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Cheap flights from Chicago to Redmond from $159

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 5/13. 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.
American Airlines Logo
5:25 pm - 11:23 pm
ORD
-
RDM
7h 58m
1 stop
American Airlines Logo
2:50 pm - 12:32 am
RDM
-
ORD
7h 42m
1 stop
$317American Airlines
Sat, Apr 11 - Wed, Apr 15
Delta Logo
5:00 pm - 10:15 pm
ORD
-
RDM
7h 15m
1 stop
Delta Logo
11:35 am - 9:18 pm
RDM
-
ORD
7h 43m
2 stops
$322Delta
Sat, Apr 11 - Wed, Apr 15
Alaska Airlines Logo
8:48 pm - 9:14 am
ORD
-
RDM
14h 26m
1 stop
Alaska Airlines Logo
1:53 pm - 11:59 pm
RDM
-
ORD
8h 06m
1 stop
$338Alaska Airlines
Tue, May 12 - Sat, May 30
Delta Logo
5:19 pm - 11:44 pm
ORD
-
RDM
8h 25m
2 stops
Delta Logo
6:10 am - 5:13 pm
RDM
-
ORD
9h 03m
1 stop
$343Delta
Tue, May 12 - Sat, May 30
Delta Logo
6:20 pm - 10:54 pm
ORD
-
RDM
6h 34m
1 stop
Delta Logo
6:10 am - 4:49 pm
RDM
-
ORD
8h 39m
1 stop
$345Delta
Fri, May 8 - Sun, May 10
Delta Logo
5:19 pm - 11:44 pm
ORD
-
RDM
8h 25m
2 stops
Delta Logo
5:05 am - 8:14 pm
RDM
-
ORD
13h 09m
2 stops
$348Delta
Tue, May 12 - Sat, May 30
Delta Logo
6:00 pm - 11:06 pm
ORD
-
RDM
7h 06m
1 stop
Delta Logo
5:41 pm - 10:09 am
RDM
-
ORD
14h 28m
2 stops
$350Delta
Mon, Apr 27 - Mon, May 4
Delta Logo
6:00 pm - 11:06 pm
ORD
-
RDM
7h 06m
1 stop
Delta Logo
6:05 am - 4:39 pm
RDM
-
ORD
8h 34m
1 stop
$351Delta
Thu, Apr 16 - Sun, Apr 19
Delta Logo
12:47 pm - 6:40 pm
ORD
-
RDM
7h 53m
1 stop
Delta Logo
7:20 pm - 8:45 am
RDM
-
ORD
11h 25m
2 stops
$353Delta
Fri, May 15 - Tue, May 19
Delta Logo
9:27 am - 5:01 pm
MDW
-
RDM
9h 34m
2 stops
Delta Logo
5:41 pm - 9:56 am
RDM
-
MDW
14h 15m
2 stops
$355Delta
Wed, Apr 29 - Mon, May 4

Delta flights from Chicago to Redmond

Our best Delta deals on Chicago to Redmond flight tickets
Delta
Apr 11
ORD5:00 pmChicago O'Hare Intl
7h 15m
1 stop
RDM10:15 pmBend/Redmond
Apr 15
RDM11:35 amBend/Redmond
7h 43m
2 stops
ORD9:18 pmChicago O'Hare Intl
$322
Delta
May 12
ORD5:19 pmChicago O'Hare Intl
8h 25m
2 stops
RDM11:44 pmBend/Redmond
May 30
RDM6:10 amBend/Redmond
9h 03m
1 stop
ORD5:13 pmChicago O'Hare Intl
$343
Delta
May 8
ORD6:20 pmChicago O'Hare Intl
6h 34m
1 stop
RDM10:54 pmBend/Redmond
May 10
RDM6:10 amBend/Redmond
8h 39m
1 stop
ORD4:49 pmChicago O'Hare Intl
$345

American Airlines flights from Chicago to Redmond

Our best American Airlines deals on Chicago to Redmond flight tickets
American Airlines
Apr 11
ORD5:25 pmChicago O'Hare Intl
7h 58m
1 stop
RDM11:23 pmBend/Redmond
Apr 15
RDM2:50 pmBend/Redmond
7h 42m
1 stop
ORD12:32 amChicago O'Hare Intl
$317
American Airlines
May 8
ORD3:00 pmChicago O'Hare Intl
10h 23m
1 stop
RDM11:23 pmBend/Redmond
May 10
RDM2:50 pmBend/Redmond
7h 42m
1 stop
ORD12:32 amChicago O'Hare Intl
$379
American Airlines
Apr 1
ORD5:25 pmChicago O'Hare Intl
8h 13m
1 stop
RDM11:38 pmBend/Redmond
Apr 2
RDM2:32 pmBend/Redmond
8h 19m
1 stop
ORD12:51 amChicago O'Hare Intl
$574

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 March 22, 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

Cheapest round-trip

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Sat 4/11

5:25 pm-11:23 pm

1 stop7h 58m

Bend/Redmond

Wed 4/15

2:50 pm-12:32 am

1 stop7h 42m

$317
Quickest round-trip

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Sat 4/11

5:00 pm-10:15 pm

1 stop7h 15m

Bend/Redmond

Wed 4/15

11:35 am-9:18 pm

2 stops7h 43m

$322

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Tue 5/12

8:48 pm-9:14 am

1 stop14h 26m

Bend/Redmond

Sat 5/30

1:53 pm-11:59 pm

1 stop8h 06m

$338

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Tue 5/12

5:19 pm-11:44 pm

2 stops8h 25m

Bend/Redmond

Sat 5/30

6:10 am-5:13 pm

1 stop9h 03m

$343

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Fri 5/8

6:20 pm-10:54 pm

1 stop6h 34m

Bend/Redmond

Sun 5/10

6:10 am-4:49 pm

1 stop8h 39m

$345

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Tue 5/12

5:19 pm-11:44 pm

2 stops8h 25m

Bend/Redmond

Sat 5/30

5:05 am-8:14 pm

2 stops13h 09m

$348

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Mon 4/27

6:00 pm-11:06 pm

1 stop7h 06m

Bend/Redmond

Mon 5/4

5:41 pm-10:09 am

2 stops14h 28m

$350

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Thu 4/16

6:00 pm-11:06 pm

1 stop7h 06m

Bend/Redmond

Sun 4/19

6:05 am-4:39 pm

1 stop8h 34m

$351

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Fri 5/15

12:47 pm-6:40 pm

1 stop7h 53m

Bend/Redmond

Tue 5/19

7:20 pm-8:45 am

2 stops11h 25m

$353

ChicagoRedmond

MDW - RDM

MDWRDM

Chicago Midway

Wed 4/29

9:27 am-5:01 pm

2 stops9h 34m

Bend/Redmond

Mon 5/4

5:41 pm-9:56 am

2 stops14h 15m

$355

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Redmond from

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 45% 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
8,314 reviews
Search Delta flights
United AirlinesPriceFrom $278Free CancellationRating
7.4
9,455 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $308Free CancellationRating
7.9
12,093 reviews
Search Alaska Airlines flights
Hawaiian AirlinesPriceFrom $313Free CancellationRating
7.8
2,841 reviews
Search Hawaiian 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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