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Cheap flights from Redmond to Chicago from $103

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 3/2. 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 - 9:22 pmRDM-ORD
6h 40m1 stop
5:00 pm - 11:53 pmORD-RDM
8h 53m1 stop
$279Delta
Find Deal
Wed, Feb 5 - Tue, Feb 11
5:15 am - 5:29 pmRDM-ORD
10h 14m2 stops
5:00 pm - 11:53 pmORD-RDM
8h 53m1 stop
$284Delta
Find Deal
Wed, Feb 5 - Tue, Feb 11
6:20 am - 5:29 pmRDM-ORD
9h 09m2 stops
7:15 am - 4:46 pmORD-RDM
11h 31m2 stops
$289Delta
Find Deal
Wed, Feb 5 - Tue, Feb 11
5:15 am - 5:43 pmRDM-MDW
10h 28m2 stops
9:33 am - 4:46 pmMDW-RDM
9h 13m2 stops
$289Delta
Find Deal
Wed, Feb 5 - Tue, Feb 11
5:58 pm - 6:07 amRDM-ORD
10h 09m1 stop
4:30 pm - 6:32 pmORD-RDM
28h 02m3 stops
Thu, Feb 27 - Sat, Mar 1
8:40 am - 2:40 pmRDM-ORD
28h 00m1 stop
2:07 pm - 9:00 pmORD-RDM
8h 53m1 stop
$356Alaska Airlines
Find Deal
Wed, Jan 29 - Fri, Jan 31
1:44 pm - 9:59 pmRDM-ORD
6h 15m1 stop
7:00 am - 11:28 amORD-RDM
6h 28m1 stop
$359Alaska Airlines
Find Deal
Wed, May 7 - Sat, May 17
6:40 pm - 5:20 amRDM-ORD
8h 40m1 stop
5:00 am - 12:17 pmORD-RDM
9h 17m2 stops
$374United Airlines
Find Deal
Wed, May 7 - Sat, May 17
7:35 pm - 5:30 amRDM-ORD
7h 55m1 stop
8:45 am - 1:04 pmORD-RDM
30h 19m2 stops
$379United Airlines
Find Deal
Thu, Jan 23 - Fri, Jan 24
5:58 pm - 11:42 amRDM-ORD
15h 44m2 stops
1:32 pm - 6:32 pmORD-RDM
31h 00m3 stops
Thu, Feb 27 - Sat, Mar 1
5:58 pm - 6:07 amRDM-ORD
10h 09m1 stop
Sun, Mar 2
5:58 pm - 11:42 amRDM-ORD
15h 44m2 stops
Sun, Mar 2
5:58 pm - 5:28 amRDM-ORD
33h 30m3 stops
Sun, Mar 2
1:44 pm - 9:59 pmRDM-ORD
6h 15m1 stop
$173Alaska Airlines
Find Deal
Wed, May 14
12:48 pm - 9:59 pmRDM-ORD
7h 11m1 stop
$210Delta
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Fri, Apr 11
5:40 pm - 6:20 pmRDM-ORD
22h 40m2 stops
$212Alaska Airlines
Find Deal
Mon, May 5
3:58 pm - 6:05 amRDM-ORD
12h 07m2 stops
$222Alaska Airlines
Find Deal
Wed, May 14
8:24 am - 6:05 amRDM-ORD
19h 41m1 stop
$223Alaska Airlines
Find Deal
Sun, May 4
3:22 pm - 12:15 amRDM-ORD
6h 53m1 stop
$240American Airlines
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Mon, May 5
5:20 am - 6:01 pmRDM-ORD
10h 41m2 stops
$245Delta
Find Deal
Sun, Apr 20
8:40 am - 5:59 pmRDM-ORD
7h 19m1 stop
7:45 am - 12:58 pmORD-RDM
7h 13m1 stop
$866Alaska Airlines
Find Deal
Mon, Jan 13 - Thu, Jan 16
5:47 pm - 2:03 pmRDM-ORD
18h 16m1 stop
7:45 am - 10:39 pmORD-RDM
16h 54m2 stops
$871Alaska Airlines
Find Deal
Mon, Jan 13 - Thu, Jan 16
5:15 am - 8:48 pmRDM-ORD
13h 33m2 stops
7:05 am - 4:46 pmORD-RDM
11h 41m2 stops
$921Delta
Find Deal
Mon, Jan 13 - Thu, Jan 16
6:20 am - 5:47 pmRDM-MDW
9h 27m2 stops
6:00 am - 4:46 pmMDW-RDM
12h 46m2 stops
$921Delta
Find Deal
Mon, Jan 13 - Thu, Jan 16
7:42 am - 8:25 pmRDM-ORD
10h 43m2 stops
9:00 am - 6:36 pmORD-RDM
11h 36m2 stops
$929United Airlines
Find Deal
Mon, Jan 13 - Thu, Jan 16
5:15 am - 1:18 pmRDM-ORD
6h 03m1 stop
10:00 am - 1:04 pmORD-RDM
29h 04m2 stops
$955United Airlines
Find Deal
Sun, Jan 12 - Wed, Jan 15
5:15 am - 1:47 pmRDM-ORD
6h 32m1 stop
7:15 am - 12:02 pmORD-RDM
6h 47m1 stop
$959Delta
Find Deal
Sun, Jan 12 - Wed, Jan 15
7:42 am - 7:33 pmRDM-ORD
9h 51m2 stops
10:00 am - 1:04 pmORD-RDM
29h 04m2 stops
$961United Airlines
Find Deal
Sun, Jan 12 - Wed, Jan 15
5:15 am - 1:47 pmRDM-ORD
6h 32m1 stop
6:45 am - 4:46 pmORD-RDM
12h 01m2 stops
$964Delta
Find Deal
Sun, Jan 12 - Wed, Jan 15
6:20 am - 5:29 pmRDM-ORD
9h 09m2 stops
1:40 pm - 11:52 pmORD-RDM
12h 12m2 stops
$969Delta
Find Deal
Sun, Jan 12 - Wed, Jan 15

United Airlines flights from Redmond to Chicago

Our best United Airlines deals on Redmond to Chicago flight tickets
United Airlines
May 7
RDM6:40 pmBend/Redmond
8h 40m
1 stop
ORD5:20 amChicago O'Hare Intl
May 17
ORD5:00 amChicago O'Hare Intl
9h 17m
2 stops
RDM12:17 pmBend/Redmond
United Airlines
Jan 23
RDM7:35 pmBend/Redmond
7h 55m
1 stop
ORD5:30 amChicago O'Hare Intl
Jan 24
ORD8:45 amChicago O'Hare Intl
30h 19m
2 stops
RDM1:04 pmBend/Redmond
United Airlines
May 7
RDM6:40 pmBend/Redmond
8h 40m
1 stop
ORD5:20 amChicago O'Hare Intl
May 19
ORD5:00 amChicago O'Hare Intl
9h 17m
2 stops
RDM12:17 pmBend/Redmond

Alaska Airlines flights from Redmond to Chicago

Our best Alaska Airlines deals on Redmond to Chicago flight tickets
Alaska Airlines
Jan 29
RDM8:40 amBend/Redmond
28h 00m
1 stop
ORD2:40 pmChicago O'Hare Intl
Jan 31
ORD2:07 pmChicago O'Hare Intl
8h 53m
1 stop
RDM9:00 pmBend/Redmond
Alaska Airlines
May 7
RDM1:44 pmBend/Redmond
6h 15m
1 stop
ORD9:59 pmChicago O'Hare Intl
May 17
ORD7:00 amChicago O'Hare Intl
6h 28m
1 stop
RDM11:28 amBend/Redmond
Alaska Airlines
Jan 28
RDM8:40 amBend/Redmond
13h 19m
1 stop
ORD11:59 pmChicago O'Hare Intl
Feb 4
ORD3:03 pmChicago O'Hare Intl
7h 57m
1 stop
RDM9:00 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 $368.

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 Tuesday when prices can be found for as low as $378. 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 $466. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $541.

How have Redmond to Chicago flight prices changed over time?


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

$103

Fastest flight time

5h 37m

Direct flights

None

Airports in Chicago

2 airports
The best one-way flight to Chicago from Redmond in the past 72 hours is $103. The best round-trip flight deal from Redmond to Chicago found on momondo in the last 72 hours is $279.
The fastest flight from Redmond to Chicago takes 5h 37m
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 5h 37m, 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
8,501 reviews
Search Delta flights
Alaska AirlinesPriceFrom $327Free CancellationRating
8.0
9,643 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $330Free CancellationRating
7.4
8,942 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