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Cheap flights from Chicago to Redmond from $179

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 6/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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
9:00 am - 9:37 pm
ORD
-
RDM
14h 37m
1 stop
Alaska Airlines Logo
7:00 am - 6:50 pm
RDM
-
ORD
9h 50m
1 stop
$357Alaska Airlines
Tue, May 26 - Wed, Jun 3
Delta Logo
5:55 pm - 10:57 pm
ORD
-
RDM
7h 02m
1 stop
Delta Logo
1:15 pm - 11:38 pm
RDM
-
ORD
8h 23m
1 stop
$359Delta
Tue, Jul 7 - Tue, Jul 14
Delta Logo
7:45 am - 11:35 am
ORD
-
RDM
5h 50m
1 stop
Delta Logo
7:20 pm - 8:36 am
RDM
-
ORD
11h 16m
2 stops
$362Delta
Tue, May 26 - Wed, Jun 3
Delta Logo
6:55 am - 12:45 pm
ORD
-
RDM
7h 50m
1 stop
Delta Logo
6:26 am - 9:48 pm
RDM
-
ORD
13h 22m
2 stops
$364Delta
Tue, Jun 30 - Tue, Jul 14
United Airlines Logo
4:45 pm - 10:35 pm
ORD
-
RDM
7h 50m
1 stop
United Airlines Logo
3:51 pm - 12:59 am
RDM
-
ORD
7h 08m
1 stop
$368United Airlines
Mon, Jun 1 - Wed, Jun 3
Alaska Airlines Logo
8:05 pm - 9:04 am
ORD
-
RDM
14h 59m
1 stop
Alaska Airlines Logo
4:00 pm - 5:00 am
RDM
-
ORD
11h 00m
1 stop
$369Alaska Airlines
Fri, Jun 12 - Tue, Jun 16
Delta Logo
2:02 pm - 10:57 pm
ORD
-
RDM
10h 55m
2 stops
Delta Logo
6:26 am - 9:48 pm
RDM
-
ORD
13h 22m
2 stops
$370Delta
Tue, Jul 7 - Tue, Jul 14
Delta Logo
7:12 am - 12:35 pm
ORD
-
RDM
7h 23m
1 stop
Delta Logo
7:25 pm - 8:35 am
RDM
-
ORD
11h 10m
2 stops
$373Delta
Wed, Jun 3 - Mon, Jun 8
Delta Logo
6:55 am - 12:35 pm
ORD
-
RDM
7h 40m
1 stop
Delta Logo
7:25 pm - 8:35 am
RDM
-
ORD
11h 10m
2 stops
$374Delta
Wed, Jul 15 - Fri, Jul 17
Delta Logo
5:55 pm - 10:58 pm
ORD
-
RDM
7h 03m
1 stop
Delta Logo
1:15 pm - 11:38 pm
RDM
-
ORD
8h 23m
1 stop
$379Delta
Fri, Jul 3 - Fri, Jul 10

Alaska Airlines flights from Chicago to Redmond

Our best Alaska Airlines deals on Chicago to Redmond flight tickets
Alaska Airlines
May 26
ORD9:00 amChicago O'Hare Intl
14h 37m
1 stop
RDM9:37 pmBend/Redmond
Jun 3
RDM7:00 amBend/Redmond
9h 50m
1 stop
ORD6:50 pmChicago O'Hare Intl
$357
Alaska Airlines
Jun 12
ORD8:05 pmChicago O'Hare Intl
14h 59m
1 stop
RDM9:04 amBend/Redmond
Jun 16
RDM4:00 pmBend/Redmond
11h 00m
1 stop
ORD5:00 amChicago O'Hare Intl
$369
Alaska Airlines
Jun 3
ORD7:40 amChicago O'Hare Intl
7h 19m
1 stop
RDM12:59 pmBend/Redmond
Jun 8
RDM1:53 pmBend/Redmond
7h 06m
1 stop
ORD10:59 pmChicago O'Hare Intl
$387

Delta flights from Chicago to Redmond

Our best Delta deals on Chicago to Redmond flight tickets
Delta
Jul 7
ORD5:55 pmChicago O'Hare Intl
7h 02m
1 stop
RDM10:57 pmBend/Redmond
Jul 14
RDM1:15 pmBend/Redmond
8h 23m
1 stop
ORD11:38 pmChicago O'Hare Intl
$359
Delta
May 26
ORD7:45 amChicago O'Hare Intl
5h 50m
1 stop
RDM11:35 amBend/Redmond
Jun 3
RDM7:20 pmBend/Redmond
11h 16m
2 stops
ORD8:36 amChicago O'Hare Intl
$362
Delta
Jun 30
ORD6:55 amChicago O'Hare Intl
7h 50m
1 stop
RDM12:45 pmBend/Redmond
Jul 14
RDM6:26 amBend/Redmond
13h 22m
2 stops
ORD9:48 pmChicago O'Hare Intl
$364

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 May 6, 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

Tue 5/26

9:00 am-9:37 pm

1 stop14h 37m

Bend/Redmond

Wed 6/3

7:00 am-6:50 pm

1 stop9h 50m

$357

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Tue 7/7

5:55 pm-10:57 pm

1 stop7h 02m

Bend/Redmond

Tue 7/14

1:15 pm-11:38 pm

1 stop8h 23m

$359

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Tue 5/26

7:45 am-11:35 am

1 stop5h 50m

Bend/Redmond

Wed 6/3

7:20 pm-8:36 am

2 stops11h 16m

$362

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Tue 6/30

6:55 am-12:45 pm

1 stop7h 50m

Bend/Redmond

Tue 7/14

6:26 am-9:48 pm

2 stops13h 22m

$364
Quickest round-trip

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Mon 6/1

4:45 pm-10:35 pm

1 stop7h 50m

Bend/Redmond

Wed 6/3

3:51 pm-12:59 am

1 stop7h 08m

$368

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Fri 6/12

8:05 pm-9:04 am

1 stop14h 59m

Bend/Redmond

Tue 6/16

4:00 pm-5:00 am

1 stop11h 00m

$369

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Tue 7/7

2:02 pm-10:57 pm

2 stops10h 55m

Bend/Redmond

Tue 7/14

6:26 am-9:48 pm

2 stops13h 22m

$370

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Wed 6/3

7:12 am-12:35 pm

1 stop7h 23m

Bend/Redmond

Mon 6/8

7:25 pm-8:35 am

2 stops11h 10m

$373

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Wed 7/15

6:55 am-12:35 pm

1 stop7h 40m

Bend/Redmond

Fri 7/17

7:25 pm-8:35 am

2 stops11h 10m

$374

ChicagoRedmond

ORD - RDM

ORDRDM

Chicago O'Hare Intl

Fri 7/3

5:55 pm-10:58 pm

1 stop7h 03m

Bend/Redmond

Fri 7/10

1:15 pm-11:38 pm

1 stop8h 23m

$379

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?

What is the cheapest month to fly to Redmond?

The month of June is another great option to travel to Redmond, with average flight prices from Chicago averaging around $137.

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

5h 50m

Direct flights

None
The fastest flight from Chicago to Redmond takes 5h 50m
There are no direct flights from Chicago to Redmond. There are no popular flight routes from Chicago to Redmond.
Search flight deals

Frequently asked questions about flying from Chicago to Redmond

  • 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 5h 50m.

  • 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
8,458 reviews
Search Delta flights
United AirlinesPriceFrom $278Free CancellationRating
7.4
9,684 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $314Free CancellationRating
7.9
12,331 reviews
Search Alaska Airlines flights
American AirlinesPriceFrom $318Free CancellationRating
7.1
11,668 reviews
Search American Airlines flights

Traveling to a place near Redmond?

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