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RDM - CHI

Find cheap flights from Redmond to Chicago from $169

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 6/19. 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
Sat 5/18
Sat 5/25

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 44,471,296 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
7:10 pm - 11:58 pmRDM-ORD
26h 48m1 stop
6:00 am - 6:14 pmORD-RDM
14h 14m1 stop
$284Alaska Airlines
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Mon, May 13 - Wed, May 15
11:15 am - 7:41 pmRDM-ORD
6h 26m1 stop
2:29 pm - 7:05 pmORD-RDM
6h 36m1 stop
$294Delta
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Wed, May 15 - Sat, May 18
7:25 pm - 7:40 amRDM-ORD
10h 15m2 stops
6:00 am - 10:34 amORD-RDM
6h 34m1 stop
$311Delta
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Mon, May 13 - Wed, May 15
5:00 am - 6:24 pmRDM-ORD
11h 24m2 stops
2:29 pm - 7:05 pmORD-RDM
6h 36m1 stop
$326Delta
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Wed, May 15 - Sat, May 18
2:26 pm - 12:15 amRDM-ORD
7h 49m1 stop
6:25 am - 12:05 pmORD-RDM
7h 40m1 stop
$328American Airlines
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Wed, May 15 - Sat, May 18
8:20 am - 11:58 pmRDM-ORD
13h 38m1 stop
2:53 pm - 11:58 pmORD-RDM
11h 05m2 stops
$329Alaska Airlines
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Sat, May 11 - Tue, May 14
8:20 am - 11:58 pmRDM-ORD
13h 38m1 stop
1:06 pm - 8:48 pmORD-RDM
9h 42m1 stop
$334Alaska Airlines
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Sat, May 11 - Tue, May 14
8:00 pm - 5:38 amRDM-ORD
7h 38m1 stop
7:10 am - 3:10 pmORD-RDM
10h 00m1 stop
$375United Airlines
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Thu, Sep 19 - Mon, Sep 23
1:51 pm - 11:05 pmRDM-ORD
7h 14m1 stop
6:30 am - 12:18 pmORD-RDM
7h 48m1 stop
$438United Airlines
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Wed, Sep 18 - Sun, Sep 22
5:20 am - 4:30 pmRDM-ORD
9h 10m2 stops
2:55 pm - 10:29 pmORD-RDM
9h 34m2 stops
$895American Airlines
Find Deal
Thu, May 16 - Thu, May 23

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 Saturday and more expensive on a Sunday. On your return trip to Redmond, you should consider flying back on a Saturday, and avoid Mondays 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 September, where tickets cost $341 on average. On the other hand, the most expensive months are January and December, where the average cost of tickets is $778 and $727 respectively.

How far in advance should I book a flight from Redmond to Chicago?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Redmond to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Redmond to Chicago, you should book around 4 days before departure. For the absolute cheapest price, our data suggests you should book 36 days before departure.

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 $284 on Alaska Airlines, followed by Delta ($294). One-way flight deals have also been found from as low as $169 on Delta and from $174 on American Airlines.

Good to know

Low season

January

High season

May

Cheapest flight

$169
Best time to beat the crowds but there is an average 39% increase in price.
Most popular time to fly with an average 28% increase in price.
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 $169 for a one-way ticket and $284 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?

    SkyTeam, oneworld, 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, Alaska Airlines or Delta?

    The two airlines most popular with KAYAK users for flights from Redmond to Chicago are Alaska Airlines and Delta. With an average price for the route of $556 and an overall rating of 8.1, Alaska Airlines is the most popular choice. Delta is also a great choice for the route, with an average price of $369 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.
8.1
Alaska AirlinesOverall score based on 9106 reviews
8.6crew
7.3food
8.2boarding
7.3entertainment
7.9comfort
Airline reviews

The flight attendant in the back of the plane was barely understood as she rushed through instructions to the point of being intelligible. She had a bored demeanor in her delivery.

8.0 ExcellentJonita, Apr 2024EUG - SAN
Read more about Alaska Airlines reviews

The flight attendant in the back of the plane was barely understood as she rushed through instructions to the point of being intelligible. She had a bored demeanor in her delivery.

On time, comfortable seats with plenty of leg room, nice staff. Pretty good!

dont re-route to San Jose. Re-route to closer airport. Provide shuttle bus to go to SFO, not just LYFT vouchers.

Staff seemed genuinely nice, not just going through the motions.

I would have rated the entire experience much better were it not for two things: 1. There was inconsistency between what we were told once on the plane vs. the answer I received to the question about "spreading out" from our assigned seats because the flight was sparsely populated, and the entire row we were in was empty but for us. I asked about one of us moving over one seat to make more room for us; before getting on the plane, I was told we could, which seemed like a sensible answer. Once on the plane, it was announced that we needed to stay in our assigned seats despite all of the empty space in our row, which seemed unneccessarily restrictive. 2. To add to the discomfort, we sat on the tarmac once the plane landed in Burbank for over half an hour waiting for a gate to become available. During that time we had to remain seated and buckled in, which was becoming more difficult as time dragged on, especially for my wife. If all of this was due to regulations, that may mitigate the sense of "needless" restriction somewhat, but it points to a need to make regulations less restrictive where it is not appropriate for the current conditions. The crew was not "nasty" about the restrictions, so I do not resent their actions, but it certainly would have been a much more pleasant flight if we had a few more options when it comes to comfort.

Due to delayed flight, we missed our connecting flight as well as had to wait for 11 hours for next availaible flight. Not good experience

I asked to be moved near the bathroom due to kidney issues. The gate agent was very kind and did that for me.

The seat side plug ins didn’t work in my row, and I ran out of things to do since my iPad and iPhone ran out of juice. The flight attendant offered me a free drink but I don’t drink. I suggested a free snack box instead and she just shrugged and walked off. Why do us non-drinkers get the short end of the stick?

Flight left two hours late with no real explanation and they inexplicably had the heat running on the flight as well

I like Alaska Air fine. Great crew. Late departure still arrived on time.

Seat back monitors and outlets were dead and not working.

Everything was great except for the seat. The backrest would not stay in the upright position.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

Flight delayed about 2 hrs so it made it a VERY late night

It was a crowded flight. They did the best they could.

Service was good for such a short flight. Small plane but smooth flight.

Worst flight in my life. Only was scheduled for a 45 min flight to get our connection flight. It was late by 40 minutes and we missed our connection. Delta was totally useless trying to help and unable to get my family on the next flight because they overbooked it Thus had to get a hotel at my expense and lost a day at Disney as a result. Cost me about a $1000 if you add 2 hotels meals shuttles etc to get thru the day Awful customer service by Delta in Detroit totally useless people

The experience was good and the flight departed on time and landed early

The flight was delayed but we got to our final destination.

Boarding was great. The flight landed early. It took the crew over an hour and a half to bring out drinks. I paid to upgrade my seat to Comfort+ only to be near a crying/screaming baby who was seldom quiet. Noise-cancelling earbuds didn’t even help. Waste of money to upgrade.

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.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

The flight was delayed by 4 hours !!!!! It was very uncomfortable , and they told us only one our before departure

The flights from Ottawa to Albuquerque went smoothly enough though on on flight they didn't have how water for coffee or tea and on another there there was no ice. The return flights from Albuquerque were delayed by mechanical problems on both flights. Ottawa was a ground crew maintenance issue.

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.
6/19Wed
2 stopsDelta
10h 07mRDM-ORD
$169
5/20Mon
1 stopAmerican Airlines
7h 49mRDM-ORD
$174
6/14Fri
1 stopDelta
6h 14mRDM-ORD
$209
5/17Fri
2 stops
21h 55mRDM-ORD
$211
5/20Mon
2 stopsDelta
10h 15mRDM-ORD
$214
5/17Fri
3 stops
37h 05mRDM-ORD
$218
6/19Wed
1 stopAlaska Airlines
18h 18mRDM-ORD
$262
6/14Fri
2 stopsDelta
11h 56mRDM-ORD
$274
5/17Fri
2 stopsDelta
13h 37mRDM-MDW
$274
6/14Fri
2 stopsDelta
10h 40mRDM-ORD
$328

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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.
4/20Sat
multi-stopDelta
5h 53mRDM-ORD
4/26Fri
multi-stopDelta
6h 12mORD-RDM
$790
4/20Sat
multi-stopDelta
6h 23mRDM-ORD
4/26Fri
multi-stopDelta
10h 12mORD-RDM
$795
4/20Sat
multi-stopDelta
11h 26mRDM-ORD
4/26Fri
multi-stopDelta
11h 12mORD-RDM
$800

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Redmond - Chicago Flights

Departure:

Redmond (RDM)United States

Return flight deals:

Chicago - Redmond

Cabin classes: