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Cheap flights from Redmond to Chicago from $137

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Redmond to Chicago departing on 2/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Redmond to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Redmond to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Redmond to Chicago.

Cheap last minute flights

Planning a quick getaway from Redmond to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Redmond to Chicago

Find recent round-trip train or bus tickets from Redmond to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
12:42 pm - 9:27 pmRDM-ORD
6h 45m1 stop
4:18 pm - 11:02 pmORD-RDM
8h 44m2 stops
$291Delta
Find Deal
Wed, Jan 29 - Sat, Feb 1
5:55 am - 4:13 pmRDM-ORD
8h 18m2 stops
4:18 pm - 11:02 pmORD-RDM
8h 44m2 stops
$296Delta
Find Deal
Wed, Jan 29 - Sat, Feb 1
8:22 am - 11:47 pmRDM-ORD
13h 25m1 stop
7:00 am - 8:49 pmORD-RDM
15h 49m1 stop
$337Alaska Airlines
Find Deal
Wed, Dec 11 - Sat, Dec 14
6:05 am - 5:46 pmRDM-ORD
9h 41m1 stop
1:45 pm - 10:50 pmORD-RDM
11h 05m2 stops
$342Delta
Find Deal
Wed, Dec 11 - Sat, Dec 14
5:55 am - 6:55 pmRDM-ORD
11h 00m2 stops
4:10 pm - 12:31 amORD-RDM
10h 21m1 stop
$381United Airlines
Find Deal
Wed, Dec 11 - Sat, Dec 14
5:55 am - 6:19 pmRDM-ORD
10h 24m2 stops
7:10 am - 3:01 pmORD-RDM
9h 51m2 stops
$406United Airlines
Find Deal
Wed, Dec 11 - Sat, Dec 14
4:50 pm - 7:47 amRDM-ORD
12h 57m2 stops
8:55 pm - 3:03 pmORD-RDM
20h 08m2 stops
Thu, Dec 19 - Thu, Dec 26
4:50 pm - 5:30 amRDM-ORD
10h 40m1 stop
9:35 pm - 3:03 pmORD-RDM
19h 28m2 stops
Thu, Dec 19 - Thu, Dec 26
8:22 am - 11:47 pmRDM-ORD
13h 25m1 stop
7:00 am - 12:56 pmORD-RDM
7h 56m1 stop
$474Alaska Airlines
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Fri, Dec 6 - Tue, Dec 10
5:20 am - 4:05 pmRDM-ORD
8h 45m2 stops
3:50 pm - 11:13 pmORD-RDM
9h 23m2 stops
$1,336American Airlines
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Fri, Dec 13 - Thu, Dec 26
8:36 am - 11:59 pmRDM-ORD
13h 23m1 stop
$137Alaska Airlines
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Tue, Feb 18
1:44 pm - 11:59 pmRDM-ORD
8h 15m1 stop
$163Alaska Airlines
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Sun, Feb 16
8:36 am - 1:04 pmRDM-ORD
26h 28m2 stops
$170Alaska Airlines
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Tue, Feb 18
8:36 am - 1:04 pmRDM-ORD
26h 28m2 stops
$196Alaska Airlines
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Sun, Feb 16
6:49 pm - 8:25 pmRDM-ORD
23h 36m3 stops
$298United Airlines
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Tue, Feb 18
7:22 pm - 5:54 amRDM-ORD
8h 32m1 stop
$303United Airlines
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Sat, Dec 28
5:15 am - 9:31 amRDM-ORD
26h 16m1 stop
$409United Airlines
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Tue, Dec 3
5:15 am - 5:47 pmRDM-MDW
10h 32m2 stops
$424Delta
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Sun, Feb 16
5:25 am - 5:02 pmRDM-MDW
9h 37m2 stops
$564Delta
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Tue, Dec 3
6:20 am - 5:47 pmRDM-MDW
9h 27m2 stops
$644Delta
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Mon, Feb 17
6:10 am - 5:58 pmRDM-ORD
9h 48m2 stops
6:05 am - 10:55 amORD-RDM
6h 50m1 stop
$933Delta
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Sat, Nov 23 - Fri, Nov 29
1:17 pm - 10:51 pmRDM-ORD
7h 34m1 stop
8:45 am - 12:57 pmORD-RDM
6h 12m1 stop
$938United Airlines
Find Deal
Sat, Nov 23 - Fri, Nov 29
7:30 pm - 11:40 amRDM-ORD
14h 10m2 stops
3:30 pm - 10:03 pmORD-RDM
8h 33m2 stops
$978Delta
Find Deal
Sat, Nov 23 - Fri, Nov 29
11:35 am - 9:58 pmRDM-ORD
8h 23m2 stops
6:05 am - 10:55 amORD-RDM
6h 50m1 stop
$1,043Delta
Find Deal
Sun, Nov 24 - Sat, Nov 30
2:00 pm - 12:20 amRDM-ORD
8h 20m1 stop
7:00 am - 1:25 pmORD-RDM
8h 25m1 stop
$1,088American Airlines
Find Deal
Sun, Nov 24 - Sat, Nov 30
5:45 am - 6:55 pmRDM-ORD
11h 10m2 stops
7:15 am - 6:37 pmORD-RDM
13h 22m2 stops
$1,478United Airlines
Find Deal
Sun, Nov 24 - Sat, Nov 30
6:10 am - 6:32 pmRDM-MDW
10h 22m2 stops
10:41 am - 10:03 pmMDW-RDM
13h 22m2 stops
$1,839Delta
Find Deal
Sat, Nov 23 - Fri, Nov 29

Delta flights from Redmond to Chicago

Our best Delta deals on Redmond to Chicago flight tickets
Delta
Jan 29
RDM12:42 pmBend/Redmond
6h 45m
1 stop
ORD9:27 pmChicago O'Hare Intl
Feb 1
ORD4:18 pmChicago O'Hare Intl
8h 44m
2 stops
RDM11:02 pmBend/Redmond
Delta
Jan 29
RDM5:55 amBend/Redmond
8h 18m
2 stops
ORD4:13 pmChicago O'Hare Intl
Feb 1
ORD4:18 pmChicago O'Hare Intl
8h 44m
2 stops
RDM11:02 pmBend/Redmond
Delta
Dec 11
RDM6:05 amBend/Redmond
9h 41m
1 stop
ORD5:46 pmChicago O'Hare Intl
Dec 14
ORD1:45 pmChicago O'Hare Intl
11h 05m
2 stops
RDM10:50 pmBend/Redmond

Alaska Airlines flights from Redmond to Chicago

Our best Alaska Airlines deals on Redmond to Chicago flight tickets
Alaska Airlines
Dec 11
RDM8:22 amBend/Redmond
13h 25m
1 stop
ORD11:47 pmChicago O'Hare Intl
Dec 14
ORD7:00 amChicago O'Hare Intl
15h 49m
1 stop
RDM8:49 pmBend/Redmond
Alaska Airlines
Dec 6
RDM8:22 amBend/Redmond
13h 25m
1 stop
ORD11:47 pmChicago O'Hare Intl
Dec 10
ORD7:00 amChicago O'Hare Intl
7h 56m
1 stop
RDM12:56 pmBend/Redmond
Alaska Airlines
Dec 6
RDM1:36 pmBend/Redmond
8h 11m
1 stop
ORD11:47 pmChicago O'Hare Intl
Dec 10
ORD1:58 pmChicago O'Hare Intl
12h 01m
2 stops
RDM11:59 pmBend/Redmond

See travel insights to Chicago from

How to get the cheapest flight ticket from Redmond to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Redmond and Chicago?

What is the cheapest month to fly to Chicago?

The month of April is, on average, the cheapest month to fly to Chicago from Redmond, with most prices found around $347. If you’re not able to fly to Chicago in April, then February is your next best option. Flight prices from Redmond to Chicago during February average around $361.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $392. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Redmond to Chicago for around $668.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Redmond to Chicago during this time can be as low as $445. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $552.

Can stopping save me money on Redmond to Chicago flights?

You could potentially save up to 16% on your flight if you consider stops on a Redmond to Chicago flight.

How have Redmond to Chicago flight prices changed over time?

As of November 2024, prices for Redmond to Chicago flights are approximately 104% more expensive when compared to flights at the same time last year.

When to book flights from Redmond to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Redmond to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Redmond to Chicago (RDM to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Redmond to Chicago

Best Price Found

$137

Fastest flight time

6h 23m

Direct flights

None

Airports in Chicago

2 airports
The best one-way flight to Chicago from Redmond in the past 72 hours is $137. The best round-trip flight deal from Redmond to Chicago found on momondo in the last 72 hours is $291.
The fastest flight from Redmond to Chicago takes 6h 23m
There are no direct flights from Redmond to Chicago. Popular non-direct routes for this connection are Bend/Redmond Airport - Chicago Midway Airport and Bend/Redmond Airport - Chicago O'Hare Intl Airport.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • How far is Bend/Redmond to Chicago by plane?

    A flight from Bend/Redmond to Chicago will travel around 1688.2 mi. Flights usually cover this in 6h 23m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Bend/Redmond Airport to Chicago?

    Prices for flights from Bend/Redmond Airport to Chicago refresh daily.

  • How many operators does momondo search for flights from Bend/Redmond Airport to Chicago?

  • How old do you have to be to fly from Bend/Redmond Airport to Chicago?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Bend/Redmond Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Redmond to Chicago?


Best airlines flying from Redmond to Chicago

Compare and see reviews for airlines that fly from Redmond to Chicago with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $263Free CancellationRating
8.0
8,755 reviews
Search Delta flights
Alaska AirlinesPriceFrom $327Free CancellationRating
8.0
9,464 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $330Free CancellationRating
7.4
9,172 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Redmond to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Redmond to Chicago for you.

Can I find flights from Redmond to Chicago with flexible booking policies on momondo?

All flight searches from Redmond to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Redmond to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Redmond.

I’m not ready to book a flight from Redmond to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Redmond to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago