$223+ Cheap flights from Redmond (RDM) to Midway (MDW)
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 9/26. Fares are subject to change and may not be available on all flights or dates of travel.
RDM — MDW
Sep 26 — Oct 31
Round-trip
1 adult, Economy
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Find cheap flights from Redmond to Midway 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 Redmond to Midway
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One-way
Cheapest flights from Redmond to MidwayExplore the most affordable flight options available from Redmond to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 27, 2026.
Explore the most affordable flight options available from Redmond to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 27, 2026.
This Delta deal was found by Cheapflights users on 8/22. 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.
Sun 9/65:10 am -
2 stops8h 47m
Thu 9/109:29 am -
2 stops11h 15m
Deal found 8/22![Delta logo]()
$445
This Delta deal was found by Cheapflights users on 8/22. 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.
Wed 10/217:34 pm -
2 stops11h 43m
Sun 10/251:27 pm -
2 stops12h 32m
Deal found 8/22![Delta logo]()
$491
This Delta deal was found by Cheapflights users on 8/23. 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 12/46:21 am -
2 stops9h 40m
Sun 12/139:37 am -
2 stops11h 23m
Deal found 8/23![Delta logo]()
$538
This Delta deal was found by Cheapflights users on 8/25. 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 10/157:34 pm -
2 stops11h 10m
Sun 10/181:27 pm -
2 stops11h 39m
Deal found 8/25![Delta logo]()
$557
This Delta deal was found by Cheapflights users on 8/23. 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 9/107:24 pm -
2 stops11h 24m
Mon 9/141:19 pm -
2 stops11h 49m
Deal found 8/23![Delta logo]()
$564
This Delta deal was found by Cheapflights users on 8/24. 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 9/17:36 pm -
2 stops11h 41m
Sat 9/59:24 am -
2 stops11h 21m
Deal found 8/24![Delta logo]()
$571
This KAYAK deal was found by Cheapflights users on 8/24. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/87:24 pm -
2 stops11h 24m
Thu 9/102:00 pm -
2 stops11h 58m
Deal found 8/24![Delta logo]()
$614
This Delta deal was found by Cheapflights users on 8/23. 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 8/317:36 pm -
2 stops11h 03m
Thu 9/312:46 pm -
2 stops13h 03m
Deal found 8/23![Delta logo]()
$622
This Delta deal was found by Cheapflights users on 8/25. 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 9/55:10 am -
2 stops9h 49m
Tue 9/82:00 pm -
2 stops11h 08m
Deal found 8/25![Delta logo]()
$730
Best flights from Redmond to MidwayDiscover carefully curated flight deals from Redmond to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 27, 2026.
Discover carefully curated flight deals from Redmond to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 27, 2026.
This Delta deal was found by Cheapflights users on 8/23. 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.
Wed 12/27:40 pm -
2 stops11h 15m
Sat 12/1212:39 pm -
2 stops11h 30m
Deal found 8/23![Delta logo]()
$445
This Delta deal was found by Cheapflights users on 8/23. 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 12/17:40 pm -
2 stops11h 15m
Sat 12/1212:39 pm -
2 stops11h 30m
Deal found 8/23![Delta logo]()
$445
This Delta deal was found by Cheapflights users on 8/23. 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 12/17:40 pm -
2 stops11h 15m
Wed 12/912:39 pm -
2 stops13h 20m
Deal found 8/23![Delta logo]()
$445
This Delta deal was found by Cheapflights users on 8/22. 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.
Wed 10/217:34 pm -
2 stops11h 43m
Sun 10/251:27 pm -
2 stops12h 32m
Deal found 8/22![Delta logo]()
$491
This Delta deal was found by Cheapflights users on 8/24. 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 9/107:24 pm -
2 stops11h 24m
Mon 9/141:19 pm -
2 stops11h 49m
Deal found 8/24![Delta logo]()
$533
This Delta deal was found by Cheapflights users on 8/22. 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 1/285:55 am -
2 stops8h 55m
Sun 1/3112:30 pm -
2 stops13h 10m
Deal found 8/22![Delta logo]()
$538
This Delta deal was found by Cheapflights users on 8/23. 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 12/46:21 am -
2 stops9h 40m
Sun 12/139:37 am -
2 stops11h 23m
Deal found 8/23![Delta logo]()
$538
This Delta deal was found by Cheapflights users on 8/26. 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 10/157:34 pm -
2 stops11h 10m
Sun 10/181:27 pm -
2 stops11h 39m
Deal found 8/26![Delta logo]()
$557
Last-minute flights from Redmond to MidwayDiscover last-minute flight deals from Redmond to Midway. Data last updated August 27, 2026 and is based on user searches.
Discover last-minute flight deals from Redmond to Midway. Data last updated August 27, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/23. 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 8/317:36 pm -
2 stops11h 03m
Thu 9/312:46 pm -
2 stops13h 03m
Deal found 8/23![Delta logo]()
$622
This Delta deal was found by Cheapflights users on 8/24. 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 9/17:36 pm -
2 stops11h 41m
Sat 9/59:24 am -
2 stops11h 21m
Deal found 8/24![Delta logo]()
$571
This Delta deal was found by Cheapflights users on 8/25. 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 9/55:10 am -
2 stops9h 49m
Tue 9/82:00 pm -
2 stops11h 08m
Deal found 8/25![Delta logo]()
$730
This Delta deal was found by Cheapflights users on 8/23. 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.
Sun 9/65:10 am -
2 stops9h 49m
Thu 9/109:29 am -
2 stops11h 15m
Deal found 8/23![Delta logo]()
$445
This KAYAK deal was found by Cheapflights users on 8/24. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/87:24 pm -
2 stops11h 24m
Thu 9/102:00 pm -
2 stops11h 58m
Deal found 8/24![Delta logo]()
$614
This Delta deal was found by Cheapflights users on 8/24. 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 9/107:24 pm -
2 stops11h 24m
Mon 9/141:19 pm -
2 stops11h 49m
Deal found 8/24![Delta logo]()
$533
This Delta deal was found by Cheapflights users on 8/23. 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 9/257:24 pm -
2 stops11h 24m
Sun 9/271:19 pm -
2 stops11h 49m
Deal found 8/23![Delta logo]()
$951
One-way flights from Redmond to MidwaySearch for one-way flight options from Redmond to Midway. Find affordable one-way fares based on user searches. Data last updated August 27, 2026.
Search for one-way flight options from Redmond to Midway. Find affordable one-way fares based on user searches. Data last updated August 27, 2026.
This Delta deal was found by Cheapflights users on 8/24. 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 9/267:24 pm -
2 stops11h 24m
Deal found 8/24![Delta logo]()
$223
This Delta deal was found by Cheapflights users on 8/24. 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.
Wed 9/237:24 pm -
2 stops11h 43m
Deal found 8/24![Delta logo]()
$255
This Delta deal was found by Cheapflights users on 8/25. 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 9/127:24 pm -
2 stops11h 24m
Deal found 8/25![Delta logo]()
$261
This Delta deal was found by Cheapflights users on 8/24. 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 9/287:24 pm -
2 stops11h 43m
Deal found 8/24![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 8/25. 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 9/37:36 pm -
2 stops11h 03m
Deal found 8/25![Delta logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 8/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1912:20 pm -
3 stops45h 57m
Deal found 8/24![Multiple Airlines logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 8/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1812:20 pm -
3 stops21h 39m
Deal found 8/24![Multiple Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 8/23. 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.
Sun 9/277:24 pm -
2 stops11h 43m
Deal found 8/23![Delta logo]()
$445
This Kiwi.com deal was found by Cheapflights users on 8/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/281:37 pm -
3 stops26h 09m
Deal found 8/23![Multiple Airlines logo]()
$589
Find flight deals from Redmond to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Redmond (RDM) to Midway (MDW). 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 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $445 (Delta) |
One-way from | $223 (Delta) |
Popular in | January |
Cheapest in | November |
Average price | $406 |
Cheapflights Fare Finder
Customize your flight search to find flights from Redmond to Midway 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 7,457,451 searches. Data last updated August 27, 2026.
Use the filters below to find and compare flights from Redmond to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
RedmondChicago
RDM Bend/Redmond - MDW Chicago Midway
RDMMDW
Bend/Redmond
Wed 12/2
7:40 pm-8:55 am
2 stops11h 15m
Chicago Midway
Sat 12/12
12:39 pm-10:09 pm
2 stops11h 30m
$445
RedmondChicago
RDM Bend/Redmond - MDW Chicago Midway
RDMMDW
Bend/Redmond
Tue 12/1
7:40 pm-8:55 am
2 stops11h 15m
Chicago Midway
Sat 12/12
12:39 pm-10:09 pm
2 stops11h 30m
$445
RedmondChicago
RDM Bend/Redmond - MDW Chicago Midway
RDMMDW
Bend/Redmond
Tue 12/1
7:40 pm-8:55 am
2 stops11h 15m
Chicago Midway
Wed 12/9
12:39 pm-11:59 pm
2 stops13h 20m
$445
RedmondChicago
RDM Bend/Redmond - MDW Chicago Midway
RDMMDW
Bend/Redmond
Wed 10/21
7:34 pm-9:17 am
2 stops11h 43m
Chicago Midway
Sun 10/25
1:27 pm-11:59 pm
2 stops12h 32m
$491
RedmondChicago
RDM Bend/Redmond - MDW Chicago Midway
RDMMDW
Bend/Redmond
Thu 9/10
7:24 pm-8:48 am
2 stops11h 24m
Chicago Midway
Mon 9/14
1:19 pm-11:08 pm
2 stops11h 49m
$533
RedmondChicago
RDM Bend/Redmond - MDW Chicago Midway
RDMMDW
Bend/Redmond
Thu 1/28
5:55 am-4:50 pm
2 stops8h 55m
Chicago Midway
Sun 1/31
12:30 pm-11:40 pm
2 stops13h 10m
$538
Quickest round-trip
RedmondChicago
RDM Bend/Redmond - MDW Chicago Midway
RDMMDW
Bend/Redmond
Fri 12/4
6:21 am-6:01 pm
2 stops9h 40m
Chicago Midway
Sun 12/13
9:37 am-7:00 pm
2 stops11h 23m
$538
RedmondChicago
RDM Bend/Redmond - MDW Chicago Midway
RDMMDW
Bend/Redmond
Thu 10/15
7:34 pm-8:44 am
2 stops11h 10m
Chicago Midway
Sun 10/18
1:27 pm-11:06 pm
2 stops11h 39m
$557
Cheapest one-way
Quickest one-way
RedmondChicago
RDM Bend/Redmond - MDW Chicago Midway
RDMMDW
Bend/Redmond
Tue 9/1
5:10 am-6:01 pm
2 stops10h 51m
$223
RedmondChicago
RDM Bend/Redmond - MDW Chicago Midway
RDMMDW
Bend/Redmond
Sat 9/26
7:24 pm-8:48 am
2 stops11h 24m
$223
Showing 1-10 of 15 resultsSorted by cheapest first
Compare providers for flights from Redmond to Midway
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Redmond to Midway in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Redmond-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Redmond-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Redmond-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Redmond-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Redmond-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Redmond to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Redmond with our price prediction graph.
RDM-MDW
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 Redmond to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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