Fri, Mar 6 - Tue, Mar 10
Delta Logo
6:45 pm - 11:45 pm
ORD
-
RDM
7h 00m
1 stop
Delta Logo
11:24 am - 9:34 pm
RDM
-
ORD
8h 10m
2 stops
$267Delta
Fri, Mar 6 - Tue, Mar 10
Delta Logo
1:20 pm - 10:45 pm
ORD
-
RDM
11h 25m
2 stops
Delta Logo
6:20 am - 9:34 pm
RDM
-
ORD
13h 14m
2 stops
$272Delta
Fri, Mar 6 - Tue, Mar 10
Alaska Airlines Logo
3:07 pm - 10:31 pm
ORD
-
RDM
9h 24m
1 stop
Alaska Airlines Logo
9:02 am - 11:59 pm
RDM
-
ORD
12h 57m
2 stops
$275Alaska Airlines
Wed, Mar 4 - Wed, Mar 11

Alaska Airlines flights from Chicago to Redmond

Our best Alaska Airlines deals on Chicago to Redmond flight tickets
Alaska Airlines
Mar 4
ORD5:29 pmChicago O'Hare Intl
8h 21m
1 stop
RDM11:50 pmBend/Redmond
Mar 11
RDM3:01 pmBend/Redmond
6h 55m
1 stop
ORD11:56 pmChicago O'Hare Intl
$217
Alaska Airlines
Apr 11
ORD6:00 amChicago O'Hare Intl
8h 29m
1 stop
RDM12:29 pmBend/Redmond
Apr 15
RDM1:23 pmBend/Redmond
8h 36m
1 stop
ORD11:59 pmChicago O'Hare Intl
$252
Alaska Airlines
Mar 4
ORD3:07 pmChicago O'Hare Intl
9h 24m
1 stop
RDM10:31 pmBend/Redmond
Mar 11
RDM9:02 amBend/Redmond
12h 57m
2 stops
ORD11:59 pmChicago O'Hare Intl
$275

Delta flights from Chicago to Redmond

Our best Delta deals on Chicago to Redmond flight tickets
Delta
Mar 6
ORD6:45 pmChicago O'Hare Intl
7h 00m
1 stop
RDM11:45 pmBend/Redmond
Mar 10
RDM11:24 amBend/Redmond
8h 10m
2 stops
ORD9:34 pmChicago O'Hare Intl
$247
Delta
Mar 6
ORD1:20 pmChicago O'Hare Intl
11h 25m
2 stops
RDM10:45 pmBend/Redmond
Mar 10
RDM11:24 amBend/Redmond
8h 10m
2 stops
ORD9:34 pmChicago O'Hare Intl
$253
Delta
Mar 6
ORD6:45 pmChicago O'Hare Intl
7h 00m
1 stop
RDM11:45 pmBend/Redmond
Mar 10
RDM12:35 pmBend/Redmond
6h 59m
1 stop
ORD9:34 pmChicago O'Hare Intl
$262

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Redmond that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated February 4, 2026.
Use the filters below to find and compare flights from Chicago to Redmond that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Wed 3/4

5:29 pm-11:50 pm

1 stop8h 21m

Bend/Redmond

Wed 3/11

3:01 pm-11:56 pm

1 stop6h 55m

$217

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Thu 4/9

6:25 am-11:55 am

1 stop7h 30m

Bend/Redmond

Tue 4/21

1:55 pm-12:59 am

1 stop9h 04m

$237

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Fri 3/6

6:45 pm-11:45 pm

1 stop7h 00m

Bend/Redmond

Tue 3/10

11:24 am-9:34 pm

2 stops8h 10m

$247

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Sat 4/11

6:00 am-12:29 pm

1 stop8h 29m

Bend/Redmond

Wed 4/15

1:23 pm-11:59 pm

1 stop8h 36m

$252

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Fri 3/6

1:20 pm-10:45 pm

2 stops11h 25m

Bend/Redmond

Tue 3/10

11:24 am-9:34 pm

2 stops8h 10m

$253

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Sat 2/28

2:40 pm-9:17 pm

1 stop8h 37m

Bend/Redmond

Fri 3/6

1:54 pm-12:59 am

1 stop9h 05m

$257

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Fri 3/6

6:45 pm-11:45 pm

1 stop7h 00m

Bend/Redmond

Tue 3/10

12:35 pm-9:34 pm

1 stop6h 59m

$262

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Fri 3/6

6:45 pm-11:45 pm

1 stop7h 00m

Bend/Redmond

Tue 3/10

11:24 am-9:34 pm

2 stops8h 10m

$267

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Fri 3/6

1:20 pm-10:45 pm

2 stops11h 25m

Bend/Redmond

Tue 3/10

6:20 am-9:34 pm

2 stops13h 14m

$272

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Wed 3/4

3:07 pm-10:31 pm

1 stop9h 24m

Bend/Redmond

Wed 3/11

9:02 am-11:59 pm

2 stops12h 57m

$275

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Chicago to Redmond

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago and Redmond?

Can stopping save me money on Chicago to Redmond flights?

You could potentially save up to 29% on your flight if you consider stops on a Chicago to Redmond flight.

How have Chicago to Redmond flight prices changed over time?

When to book flights from Chicago to Redmond

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Redmond according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Redmond (CHI to RDM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Redmond

Fastest flight time

6h 32m

Direct flights

None
The fastest flight from Chicago to Redmond takes 6h 32m
There are no direct flights from Chicago to Redmond. There are no popular flight routes from Chicago to Redmond.
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  • How far is Chicago to Bend/Redmond by plane?

    Bend/Redmond is 1688.2 mi away from Chicago. In terms of flight time, this usually takes a little over 6h 32m.

  • When did momondo last update prices for flights from Chicago to Bend/Redmond Airport?

    Prices for flights from Chicago to Bend/Redmond Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago to Bend/Redmond Airport?

  • How old do you have to be to fly from Chicago to Bend/Redmond Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Bend/Redmond Airport.

  • What documentation or ID do you need to fly to Bend/Redmond Airport?

    The required travel and health documents for your Bend/Redmond Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Bend/Redmond Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Chicago to Redmond?

Best airlines flying from Chicago to Redmond

Compare and see reviews for airlines that fly from Chicago to Redmond with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $139Free CancellationRating
7.9
8,146 reviews
Search Delta flights
Hawaiian AirlinesPriceFrom $246Free CancellationRating
7.8
2,831 reviews
Search Hawaiian Airlines flights
United AirlinesPriceFrom $278Free CancellationRating
7.4
9,236 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $278Free CancellationRating
8.0
11,839 reviews
Search Alaska Airlines flights

Traveling to a place near Redmond?

Book flights to Redmond if you plan to visit one of these locations
Bend
Sisters
Sunriver
Madras
Prineville

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Redmond?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Redmond from Chicago.

Can I find flights from Chicago to Redmond with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Redmond from Chicago with this policy.

How can momondo help me find flights from Chicago to Redmond?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Redmond.

I’m not ready to book a flight from Chicago to Redmond right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Redmond flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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