Find flights
Deals
Insights
When to book
FAQs & Tips
Airlines

RDM - CHI

$137 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 9/18. 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 6/15
Sat 6/22

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 42,211,976 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

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
12:35 pm - 9:47 pmRDM-ORD
7h 12m1 stop
6:50 pm - 10:42 pmORD-RDM
29h 52m1 stop
$276Delta
Find Deal
Sat, Sep 14 - Tue, Sep 17
8:00 pm - 5:38 amRDM-ORD
7h 38m1 stop
12:45 pm - 6:38 pmORD-RDM
7h 53m1 stop
$278United Airlines
Find Deal
Wed, Aug 28 - Wed, Sep 4
12:35 pm - 9:47 pmRDM-ORD
7h 12m1 stop
1:35 pm - 10:42 pmORD-RDM
11h 07m2 stops
$283Delta
Find Deal
Sat, Sep 14 - Tue, Sep 17
11:20 am - 11:58 pmRDM-ORD
10h 38m1 stop
2:13 pm - 10:32 amORD-RDM
22h 19m1 stop
$304Delta
Find Deal
Wed, Nov 6 - Mon, Nov 11
5:10 am - 1:05 pmRDM-ORD
5h 55m1 stop
2:00 pm - 6:46 pmORD-RDM
6h 46m1 stop
$308Delta
Find Deal
Wed, Jul 17 - Tue, Jul 23
5:20 am - 9:07 pmRDM-ORD
13h 47m2 stops
7:15 am - 11:56 amORD-RDM
6h 41m1 stop
$313Delta
Find Deal
Sat, Sep 21 - Sat, Sep 28
6:28 pm - 5:40 amRDM-ORD
9h 12m1 stop
7:29 pm - 11:53 pmORD-RDM
6h 24m1 stop
$363Alaska Airlines
Find Deal
Fri, Jun 7 - Tue, Jun 11
5:49 pm - 5:00 amRDM-ORD
9h 11m1 stop
6:20 am - 10:52 amORD-RDM
6h 32m1 stop
$371Alaska Airlines
Find Deal
Thu, Nov 7 - Mon, Nov 11
12:36 pm - 10:38 pmRDM-ORD
8h 02m1 stop
5:00 am - 11:51 amORD-RDM
8h 51m1 stop
$453American Airlines
Find Deal
Fri, Jun 14 - Mon, Jun 17
7:50 pm - 4:52 amRDM-ORD
7h 02m1 stop
5:16 am - 12:53 pmORD-RDM
9h 37m1 stop
$540United Airlines
Find Deal
Thu, Jul 18 - Mon, Jul 22

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 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 April, where tickets cost $347 on average. On the other hand, the most expensive months are June and December, where the average cost of tickets is $644 and $640 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 2 weeks 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 $276 on Delta, followed by United Airlines ($278). One-way flight deals have also been found from as low as $137 on Delta and from $139 on United Airlines.

Good to know

Low season

January

High season

April

Cheapest flight

$137
Best time to beat the crowds but there is an average 12% increase in price.
Most popular time to fly and prices are also 27% 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 $137 for a one-way ticket and $276 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, Star Alliance, and oneworld 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 $372 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 $500 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 9157 reviews
8.6Crew
7.9Comfort
7.3Food
7.3Entertainment
8.2Boarding
Airline reviews

I didn’t like not knowing my seat till I got to the airport - and my boarding group was F (last).

6.0 Goodshannon, May 2024PDX - SFO
Read more about Alaska Airlines reviews

I didn’t like not knowing my seat till I got to the airport - and my boarding group was F (last).

Wasn’t an Alaska plane so the seats were very thinly padded- glad I wasn’t going further.

My boarding pass birthdate was printed incorrectly causing me to spend an extra hour in a check-in and then again TSA line and to miss a chance to have dinner pre-flight. My window seat was given away and was replaced with a middle seat. I would have liked an opportunity to charge my phone and take advantage of movies but many of the departure gate chargers weren’t operational and I don’t know of an in-flight charging option, The flight left 45 late after trouble with unruly passengers, and I was glad staff removed them.

Horrible. I likely will have to spend several thousand dollars to rebook my international flights, due to their delays, plus a hotel in SF. I can’t wait to never fly them again!

I usually choose Alaska Airlines over any other airline. They try the hardest to make flying a great experience.

Staff being friendly would have help since the flight was delayed, again. Folks answered questions but no one seemed happy to be working today and if showed.

Quick easy boarding. Airport was unprepared for early landing and we were waiting in the plane for 20 minutes before getting a gate.

It was so easy to board using my boarding pass on my iPhone, and I liked what I was given on the plane for food and drink, and everyone was very friendly.

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!

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

The plane from SNA wouldn’t start after 5 tries. The team gave me an option of flying direct from LAX and giving me a Lyft ride there! Perfect!

Best airline! Always friendly and welcoming. Skyclub was great and loved the fast free wifi on board. I also love that you can pre-order your meal on the app!

Atlanta boarding crew at gate were filled with arrogance and were disrespectful. In flight crew showed indifference to the needs of passengers. This is about the flight from ATL to BDL.

Boarding was somewhat chaotic. Unable to evaluate crew or food/drink because captain kept them seated due to turbulence. Have no idea if entertainment was offered.

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

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.

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

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.
9/18Wed
1 stopDelta
5h 58mRDM-ORD
$137
8/14Wed
1 stopUnited Airlines
8h 08mRDM-ORD
$139
6/7Fri
2 stopsDelta
11h 02mRDM-ORD
$144
9/18Wed
2 stopsDelta
10h 37mRDM-ORD
$174
6/7Fri
1 stopAlaska Airlines
9h 12mRDM-ORD
$179
8/22Thu
1 stopDelta
7h 21mRDM-ORD
$184
9/20Fri
2 stopsDelta
10h 37mRDM-ORD
$189
8/22Thu
2 stopsAlaska Airlines
11h 44mRDM-ORD
$192
6/5Wed
1 stopDelta
6h 26mRDM-ORD
$194
7/18Thu
3 stopsUnited Airlines
13h 11mRDM-ORD
$1,380

Search by stops

Search by airline

Search by price

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.
5/21Tue
multi-stopUnited Airlines
14h 40mRDM-ORD
5/22Wed
multi-stopUnited Airlines
13h 37mORD-RDM
$750
5/21Tue
multi-stopUnited Airlines
5h 50mRDM-ORD
5/22Wed
multi-stopUnited Airlines
19h 22mORD-RDM
$753
5/19Sun
multi-stopAmerican Airlines
6h 58mRDM-ORD
5/24Fri
multi-stopAmerican Airlines
8h 06mORD-RDM
$845
5/21Tue
multi-stopAlaska Airlines
14h 56mRDM-ORD
5/22Wed
multi-stopAlaska Airlines
10h 59mORD-RDM
$851
5/19Sun
multi-stopDelta
11h 17mRDM-ORD
5/24Fri
multi-stopDelta
6h 13mORD-RDM
$854
5/19Sun
multi-stopDelta
13h 55mRDM-ORD
5/24Fri
multi-stopDelta
7h 59mORD-RDM
$919
5/21Tue
multi-stopDelta
11h 22mRDM-MDW
5/22Wed
multi-stopDelta
11h 31mMDW-RDM
$919

Search by stops

Search by airline

Search by price

Redmond - Chicago Flights

Departure:

Redmond (undefined)United States

Return flight deals:

Chicago - Redmond

Cabin classes: