RDM - ORD

$187 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 1/27. 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
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Everything you should know

Cheapest round-trip
$279
Overall average: $391
Alaska Airlines
Sat 1/24Tue 1/27
RDM - ORD • 1 stop
Cheapest one-way
$138
Typical prices: $149-$266
Alaska Airlines
Tue 1/27
RDM - ORD • 1 stop
When to travel
November
Cheapest • 29% price drop
May
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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!
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, Jan 24 - Tue, Jan 27
Alaska Airlines Logo
1:34 pm - 11:50 pm
RDM
-
ORD
8h 16m1 stop
Alaska Airlines Logo
8:00 am - 12:54 pm
ORD
-
RDM
6h 54m1 stop
$279Alaska Airlines
Sat, Jan 24 - Tue, Jan 27
Alaska Airlines Logo
1:34 pm - 11:50 pm
RDM
-
ORD
8h 16m1 stop
Alaska Airlines Logo
2:06 pm - 9:15 pm
ORD
-
RDM
9h 09m2 stops
$297Alaska Airlines
Sat, Jan 24 - Tue, Jan 27
Alaska Airlines Logo
1:34 pm - 11:50 pm
RDM
-
ORD
8h 16m1 stop
Alaska Airlines Logo
3:35 pm - 10:46 pm
ORD
-
RDM
9h 11m2 stops
$306Alaska Airlines
Sat, Jan 24 - Tue, Jan 27
Alaska Airlines Logo
12:39 pm - 11:50 pm
RDM
-
ORD
9h 11m2 stops
Alaska Airlines Logo
2:06 pm - 11:52 pm
ORD
-
RDM
11h 46m2 stops
$334Alaska Airlines
Sat, Jan 24 - Tue, Jan 27
Alaska Airlines Logo
12:39 pm - 11:50 pm
RDM
-
ORD
9h 11m2 stops
Alaska Airlines Logo
8:00 am - 3:17 pm
ORD
-
RDM
9h 17m2 stops
$343Alaska Airlines
Sun, Jan 4 - Wed, Jan 7
Alaska Airlines Logo
5:54 am - 6:29 am
RDM
-
ORD
22h 35m1 stop
Alaska Airlines Logo
3:44 pm - 11:59 am
ORD
-
RDM
22h 15m1 stop
$380Alaska Airlines
Sun, Jan 4 - Wed, Jan 7
Alaska Airlines Logo
5:54 am - 6:29 am
RDM
-
ORD
22h 35m1 stop
Alaska Airlines Logo
6:06 pm - 12:30 pm
ORD
-
RDM
20h 24m2 stops
$408Alaska Airlines
Thu, Mar 19 - Tue, Mar 24
Delta Logo
12:34 pm - 9:34 pm
RDM
-
ORD
7h 00m1 stop
Delta Logo
7:20 am - 11:55 am
ORD
-
RDM
6h 35m1 stop
$440Delta
Thu, Mar 19 - Mon, Mar 23
Delta Logo
12:34 pm - 9:34 pm
RDM
-
ORD
7h 00m1 stop
Delta Logo
6:59 pm - 11:40 pm
ORD
-
RDM
6h 41m1 stop
$457Delta
Thu, Mar 19 - Tue, Mar 24
Delta Logo
12:34 pm - 9:34 pm
RDM
-
ORD
7h 00m1 stop
Delta Logo
6:30 am - 4:13 pm
ORD
-
RDM
11h 43m2 stops
$489Delta
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.

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 November, where tickets cost $320 (return) on average. On the other hand, the most expensive months are March and December, where the average cost of round-trip tickets is $693 and $603 respectively.

Good to know

Low seasonMarch
Cheapest flight$138
Best time to beat the crowds but there is an average 54% increase in price.
Most popular time to fly and prices are also 20% lower on average.
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 $187 for a one-way ticket and $279 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?

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Redmond and Chicago O'Hare Airport, with SkyTeam 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 11450 reviews
7.8Comfort
8.1Boarding
7.1Food
7.0Entertainment
8.5Crew
Airline reviews

I liked that I made it onto the flight rather than “missing” the connection. We left PDX early in the morning along with half of Portland arriving at about the same time as we did- 2 hours prior to our flight leaving. The layover was for less than an hour and we were concerned that we would not make the connection, but as it turns out, the flight leaving LAX was even more delayed in departure due to needing some maintenance repair for the a/c of the plane. As for the food- it seems not so very nice that you are not feeding people and offering complementary alcohol on the international flights any more.

8.0 Excellentjanelle, Dec 2025
PDX - LAX
Read more Alaska Airlines reviews

I liked that I made it onto the flight rather than “missing” the connection. We left PDX early in the morning along with half of Portland arriving at about the same time as we did- 2 hours prior to our flight leaving. The layover was for less than an hour and we were concerned that we would not make the connection, but as it turns out, the flight leaving LAX was even more delayed in departure due to needing some maintenance repair for the a/c of the plane. As for the food- it seems not so very nice that you are not feeding people and offering complementary alcohol on the international flights any more.

Flight was delayed but still made it to Phoenix on time. Boarding went quickly, the flight was smooth.

The food selections were not good, and entertainment was non existent.

Fine. But given how empty the flight was, I do not understand why my dog, in its carrier, could not be placed on the seat next to me (which was empty) rather than on the floor under seat. This seemed like overkill on the rule following by the flight staff.

A very good experience - all staff was friendly and helpful.

I would have liked if the flight existed. To be fair the federal government canceled it. But, since it WAS canceled, I would have liked it if Alaska Airlines had moved a finger to assist me rather then abandoning me with my luggage, unable to check it, for 14 hours in Portland. So federal regulations forbid them from storing my bag? Then at least help me find storage or SOMETHING.

It was all good, no delays which was a worry. All great

The staff was so kind and friendly! Boarding was efficient and communication was timely. I would seek out flying with Alaska Airlines in the future.

It was a pleasant experience. Considering we paid over $3000 for first class there really wasn’t anything special about first class. All the seats looked the same and everyone got the same great customer service. The only thing that was different between first class and couch was the drinks and the meal. We wouldn’t waste that much $ on first class on that plane again.

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.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

No lunch on a x-country flight scheduled for 10:50 am departure, arrived 5+ hrs later. That requires a black box label before you pay for the tickets. Worst, when I checked in online, it's specifically said that lunch was served on his flight for economy Plus passengers.

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

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!

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

Information on your arrival and departure airports