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RDM - CHI

$149 Find cheap flights from Redmond to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Redmond to Chicago departing on 8/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Mon 7/8
Mon 7/15

Search hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Redmond to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Redmond to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 43,695,497 times on KAYAK, and here is why:

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Cheap flight deals from Redmond to Chicago (RDM-CHI)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Redmond to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
2:17 pm - 12:19 amRDM-ORD
8h 02m1 stop
5:00 am - 1:04 pmORD-RDM
10h 04m1 stop
$318American Airlines
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Wed, Aug 7 - Sun, Aug 18
8:22 am - 4:40 amRDM-ORD
18h 18m1 stop
6:35 am - 8:52 pmORD-RDM
16h 17m2 stops
$400Alaska Airlines
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Tue, Jul 23 - Tue, Jul 30
1:30 pm - 11:29 amRDM-ORD
19h 59m2 stops
3:35 pm - 12:30 pmORD-RDM
22h 55m2 stops
Fri, Jul 26 - Sun, Jul 28
1:30 pm - 11:29 amRDM-ORD
19h 59m2 stops
5:45 am - 12:30 pmORD-RDM
32h 45m3 stops
Fri, Jul 26 - Sun, Jul 28
1:30 pm - 6:28 amRDM-ORD
14h 58m1 stop
3:35 pm - 12:30 pmORD-RDM
22h 55m2 stops
Fri, Jul 26 - Sun, Jul 28
5:01 pm - 6:20 amRDM-ORD
11h 19m1 stop
9:22 pm - 8:52 pmORD-RDM
25h 30m1 stop
$410Alaska Airlines
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Fri, Aug 2 - Mon, Aug 5
5:10 am - 1:05 pmRDM-ORD
5h 55m1 stop
3:50 pm - 11:43 pmORD-RDM
9h 53m2 stops
$448Delta
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Fri, Aug 2 - Mon, Aug 5
7:25 pm - 8:39 amRDM-MDW
11h 14m2 stops
9:20 am - 7:07 pmMDW-RDM
11h 47m2 stops
$451Delta
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Thu, Sep 19 - Sat, Sep 21
7:50 pm - 4:52 amRDM-ORD
7h 02m1 stop
5:15 am - 12:18 pmORD-RDM
9h 03m2 stops
$453United Airlines
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Thu, Aug 15 - Sun, Aug 25
1:59 pm - 9:37 amRDM-ORD
17h 38m2 stops
5:16 am - 12:13 pmORD-RDM
8h 57m2 stops
$482United Airlines
Find Deal
Tue, Jul 23 - Tue, Jul 30

Flights from Redmond to Chicago - Travel Insights & Trends

Get data-powered insights and trends into flights from Redmond to Chicago to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Redmond to Chicago?

The average price of all flights from Redmond to Chicago clicked on KAYAK for each day over the last 12 months.
Your flight ticket price will generally be cheaper if you fly to Chicago on a Friday and more expensive on a Sunday. On your return trip to Redmond, you should consider flying back on a Saturday, and avoid Sundays for better deals.

What is the cheapest month to fly from Redmond to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Redmond to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Redmond to Chicago is April, where tickets cost $347 on average. On the other hand, the most expensive months are December and June, where the average cost of tickets is $640 and $621 respectively.

Which airlines provide the cheapest flights from Redmond to Chicago?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The cheapest return flight ticket from Redmond to Chicago found by KAYAK users in the last 72 hours was for $318 on American Airlines, followed by Alaska Airlines ($400). One-way flight deals have also been found from as low as $149 on American Airlines and from $184 on Delta.

Good to know

Low season

January

High season

April

Cheapest flight

$149
Best time to beat the crowds but there is an average 12% increase in price.
Most popular time to fly and prices are also 26% lower on average.
Flight from Redmond to Chicago O'Hare Airport

When to book flights from Redmond to Chicago

Are your dates flexible? Find out the best times to travel from Redmond to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Redmond to Chicago

  • What is the cheapest flight from Redmond to Chicago?

    In the last 3 days, the lowest price for a flight from Redmond to Chicago was $149 for a one-way ticket and $318 for a round-trip.

  • Do I need a passport to fly between Redmond and Chicago?

    No, a passport isn't needed to fly from Redmond to Chicago. However, local authorities might ask for an official ID.

  • Which aircraft models fly most regularly from Redmond to Chicago?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Redmond to Chicago?

    oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between Redmond and Chicago, with oneworld being the most commonly used for this route.

  • Which is the best airline for flights from Redmond to Chicago, Delta or Alaska Airlines?

    The two airlines most popular with KAYAK users for flights from Redmond to Chicago are Delta and Alaska Airlines. With an average price for the route of $370 and an overall rating of 8.0, Delta is the most popular choice. Alaska Airlines is also a great choice for the route, with an average price of $534 and an overall rating of 8.0.

  • How does KAYAK find such low prices on flights from Redmond to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Redmond to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Redmond to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Redmond is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Redmond to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Redmond with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Redmond to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Redmond up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 3 airlines serving from Redmond to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Redmond to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Redmond to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Alaska AirlinesOverall score based on 9236 reviews
8.2Boarding
8.6Crew
7.3Food
7.9Comfort
7.3Entertainment
Airline reviews

In economy, there was actually a decent amount of legroom and it was shocking to be in a bathroom that actually had a little bit of space! It was far more spacious than Most airlines are today. It was pleasant because of that.

8.0 ExcellentBonnie, Jun 2024EUG - SAN
Read more about Alaska Airlines reviews

In economy, there was actually a decent amount of legroom and it was shocking to be in a bathroom that actually had a little bit of space! It was far more spacious than Most airlines are today. It was pleasant because of that.

Plane was very cold, but other than that, it was a perfect flight

When Alaska uses Sky west which it does on many flights in and out of PDX, The planes use " Gates" that are outside of the terminal and are a long walk to and from the planes. Also you must board and deplane using a ramp. I have difficulty walking so going into Portland was difficult. Going out was worse . We walked to nearly the emd of this "Tunnel " only to be told there was a problem with the plane so we had to take the long walk back to to the terminal and then back out again when the plane was fixed. I will look for a Southwest flight next time I go to Portland

Great! No issues at all. Friendly staff, on time flight, and smooth, comfortable flight.

The airline itself was extremely comfortable and the staff were wonderful. The communication was excellent amongst the pilots and flight attendants and the passengers. I was throughly impressed by the cleaning crew that came on the plane immediately to ready it for the next flight. I have flown a bunch of times post Covid pandemic and have never seen this! I gave the “okay” rating for the food and entertainment because I didn’t order food and there wasn’t entertainment offered through the plane (only your personal devices).

The flight both ways was pleasant and uneventful. The staff was friendly, accommodating, and overall very helpful.

1309 on May had some very bumpy segments that seem to take too long to get to smoother air. My initial flight out of GRR was delayed and missed connections. Sure glad I made a different one in ORD so I could be in Anchorage.

The one stewardess was rude about helping me put my bag in overhead….she said “ Is it heavy ?” (I am 73 yrs old)

That flight was a terrible experience. Flying to Portland was not much better. I will not ever fly Alaska Airlines again. I have a temporary disability due to recent neurocervical surgery. I cannot lift heavy things, I cannot walk long distances without vertigo and fainting, and I required wheelchair assistance. I showed up an hour and a half before my flight. The wheelchair queue assistance person was rude and chastised me for showing up so late. An older couple showed up almost an half an hour AFTER me, and she was sweet as pie to them. There was a long wait for wheelchair assistance as they were backed up. When I got to the gate, the gate attendants were rude and again, I got chastised for being late, even though it was not my fault they were backed up. When I asked for help with my bags and boarding the plane, they told me it was my fault and they were not obligated to help me. I was treated like a big inconvenience because I had a wheelchair and I couldn't "just walk." One of them literally rolled her eyes at me. I kept silent, because I just wanted to get home and I felt like they would not let me on if I complained, but I was practically crying. When I got down to the door to board, the wheelchair person left, and I asked the flight attendants for help. They said, well, you'll have to stand there and wait, even though I said I couldn't stand very long, and another passenger said, "Oh just let me do it" and helped me down. I tried not to bother the inflight attendants, because everytime you did, they acted exasperated and stressed out. I paid $7.50 for a bag of Pirate Booty and a tiny turkey beef stick for dinner. I needed wifi to work during the flight, and it kept crashing on me repeatedly and resetting my online work, costing me valuable time. I had to pay twice to get it on my laptop and phone, but I did get a refund when I returned. When I got to NY, the Portland agents had not arranged for a wheelchair to meet me and I had to stand for fifteen minutes waiting for the very nice young man who found an empty chair and had to wheel me and another passenger with carry on luggage to the front of JFK all by himself. Never, ever again. You all should be ashamed of how you treat people with disabilities. The other people who needed assistance to get on this flight did not fare much better than me, from what I could see.

My experience for a sort flight was perfect and hassle free.

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

Among the poorest flights I’ve had with Delta in a while. Entertainment system failed completely on a 7.5 hr flight. Crew seemed distracted and not the normal friendly crew. Flight overbooked it seemed… very crowded.

If I can, I always fly Delta. I’ve found their service to always be reliable and pleasant.

You could have not cancelled the flight (AA, which I will be flying from now on) left for BOS despite the fictitious weather issues (that no one in my Boston family could see). You could have rebooked my direct flight to another direct flight instead of sending me though JFK, the worst US airport after O’Hara You could have rebooked me on a Main Cabin seat (like the one I paid for in my original ticket instead of putting me a the last row on JFK->BOS leg, pocketing the difference in ticket price But I do not really care whether you will ever do that in a future because in a future neither I nor anyone from my company (unless they pay out of pocket) nor an of my clients and partners (if they heed my advice) will ever be caught dead on any of Delta flights

Really bad baggage handling. Had my Rimowa bag badly damaged at the latches.

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

After the morning frenzy of 35 min wait through CLT security at 4;30 AM, it was nice to have a smooth pleasant boarding experience. This 6:30 AM flight was not full. We were able to get seated swiftly and took off promptly. Nice touch they distributed the old fashioned headsets with 8 mm jacks. Snacks were decent and arrival was uneventful.

I had a great flight. Everything went smoothly and the flight arrived early.

The flight and boarding were easy peasy. I was traveling with my 4-year-old, so a smooth boarding experience was especially appreciated. My only piece of feedback is really about where our gate was in O'Hare. They've shoved four gates into a tiny corner of the B terminal and there isn't early enough room or seating for everyone. Not United's problem, but did dent the overall experience.

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

Book cheap flights from Redmond to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Redmond to Chicago found on KAYAK in the last 72 hours.
8/9Fri
1 stopAmerican Airlines
8h 02mRDM-ORD
$149
7/26Fri
2 stops
19h 59mRDM-ORD
$163
7/26Fri
1 stop
14h 58mRDM-ORD
$174
11/2Sat
2 stopsDelta
10h 05mRDM-MDW
$184
8/9Fri
2 stops
20h 48mRDM-ORD
$209
7/25Thu
2 stopsDelta
10h 04mRDM-ORD
$214
7/25Thu
1 stopAlaska Airlines
11h 19mRDM-ORD
$215
8/3Sat
1 stopAlaska Airlines
10h 14mRDM-ORD
$268
7/8Mon
1 stopUnited Airlines
26h 30mRDM-ORD
$295
7/25Thu
3 stopsUnited Airlines
13h 11mRDM-ORD
$1,375

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Last minute flights from Redmond to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Redmond to Chicago that are departing in the next 10 days.
6/9Sun
multi-stopDelta
11h 02mRDM-ORD
6/12Wed
multi-stopDelta
6h 22mORD-RDM
$865
6/9Sun
multi-stopDelta
11h 02mRDM-ORD
6/12Wed
multi-stopDelta
12h 15mORD-RDM
$949
6/9Sun
multi-stopUnited Airlines
16h 50mRDM-ORD
6/12Wed
multi-stopUnited Airlines
7h 42mORD-RDM
$1,004

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Redmond - Chicago Flights

Departure:

Redmond (RDM)United States

Return flight deals:

Chicago - Redmond

Cabin classes: