$155 Cheap Flights from Chicago (MDW) to Redmond (RDM)

View $155 flight on Sat, Nov 8, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Redmond Municipal Airport (RDM)

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Cheap Flights from Chicago to Redmond (MDW-RDM)

Prices were available within the past 7 days and start at $155 for one-way flights and $379 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, Mar 14 - Tue, Mar 17
MDW
Chicago
RDM
Redmond
$379 Roundtrip, found 6 days ago
$379
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Mar 14 from Chicago to Redmond, returning Tue, Mar 17, priced at $379 found 6 days ago
Delta
Sat, Mar 14 - Fri, Mar 27
MDW
Chicago
RDM
Redmond
$449 Roundtrip, found 6 days ago
$449
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Mar 14 from Chicago to Redmond, returning Fri, Mar 27, priced at $449 found 6 days ago
Delta
Tue, Nov 25 - Mon, Dec 1
MDW
Chicago
RDM
Redmond
$583 Roundtrip, found 23 hours ago
$583
Roundtrip
found 23 hours ago
Select Delta flight, departing Tue, Nov 25 from Chicago to Redmond, returning Mon, Dec 1, priced at $583 found 23 hours ago
Delta
Sat, Mar 14 - Sat, Mar 28
MDW
Chicago
RDM
Redmond
$643 Roundtrip, found 6 days ago
$643
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Mar 14 from Chicago to Redmond, returning Sat, Mar 28, priced at $643 found 6 days ago
Delta
Tue, Nov 25 - Mon, Dec 1
MDW
Chicago
RDM
Redmond
$703 Roundtrip, found 23 hours ago
$703
Roundtrip
found 23 hours ago
Select Delta flight, departing Tue, Nov 25 from Chicago to Redmond, returning Mon, Dec 1, priced at $703 found 23 hours ago
Delta
Sat, Mar 7 - Sun, Mar 15
MDW
Chicago
RDM
Redmond
$838 Roundtrip, found 6 days ago
$838
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Mar 7 from Chicago to Redmond, returning Sun, Mar 15, priced at $838 found 6 days ago
Delta
Sat, Mar 7 - Sun, Mar 15
MDW
Chicago
RDM
Redmond
$1,109 Roundtrip, found 6 days ago
$1,109
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Mar 7 from Chicago to Redmond, returning Sun, Mar 15, priced at $1,109 found 6 days ago
Delta
Sat, Mar 7 - Sun, Mar 15
MDW
Chicago
RDM
Redmond
$1,251 Roundtrip, found 6 days ago
$1,251
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Mar 7 from Chicago to Redmond, returning Sun, Mar 15, priced at $1,251 found 6 days ago

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Robert's Field Airport (RDM) cost?
Get a cheap one-way flight from $155 or cheap return flight from $379 from Midway Intl. Airport (MDW) to Robert's Field Airport (RDM) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Robert's Field Airport (RDM)?
Traveling in March can help you save, as it's the cheapest month for flights between MDW and RDM. You'll typically find the lowest prices during off-peak months.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Robert's Field Airport (RDM)?
Use the filters on Expedia to compare different airlines and find the cheapest carrier that'll fly you from MDW to RDM. Then, sort your results by "Price (lowest to highest)" to snag the best deal available.
How many flights per day from Midway Intl. Airport (MDW) to Robert's Field Airport (RDM)?
You'll have to book a flight with a layover if you're traveling from Midway Intl. Airport (MDW) to Robert's Field Airport (RDM). Direct flights don't operate daily on this route. However, simply filter your search to include one or more stops to discover the best option for your trip.
What day of the week has the most flights from MDW to RDM?
You'll typically find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Robert's Field Airport (RDM)?
To touch down at Robert's Field Airport (RDM) without delays, pick a flight that leaves from Midway Intl. Airport (MDW) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Robert's Field Airport (RDM) last-minute?
Booking your ticket from MDW to RDM shortly before your getaway is typically more expensive. But if you're flexible with your itinerary, you could land a cheap last-minute fare.
Is it cheaper to book a MDW to RDM flight and hotel package?
You'll generally save money by booking a MDW to RDM flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's easy to manage everything in one convenient place. After choosing your preferred accommodations and flights, you can add extras like activities, tours and car rentals.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Robert's Field Airport (RDM)?
Typically, it's possible to reschedule or cancel your MDW to RDM flight. However, if it's been more than 24 hours since booking, additional fees may apply. Check your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find further details on our Customer Service portal.

Travel information

Travel information

Origin airport
Midway Intl.
Destination airport
Robert's Field
Airlines serving
Delta
Roundtrip price
$379
Distance
1684 mi

Book with confidence

Book with confidence

Chicago to Redmond Flights

The cheapest times to fly from Chicago to Redmond

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Redmond are during the month of March. You can find some of the cheapest flights from Chicago to Redmond with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Redmond

Sunday is one of the best days to book for cheap flights from Chicago to Redmond: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Redmond

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Redmond in 2025. You can also book with separate airlines for your outbound and return journeys, from $155 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Redmond flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Redmond airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Redmond Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia

*Available to One Key members.