RDM - ORD

$150 Find Cheap Flights from Redmond to Chicago O'Hare Airport

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 O'Hare Intl departing on 11/25. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

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

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

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

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Redmond to O'Hare Intl (RDM-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Redmond to O'Hare Intl 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Redmond to O'Hare Intl

Sat, Nov 22 - Mon, Nov 24
Alaska Airlines Logo
3:56 pm - 5:01 amRDM-ORD
11h 05m1 stop
Alaska Airlines Logo
6:00 am - 2:04 pmORD-RDM
10h 04m1 stop
$283Alaska Airlines
Find Deal
Wed, Dec 10 - Sat, Dec 13
American Airlines Logo
2:57 pm - 12:31 amRDM-ORD
7h 34m1 stop
American Airlines Logo
12:10 pm - 7:33 pmORD-RDM
9h 23m1 stop
$298American Airlines
Find Deal
Tue, Nov 18 - Sun, Nov 23
Delta Logo
7:00 am - 5:18 pmRDM-ORD
8h 18m1 stop
Delta Logo
7:20 am - 11:45 amORD-RDM
6h 25m1 stop
$301Delta
Find Deal
Wed, Dec 10 - Sat, Dec 13
Delta Logo
7:34 pm - 8:04 amRDM-ORD
10h 30m2 stops
Delta Logo
5:29 pm - 10:50 pmORD-RDM
7h 21m1 stop
$304Delta
Find Deal
Tue, Nov 18 - Sun, Nov 23
Delta Logo
5:55 am - 4:52 pmRDM-ORD
8h 57m2 stops
Delta Logo
7:40 pm - 11:56 pmORD-RDM
6h 16m1 stop
$306Delta
Find Deal
Wed, Feb 4 - Mon, Feb 9
Alaska Airlines Logo
5:52 am - 2:38 pmRDM-ORD
6h 46m1 stop
Alaska Airlines Logo
3:35 pm - 9:15 pmORD-RDM
7h 40m1 stop
$308Alaska Airlines
Find Deal
Wed, Dec 10 - Sat, Dec 13
Delta Logo
7:00 am - 9:21 pmRDM-ORD
12h 21m2 stops
Delta Logo
4:05 pm - 10:50 pmORD-RDM
8h 45m2 stops
$309Delta
Find Deal
Tue, Nov 25 - Sun, Nov 30
United Airlines Logo
7:51 pm - 5:00 amRDM-ORD
7h 09m1 stop
United Airlines Logo
7:55 pm - 12:15 pmORD-RDM
18h 20m2 stops
$758United Airlines
Find Deal
Tue, Nov 25 - Sat, Nov 29
United Airlines Logo
7:51 pm - 5:00 amRDM-ORD
7h 09m1 stop
United Airlines Logo
12:15 am - 9:07 pmORD-RDM
22h 52m1 stop
$836United Airlines
Find Deal
Sat, Dec 20 - Sat, Dec 27
Multiple Airlines Logo
2:59 pm - 1:35 pmRDM-ORD
44h 36m2 stops
Multiple Airlines Logo
7:00 am - 11:33 amORD-RDM
6h 33m1 stop
$928Multiple Airlines
Find Deal

Everything you should know

Top airlines
Alaska Airlines
Cheapest • from $283 (round-trip)
Alaska Airlines
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
August
Cheapest • 23% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$283
Typical prices: $390-$676
Alaska Airlines
Sat 11/22Mon 11/24
RDM - ORD • 1 stop
Cheapest one-way
$150
Typical prices: $165-$218
United Airlines
Tue 11/25
RDM - ORD • 1 stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to O'Hare Intl!
Booking Insights

KAYAK's insights & trends for Redmond to O'Hare Intl flights

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

How much is a round-trip flight from Redmond to Chicago O'Hare Intl Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Redmond to Chicago O'Hare Intl Airport departing in November.

What’s the cheapest day of the week to fly from Redmond to Chicago O'Hare Airport?

The average price of all round-trip flights from Redmond to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Chicago O'Hare Airport on a Thursday and more expensive on a Monday. On your return trip to Redmond, you should consider flying back on a Friday, and avoid Sundays for better deals.

What is the cheapest month to fly from Redmond to Chicago O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Redmond to Chicago O'Hare Intl Airport, 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 O'Hare Intl Airport is August, where tickets cost $346 (return) on average. On the other hand, the most expensive months are November and December, where the average cost of round-trip tickets is $597 and $568 respectively.

Good to know

Low seasonSeptember
Cheapest flight$150
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly with an average 26% increase in price.
Flight from Redmond to Chicago O'Hare Airport

When to book flights from Redmond to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Redmond to O'Hare Intl 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 Redmond to Chicago O'Hare Airport flights

  • What is the cheapest flight from Redmond to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Redmond to Chicago O'Hare Intl Airport was $150 for a one-way ticket and $283 for a round-trip.

  • Do I need a passport to fly between Redmond and Chicago O'Hare Airport?

    A passport is not required to fly from Redmond to Chicago O'Hare Airport.

  • Which airports will I be using when flying from Redmond to Chicago O'Hare Airport?

    On your way to Chicago O'Hare Airport, you’ll fly out from Bend/Redmond. You’ll be landing at Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from Redmond to Chicago O'Hare Airport?

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

  • Which airline alliances offer flights from Redmond to Chicago O'Hare Airport?

    Star Alliance, SkyTeam, and oneworld are the airline alliances operating flights between Redmond and Chicago O'Hare Airport, with Star Alliance 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 $418 and an overall rating of 8.0, Alaska Airlines is the most popular choice. Delta is also a great choice for the route, with an average price of $384 and an overall rating of 7.9.

  • How does KAYAK find such low prices on flights from Redmond to Chicago O'Hare Airport?

    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 O'Hare Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport 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 O'Hare Airport?

    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 O'Hare Airport with an airline and back to Redmond with another airline. Booking your flights between Redmond and ORD can sometimes prove cheaper using this method.

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

    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 O'Hare Airport from Redmond up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from Redmond to O'Hare Intl

 
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 O'Hare Intl? 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 11214 reviews
7.8Comfort
7.0Entertainment
8.5Crew
8.1Boarding
7.1Food
Airline reviews

Check in online didn't accept my confirmation number so i could only check in with assistance at the airport and ended up with s creepy middle seat.

4.0 OkayMarco, Oct 2025SAN - ORD
Read more Alaska Airlines reviews

Check in online didn't accept my confirmation number so i could only check in with assistance at the airport and ended up with s creepy middle seat.

It was the most expensive Alaska Airlines ticket I’ve ever purchased. I had a middle seat with no legroom or space compared to any other middle seat I’ve hadThere was a silver box under the seat that took up 70% of my legroom on the most narrow 737 max the crew flat out would not help they would not help with bags they would not help with garbage there was no coffee,It was definitely not one of my better experiences on Alaska.

This was more with the third party booking through Kayak but my KTN for Pre-TSA, even though I entered it, wasn't assigned to my ticket when I got to the airport. I had to go through regular security. Also the Alaska app had trouble loading my ticket in the first place and I had to ask for it to be printed. Alaska Airlines was great but wanted you to know about this hiccup in the ticketing interface.

We sat on the tarmac for 25 minutes after landing and it caused me to miss a connecting flight. It turned a 7 hour travel day into a 14 hour travel day. That really sucked.

Process of checking bag, boarding, etc. was all very quick, easy, and streamlined. Only problem I had was the seating: very cramped and uncomfortable, but I suppose that’s the perils of coach. Thankfully it wasn’t a super long flight so it didn’t ruin the experience overall.

The boarding was confusing because the PA system at PDX was so quiet you couldn’t hear anything being said . The seats were uncomfortable. The food was pretty bad and I normally don’t mind airplane food. The flight attendants were not friendly. I learned upon check in that Hawaiian airlines had reassigned our seats of the second leg of the trip. I had confirmed and paid for special seats but they put me and my companion on standard seats in different rows. Hawaiian also did the same on my return flight after the flight times had changed. I happened to go online to check my reservation and saw the flight had changed. I gad received no notice. I saw that my confirmed seats that I had paid extra were gone. After much back and forth with the airlines they refused to correct their error. I showed them confirmation documents of my seat reservation and receipt of payment but they refused to correct the seat change or reimburse me. I had to pay $200 again to reserve the original seats. Shameful and manipulative. They basically held me hostage. If I wanted to be in that flight I had to pay up.

When I bought my tickets I up great my seats for extra $104 each seats 8A and 8B in the way back from Portland to Palm Springs they gave me the seats 15. I thought it was for round trip same seats . So I was very disappointed ☹️

One disappointment. There was a gate change from B8 to B10, they had announced it maybe 20 minutes before the boarding time, possibly less. I didn’t hear the announcement as I was listening to music on my head phones at B8. At the boarding time, I got up and asked the gal at the B8 boarding desk, why the destination sign had not changed and if the flight was delayed as there was no plane behind her through the window, she said that perhaps the flight was delayed and the screen will probably update in -5 minutes ( she apparently didn’t know the boarding gate was changed ( 2 down from our location) I put my headphones on and went back to sit down . Just before the B10 door closed, I got a phone call asking me if I was still taking the flight, I said. “Yes” but I was at the gate stated on my ticket B8, then I was informed of the gate change, I got up and ran to the gate, and down the hallway to the jet ramp. I was the last to board!! Very frustrating . I was shocked that I got no emails or text messages from Alaska informing me of a last minute change!!

The crew was the best I’ve ever had HOWEVER when we arrived in Salt Lake City there were no Alaskan Airline employees to be found so we weren’t able to leave the plane until ANOTHER airline took pity on us. How could that possible happen?

The pilot performed the smoothest landing I’ve ever experienced. What a light touch. And I’m an avid traveler!

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Flight was crowded and the woman sitting on my left was large & kept crouching in to my space. You need bigger seats or smaller passengers to fit into the seats you DO have! Snack were OK. Would appreciate if airlines had more savory rather than sweet snacks, thank you!

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

We were delayed, which I think had to do with air traffic control. Otherwise, everything was great.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

Excellent experience. Starting with the agent at the Premier bag drop who noticed I was very early for my scheduled flight and offered to rebook me on an earlier flight with my seat preference. She would not let me leave the counter until she knew that all of the changes and new boarding pass showed up on my United app. At the gate, the flight boarded quickly such that we departed early and the flight was smooth. We arrived 20 minutes early at ORD and I was able to be home in time for dinner. One of the best flights I've had.

Salina to travers city was great! But the sept 24 Tranverse city was not! Traverse city to chichago was cancelled, i went to Denver & got to Salina 6 hours later!

See previous note about the passenger in Denver who threw my husband's bag out of the overhead bin in order to maker room for his own. And the flight attendant back up the new passenger.

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Everything you need to know for your flight from Redmond to O'Hare Intl

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.