CHI - RDM

$228 Find Cheap Flights from Chicago to Redmond - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$434
Typical prices: $441-$666
Alaska Airlines
Tue 2/20Fri 2/23
ORD - RDM • 1 stop
Cheapest one-way
$228
Typical prices: $194-$323
American Airlines
Tue 1/9
ORD - RDM • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Chicago and Redmond. You'll need to take a connecting flight to reach the destination.
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Top routes
ORD - RDM
Cheapest • 7% average savings
MDW - RDM
Most popular
Insights
Insights
When to book
23 weeks
in advance
Our data shows that travelers who book at least 23 weeks in advance save around 46% compared to booking last minute.
Insights
Insights
When to travel
January
Cheapest • 47% price drop
July
Most popular
Good to know
+1
Good to know
+1
Top layover airports
San Diego (SAN)
Cheapest • Avg $418 (round-trip)
Portland (PDX)
Shortest trip • 6h 27m (one-way)
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Insights
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Flight Deals

Cheap Flights from Chicago to Redmond (CHI-RDM)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Redmond

Sat, Feb 20 - Tue, Feb 23
Alaska Airlines Logo
5:55 pm - 12:17 amORD  Chicago O'Hare Intl-RDM Bend/Redmond
8h 22m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
7:00 am - 11:59 pmRDM  Bend/Redmond-ORD Chicago O'Hare Intl
14h 59m2 stops Los Angeles Seattle/Tacoma Intl
$434Alaska Airlines
Sat, Jan 16 - Wed, Jan 20
Delta Logo
5:15 pm - 10:10 pmORD  Chicago O'Hare Intl-RDM Bend/Redmond
6h 55m1 stop Salt Lake City
Delta Logo
6:20 am - 11:30 pmRDM  Bend/Redmond-ORD Chicago O'Hare Intl
15h 10m2 stops Seattle/Tacoma Intl Los Angeles
$454Delta
Wed, Jan 20 - Tue, Jan 26
Delta Logo
6:59 pm - 11:40 pmORD  Chicago O'Hare Intl-RDM Bend/Redmond
6h 41m1 stop Salt Lake City
Delta Logo
6:20 am - 11:30 pmRDM  Bend/Redmond-ORD Chicago O'Hare Intl
15h 10m2 stops Seattle/Tacoma Intl Los Angeles
$454Delta
Sat, Jan 16 - Tue, Jan 26
Delta Logo
5:15 pm - 10:10 pmORD  Chicago O'Hare Intl-RDM Bend/Redmond
6h 55m1 stop Salt Lake City
Delta Logo
6:20 am - 11:30 pmRDM  Bend/Redmond-ORD Chicago O'Hare Intl
15h 10m2 stops Seattle/Tacoma Intl Los Angeles
$454Delta
Sat, Feb 20 - Tue, Feb 23
American Airlines Logo
5:00 am - 1:15 pmORD  Chicago O'Hare Intl-RDM Bend/Redmond
10h 15m1 stop Phoenix Sky Harbor Intl
American Airlines Logo
5:25 am - 3:57 pmRDM  Bend/Redmond-ORD Chicago O'Hare Intl
8h 32m1 stop Phoenix Sky Harbor Intl
$455American Airlines
Sat, Jan 30 - Tue, Feb 2
Alaska Airlines Logo
6:57 pm - 11:53 pmORD  Chicago O'Hare Intl-RDM Bend/Redmond
6h 56m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
5:15 am - 1:13 pmRDM  Bend/Redmond-ORD Chicago O'Hare Intl
5h 58m1 stop Portland
$455Alaska Airlines
Tue, Jan 19 - Sat, Jan 23
Alaska Airlines Logo
6:57 pm - 11:53 pmORD  Chicago O'Hare Intl-RDM Bend/Redmond
6h 56m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
2:41 pm - 11:59 pmRDM  Bend/Redmond-ORD Chicago O'Hare Intl
7h 18m1 stop Seattle/Tacoma Intl
$475Alaska Airlines
Fri, Feb 12 - Tue, Feb 16
United Airlines Logo
4:20 pm - 9:28 pmORD  Chicago O'Hare Intl-RDM Bend/Redmond
7h 08m1 stop Denver Intl
United Airlines Logo
1:07 pm - 10:44 pmRDM  Bend/Redmond-ORD Chicago O'Hare Intl
7h 37m1 stop Denver Intl
$533United Airlines
Thu, Jan 21 - Mon, Jan 25
American Airlines Logo
7:20 am - 1:06 pmORD  Chicago O'Hare Intl-RDM Bend/Redmond
7h 46m1 stop Phoenix Sky Harbor Intl
American Airlines Logo
1:36 pm - 12:33 amRDM  Bend/Redmond-ORD Chicago O'Hare Intl
8h 57m1 stop Phoenix Sky Harbor Intl
$547American Airlines
Sun, Dec 20 - Sat, Jan 9
United Airlines Logo
6:00 am - 12:01 pmORD  Chicago O'Hare Intl-RDM Bend/Redmond
8h 01m1 stop San Francisco
United Airlines Logo
1:58 pm - 11:15 pmRDM  Bend/Redmond-ORD Chicago O'Hare Intl
7h 17m1 stop San Francisco
$567United Airlines
Booking Insights

Price, demand and travel trends for Chicago to Redmond flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Chicago to Redmond?

Round-trip flights from Chicago to Redmond typically range from $441 to $666. The lowest price found in the past 5 days was $434, on Alaska Airlines.

What is the cheapest Chicago to Redmond flight route?

Chicago O'Hare Intl Airport (ORD) to Redmond (RDM) is the cheapest Chicago to Redmond route, averaging $542 round-trip. Other Chicago to Redmond routes average $627, based on KAYAK data over the past 12 months.

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

Based on deals KAYAK users found in the last 12 months, Saturday is the cheapest day of the week to fly from Chicago to Redmond. It’s 29% cheaper than the average day, while Thursday is the most expensive, with prices 16% higher.

What’s the cheapest month to fly from Chicago to Redmond?

•January is the cheapest month to fly from Chicago to Redmond at $289 round-trip.
•June ($647) and December ($626) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 123% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Chicago to Redmond the cheapest?

Flights from Chicago to Redmond are cheapest 23 weeks before departure. Booking in this window typically costs about 46% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

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Key details for Chicago to Redmond flights

Low season

February

Cheapest flight

$228
Beat the crowds with an average 77% drop in travelers.
The most popular month to fly with an average 177% increase in travelers.
One-way flight from Chicago O'Hare Intl Airport to Redmond

When to book flights from Chicago to Redmond

Are your dates flexible? Find out the best times to travel from Chicago to Redmond based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Chicago to Redmond flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What cabin classes can I book on flights from Chicago to Redmond?

    Two cabin classes are available on flights from Chicago to Redmond:

    • Economy Class
    • First Class

  • How long is a flight from Chicago to Redmond?

    A nonstop flight from Chicago to Redmond takes 00m, covering 1,687 miles.

  • Do I need a passport to fly from Chicago to Redmond?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Chicago to Redmond flight?

    Round-trip flights from Chicago to Redmond range from $441 to $666, with an average of $542 over the past 12 months. Anything below $441 counts as a good deal.

  • How expensive are last-minute Chicago to Redmond flights?

    Last-minute fares on this route (booked within two weeks of departure) run 7% above the $542 route average. Book 23 weeks before departure for the lowest fares.

  • Have flight prices from Chicago to Redmond changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $434 to $1,162. That means the highest observed fare was about 3x higher than the lowest one.

  • How are flight prices from Chicago to Redmond looking right now?

    One-way fares from Chicago to Redmond are currently higher than usual. Average one-way flight prices are about $302, which is 21% above the typical average for this route.

  • What car rental options are available at Bend/Redmond Airport (RDM)?

    Bend/Redmond Airport (RDM) hosts 5 major car rental companies, with daily rates starting from around $32 for economy cars. Top options include:

    • Budget
    • Hertz
    • Alamo
    • Enterprise Rent-A-Car
    • Avis

  • Which airports can I use when flying from Chicago to Redmond?

    Flights from Chicago to Redmond may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Bend/Redmond (RDM).

  • Which airports do connecting flights from Chicago to Redmond pass through?

    One-stop flights from Chicago to Redmond most commonly connect through:

    • Portland (PDX) - 48% of one-stop connections
    • Seattle/Tacoma Intl (SEA) - 32% of one-stop connections
    • San Francisco (SFO) - 6% of one-stop connections
    • Denver Intl (DEN) - 5% of one-stop connections

  • Can I save money by using flexible dates for flights from Chicago to Redmond?

    Yes. Flexible dates can save you up to 39% on flights from Chicago to Redmond. Saturday is the cheapest departure day at $388 round-trip on average, while Thursday is the most expensive at $631, a difference of $243.

    Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • How much time can I save by choosing a different layover airport from Chicago to Redmond?

    Flying via Portland (PDX) gives the shortest average 1-stop total travel time at 6h 27m, compared with 6h 36m via Salt Lake City (SLC) and 6h 40m via Denver Intl (DEN).

  • What is the time difference between Chicago and Redmond?

    Redmond is 2 hours behind Chicago (Pacific Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

Your guide to booking Chicago to Redmond flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Saturday departure and avoid flying on Thursday. On this route, Saturday flights average $388, about $243 less than Thursday fares (39% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 23 weeks before you fly. On this route, that window historically saves about 46% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago to Redmond trip for January. Fares historically average $289 round-trip in that month - typically $358 less than the most expensive month, which is June (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Bend/Redmond Airport.

    • SCP Hotel Redmond
    • Best Western Plus Rama Inn

More options for your flight from Chicago to Redmond

Complete your trip to Redmond with a hotel stay or car rental

Car rentals in Redmond
Hotels in Redmond