HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Redmond

$145+ Cheap flights from Midway (MDW) to Redmond (RDM)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/1. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — RDM
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Redmond with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Midway to Redmond

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Redmond (RDM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 18, 2025.

Round-trip from

$289
(Delta)

One-way from

$145
(Delta)

Popular in

December

Cheapest in

January

Average price

$398
From Chicago Midway to Bend/Redmond
Search Deals
One-way flight from Chicago Midway to Bend/Redmond
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($80 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($33 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
Search Deals

Find flight deals from Midway to Redmond

Cheapest flights from Midway to Redmond
Explore the most affordable flight options available from Midway to Redmond. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2025.

This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/253:00 pmMDW - RDM
2 stops9h 35mDelta
Wed 10/297:00 amRDM - MDW
2 stops8h 43mDelta
Deal found 8/17$289
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/249:35 amMDW - RDM
2 stops11h 11mDelta
Sun 10/267:26 pmRDM - MDW
2 stops11h 29mDelta
Deal found 8/17$379
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/71:08 pmMDW - RDM
2 stops11h 27mDelta
Sat 10/117:26 pmRDM - MDW
2 stops11h 29mDelta
Deal found 8/17$399
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/301:48 pmMDW - RDM
2 stops10h 47mDelta
Sun 11/27:26 pmRDM - MDW
2 stops11h 29mDelta
Deal found 8/16$409
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/162:00 pmMDW - RDM
2 stops10h 44mDelta
Thu 1/157:25 pmRDM - MDW
2 stops11h 25mDelta
Deal found 8/17$533
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/279:20 amMDW - RDM
2 stops11h 30mDelta
Sun 9/287:30 pmRDM - MDW
2 stops11h 23mDelta
Deal found 8/16$553
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/231:08 pmMDW - RDM
2 stops11h 27mDelta
Mon 10/277:26 pmRDM - MDW
2 stops11h 14mDelta
Deal found 8/18$633
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/151:08 pmMDW - RDM
2 stops11h 48mDelta
Wed 9/177:30 pmRDM - MDW
2 stops11h 23mDelta
Deal found 8/17$694
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/299:30 amMDW - RDM
2 stops11h 20mDelta
Tue 9/27:30 pmRDM - MDW
2 stops11h 20mDelta
Deal found 8/17$808

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway 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, Cheapflights users made 2,558,603 searches. Data last updated August 18, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Redmond that are best for you.

Fly from

Midway

Fly to

Redmond

Route

Depart

Return

Price

ChicagoRedmond

MDW - RDM

MDWRDM

Chicago Midway

Sat 10/25

1:06 pm-10:35 pm

2 stops11h 29m

Bend/Redmond

Wed 10/29

7:00 am-5:43 pm

2 stops8h 43m

$289

ChicagoRedmond

MDW - RDM

MDWRDM

Chicago Midway

Fri 10/24

9:35 am-6:46 pm

2 stops11h 11m

Bend/Redmond

Sun 10/26

7:26 pm-8:55 am

2 stops11h 29m

$379

ChicagoRedmond

MDW - RDM

MDWRDM

Chicago Midway

Tue 10/7

1:08 pm-10:35 pm

2 stops11h 27m

Bend/Redmond

Sat 10/11

7:26 pm-8:55 am

2 stops11h 29m

$399

ChicagoRedmond

MDW - RDM

MDWRDM

Chicago Midway

Thu 10/30

1:48 pm-10:35 pm

2 stops10h 47m

Bend/Redmond

Sun 11/2

7:26 pm-8:55 am

2 stops11h 29m

$409

ChicagoRedmond

MDW - RDM

MDWRDM

Chicago Midway

Sat 9/27

9:20 am-6:50 pm

2 stops11h 30m

Bend/Redmond

Sun 9/28

7:30 pm-8:53 am

2 stops11h 23m

$553

ChicagoRedmond

MDW - RDM

MDWRDM

Chicago Midway

Thu 10/23

1:08 pm-10:35 pm

2 stops11h 27m

Bend/Redmond

Mon 10/27

7:26 pm-8:40 am

2 stops11h 14m

$633

ChicagoRedmond

MDW - RDM

MDWRDM

Chicago Midway

Mon 9/15

12:43 pm-11:51 pm

2 stops13h 08m

Bend/Redmond

Wed 9/17

7:30 pm-8:53 am

2 stops11h 23m

$694

ChicagoRedmond

MDW - RDM

MDWRDM

Chicago Midway

Sat 11/1

1:11 pm-10:35 pm

2 stops11h 24m

$145

ChicagoRedmond

MDW - RDM

MDWRDM

Chicago Midway

Sat 9/20

1:43 pm-10:56 pm

2 stops11h 13m

$145

ChicagoRedmond

MDW - RDM

MDWRDM

Chicago Midway

Mon 10/6

1:48 pm-10:35 pm

2 stops10h 47m

$155

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/17

Showing 1-10 of 14 results
1
2

Best time to book a flight from Midway to Redmond

Have a flexible travel schedule? Discover the best time to fly to Redmond from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

Find useful and relevant information for your journey from Midway to Redmond. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Redmond from Chicago Midway?

    For a flight from Chicago Midway to Redmond, you will be flying into Bend/Redmond. Bend/Redmond (RDM) is just 1.8 mi from the center of the city. Bend/Redmond is the only Redmond airport and it handles 0 inbound flights from Chicago Midway per day. 0 airlines have flights to Bend/Redmond from Chicago Midway on a regular basis.

  • How long is the flight from Chicago Midway Airport to Redmond?

    Departing from Chicago Midway Airport to Redmond will take you 11h 29m. There are 1683 mi between Chicago Midway Airport and Redmond.

  • Can I find deals for flights from Midway to Redmond that include hotel bookings?

    Yes. In addition to deals on Midway to Redmond flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Redmond?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Redmond.

  • Can I find deals for business class flights from Midway to Redmond?

    Yes. Cheapflights offers flight deals from Midway to Redmond by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Redmond?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Redmond (average of $336). Flying from Chicago Midway Airport to Redmond in June is currently the most expensive (average of $476). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Redmond?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.