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

    notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
    deals illustration

    Book smarter

    Save on select hotels after you book a flight*
    trophy illustration

    Find the right fit

    We search billions of combinations of flights to help you find your next adventure

Frequently asked questions

Is it cheaper to buy a plane ticket from Chicago Airport to RDM last minute?
When it's time to book your flights, it's better to be prepared. While it's possible to score a deal on a MDW to RDM flight at the last minute, prices usually don't get cheaper as the departure date nears. Based on flight pricing and demand studies in 2022, we have found that the sweet spot to lock in a domestic flight is between 28 – 35 days in advance. For international flights it's three to four months.
What airports do you fly into for Redmond from Chicago?
From Chicago, you can get to Redmond through Robert's Field Airport (RDM), Prineville, OR (PRZ-Crook County) and Madras, OR (MDJ-Madras Municipal). Find out which hub is more convenient for you before making your decision. If you pick Robert's Field Airport (RDM), it's roughly 2 kilometers southeast of the center of the city. Use the cash you save when booking your ticket with Expedia to explore the city's top attractions, such as Eagle Crest Golf Courses and Juniper Golf Course.
Can I change the date of my flight from Chicago Airport to Roberts Field?
Plans don't always work out, so Expedia is here to help make things as simple as possible. To start, access your Midway Intl. Airport (MDW) to Robert's Field Airport (RDM) itinerary through the Expedia Trips portal and look up the fare conditions and rules about what changes you can make. If you booked your ticket in the last 24 hours, some airlines allow you to cancel at no cost and organize new flights. If you booked your fare more than 24 hours ago, connect with us via our Customer Service portal to find out what your options are.

Travel information

Travel information

Origin airport
Midway Intl.
Destination airport
Robert's Field
Distance
2695 km

Book with confidence

Book with confidence

Chicago to Redmond Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Chicago to Redmond offer the perfect respite. Not only does exploring Redmond provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Chicago to Redmond may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from to today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Redmond are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Redmond more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Redmond is now!

Chicago to Redmond Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia