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Cheap flights from Redding to Chicago from $321

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Redding to Chicago departing on 10/28. 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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0 bags

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Find the cheapest flights from Redding to Chicago (RDD-CHI)

Cheap round-trip flights

Alaska Airlines Logo
5:28 pm - 4:30 pmRDD-ORD
21h 02m1 stop
Alaska Airlines Logo
5:53 pm - 4:48 pmORD-RDD
24h 55m1 stop
$321Alaska Airlines
Find Deal
Tue, Oct 28 - Fri, Oct 31
Alaska Airlines Logo
5:28 pm - 4:30 pmRDD-ORD
21h 02m1 stop
Alaska Airlines Logo
2:05 pm - 4:48 pmORD-RDD
28h 43m2 stops
$326Alaska Airlines
Find Deal
Tue, Oct 28 - Fri, Oct 31
Alaska Airlines Logo
5:28 pm - 6:59 pmRDD-ORD
23h 31m2 stops
Alaska Airlines Logo
2:05 pm - 4:48 pmORD-RDD
28h 43m2 stops
$350Alaska Airlines
Find Deal
Tue, Oct 28 - Fri, Oct 31
Alaska Airlines Logo
5:28 pm - 4:30 pmRDD-ORD
21h 02m1 stop
Alaska Airlines Logo
2:05 pm - 4:48 pmORD-RDD
28h 43m2 stops
$371Alaska Airlines
Find Deal
Tue, Oct 28 - Thu, Oct 30
Alaska Airlines Logo
5:27 pm - 12:03 amRDD-ORD
28h 36m1 stop
Alaska Airlines Logo
2:07 pm - 4:47 pmORD-RDD
28h 40m2 stops
$379Alaska Airlines
Find Deal
Tue, Sep 9 - Fri, Sep 12
Alaska Airlines Logo
5:28 pm - 6:22 amRDD-ORD
10h 54m1 stop
Alaska Airlines Logo
3:20 pm - 4:48 pmORD-RDD
27h 28m1 stop
$392Alaska Airlines
Find Deal
Mon, Oct 27 - Thu, Oct 30
United Airlines Logo
6:28 pm - 5:00 amRDD-ORD
8h 32m1 stop
United Airlines Logo
8:47 am - 1:25 pmORD-RDD
6h 38m1 stop
$516United Airlines
Find Deal
Mon, Oct 27 - Thu, Oct 30
United Airlines Logo
6:45 pm - 11:25 amRDD-ORD
14h 40m2 stops
United Airlines Logo
9:40 pm - 12:19 pmORD-RDD
16h 39m2 stops
$539United Airlines
Find Deal
Mon, Dec 22 - Sat, Jan 3
United Airlines Logo
6:15 am - 5:27 amRDD-ORD
21h 12m1 stop
United Airlines Logo
9:40 pm - 12:19 pmORD-RDD
16h 39m2 stops
$544United Airlines
Find Deal
Mon, Dec 22 - Sat, Jan 3
Logo
4:04 pm - 5:33 amRDD-ORD
11h 29m2 stops
Logo
7:00 am - 4:48 pmORD-RDD
11h 48m2 stops
$1,033
Find Deal
Mon, Oct 27 - Thu, Oct 30

Alaska Airlines flights from Redding to Chicago

Our best Alaska Airlines deals on Redding to Chicago flight tickets
Alaska Airlines
Oct 28
RDD5:28 pmRedding
21h 02m
1 stop
ORD4:30 pmChicago O'Hare Intl
Oct 31
ORD5:53 pmChicago O'Hare Intl
24h 55m
1 stop
RDD4:48 pmRedding
$321
Find similar
Alaska Airlines
Oct 28
RDD5:28 pmRedding
21h 02m
1 stop
ORD4:30 pmChicago O'Hare Intl
Oct 31
ORD2:05 pmChicago O'Hare Intl
28h 43m
2 stops
RDD4:48 pmRedding
$326
Find similar
Alaska Airlines
Oct 28
RDD5:28 pmRedding
23h 31m
2 stops
ORD6:59 pmChicago O'Hare Intl
Oct 31
ORD2:05 pmChicago O'Hare Intl
28h 43m
2 stops
RDD4:48 pmRedding
$350
Find similar

United Airlines flights from Redding to Chicago

Our best United Airlines deals on Redding to Chicago flight tickets
United Airlines
Oct 27
RDD6:28 pmRedding
8h 32m
1 stop
ORD5:00 amChicago O'Hare Intl
Oct 30
ORD8:47 amChicago O'Hare Intl
6h 38m
1 stop
RDD1:25 pmRedding
$516
Find similar
United Airlines
Dec 22
RDD6:45 pmRedding
14h 40m
2 stops
ORD11:25 amChicago O'Hare Intl
Jan 3
ORD9:40 pmChicago O'Hare Intl
16h 39m
2 stops
RDD12:19 pmRedding
$539
Find similar
United Airlines
Dec 22
RDD6:15 amRedding
21h 12m
1 stop
ORD5:27 amChicago O'Hare Intl
Jan 3
ORD9:40 pmChicago O'Hare Intl
16h 39m
2 stops
RDD12:19 pmRedding
$544
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Redding to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 17, 2025.
Use the filters below to find and compare flights from Redding to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ReddingChicago

RDD - ORD

RDDORD

Redding

Tue 10/28

5:28 pm-4:30 pm

1 stop21h 02m

Chicago O'Hare Intl

Fri 10/31

5:53 pm-4:48 pm

1 stop24h 55m

$321

ReddingChicago

RDD - ORD

RDDORD

Redding

Tue 10/28

5:28 pm-4:30 pm

1 stop21h 02m

Chicago O'Hare Intl

Fri 10/31

2:05 pm-4:48 pm

2 stops28h 43m

$326

ReddingChicago

RDD - ORD

RDDORD

Redding

Tue 10/28

5:28 pm-6:59 pm

2 stops23h 31m

Chicago O'Hare Intl

Fri 10/31

2:05 pm-4:48 pm

2 stops28h 43m

$350

ReddingChicago

RDD - ORD

RDDORD

Redding

Tue 10/28

5:28 pm-4:30 pm

1 stop21h 02m

Chicago O'Hare Intl

Thu 10/30

2:05 pm-4:48 pm

2 stops28h 43m

$371

ReddingChicago

RDD - ORD

RDDORD

Redding

Tue 9/9

5:27 pm-12:03 am

1 stop28h 36m

Chicago O'Hare Intl

Fri 9/12

2:07 pm-4:47 pm

2 stops28h 40m

$379

ReddingChicago

RDD - ORD

RDDORD

Redding

Mon 10/27

5:28 pm-6:22 am

1 stop10h 54m

Chicago O'Hare Intl

Thu 10/30

3:20 pm-4:48 pm

1 stop27h 28m

$392

ReddingChicago

RDD - ORD

RDDORD

Redding

Mon 10/27

6:28 pm-5:00 am

1 stop8h 32m

Chicago O'Hare Intl

Thu 10/30

8:47 am-1:25 pm

1 stop6h 38m

$516

ReddingChicago

RDD - ORD

RDDORD

Redding

Mon 12/22

6:45 pm-11:25 am

2 stops14h 40m

Chicago O'Hare Intl

Sat 1/3

9:40 pm-12:19 pm

2 stops16h 39m

$539

ReddingChicago

RDD - ORD

RDDORD

Redding

Mon 12/22

6:15 am-5:27 am

1 stop21h 12m

Chicago O'Hare Intl

Sat 1/3

9:40 pm-12:19 pm

2 stops16h 39m

$544

ReddingChicago

RDD - ORD

RDDORD

Redding

Mon 10/27

4:04 pm-5:33 am

2 stops11h 29m

Chicago O'Hare Intl

Thu 10/30

7:00 am-4:48 pm

2 stops11h 48m

$1,033

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Chicago from

How to get the cheapest flight ticket from Redding 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 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 evening. Flights from Redding to Chicago during this time can be as low as $376. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $523.

When to book flights from Redding to Chicago

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

Cheap Redding to Chicago (RDD to CHI) flight deals and tips

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

Best Price Found

$321

Fastest flight time

8h 32m

Direct flights

None

Airports in Chicago

1 airport
The best flight deal from Redding to Chicago found on momondo in the last 72 hours is $321
The fastest flight from Redding to Chicago takes 8h 32m
There are no direct flights from Redding to Chicago. Popular non-direct route for this connection is Redding Airport - Chicago O'Hare Intl Airport.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
Search flight deals

  • How far is Redding to Chicago by plane?

    There are 1795.0 mi between Redding and Chicago. A reasonable flight in good conditions will take 8h 32m.

  • When did momondo last update prices for flights from Redding Airport to Chicago?

    Prices for flights from Redding Airport to Chicago refresh daily.

  • How many operators does momondo search for flights from Redding Airport to Chicago?

  • How old do you have to be to fly from Redding Airport to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Redding 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.

Best airlines flying from Redding to Chicago

Compare and see reviews for airlines that fly from Redding to Chicago with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $362Free CancellationRating
7.4
8,919 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $444Free CancellationRating
8.0
10,000 reviews
Search Alaska Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Redding to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

momondo does allow users to show only those flights to Chicago from Redding which offer a flexible booking policy as well as other useful filters and features.

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

momondo provides multiple filters to help you find the best flight to Chicago from Redding. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

If you are not ready to book a flight from Redding to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport