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$236+ Cheap flights from Redding (RDD) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/1. Fares are subject to change and may not be available on all flights or dates of travel.
RDD — CHI
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Redding to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Redding (RDD) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 11, 2025.

Round-trip from

$405
(Hawaiian Airlines)

One-way from

$236
(Alaska Airlines)
From Redding to Chicago (CHI)
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One-way flight from Redding to Chicago (CHI)
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Find flight deals from Redding to Chicago

Cheapest flights from Redding to Chicago
Explore the most affordable flight options available from Redding to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Hawaiian Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/212:55 pmRDD - ORD
1 stop7h 04mHawaiian Airlines
Mon 11/246:00 amORD - RDD
1 stop10h 15mHawaiian Airlines
Deal found 9/10$415
This Alaska Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:28 pmRDD - ORD
1 stop15h 45mAlaska Airlines
Fri 1/26:00 amORD - RDD
1 stop13h 48mAlaska Airlines
Deal found 9/11$448
This Alaska Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:28 pmRDD - ORD
1 stop10h 01mAlaska Airlines
Sat 1/37:00 amORD - RDD
2 stops12h 48mAlaska Airlines
Deal found 9/9$520
This Alaska Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/212:55 pmRDD - ORD
2 stops26h 58mAlaska Airlines
Mon 11/246:00 amORD - RDD
1 stop10h 15mAlaska Airlines
Deal found 9/10$561
This United Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:45 pmRDD - ORD
2 stops12h 59mUnited Airlines
Sat 1/39:40 pmORD - RDD
2 stops16h 39mUnited Airlines
Deal found 9/11$579

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
Use the filters below to find and compare flights from Redding to Chicago that are best for you.

Fly from

Redding

Fly to

Chicago

Route

Depart

Return

Price

ReddingChicago

RDD - ORD

RDDORD

Redding

Fri 3/6

3:00 pm-11:59 pm

1 stop6h 59m

Chicago O'Hare Intl

Tue 3/10

7:45 am-2:15 pm

1 stop8h 30m

$405

ReddingChicago

RDD - ORD

RDDORD

Redding

Fri 11/21

2:55 pm-11:59 pm

1 stop7h 04m

Chicago O'Hare Intl

Mon 11/24

6:00 am-2:15 pm

1 stop10h 15m

$415

ReddingChicago

RDD - ORD

RDDORD

Redding

Tue 3/10

3:00 pm-11:59 pm

1 stop6h 59m

Chicago O'Hare Intl

Wed 3/11

6:50 pm-2:15 pm

1 stop21h 25m

$444

ReddingChicago

RDD - ORD

RDDORD

Redding

Tue 12/23

6:28 pm-12:13 pm

1 stop15h 45m

Chicago O'Hare Intl

Fri 1/2

6:00 am-5:48 pm

1 stop13h 48m

$448

ReddingChicago

RDD - ORD

RDDORD

Redding

Tue 12/23

6:28 pm-6:29 am

1 stop10h 01m

Chicago O'Hare Intl

Sat 1/3

6:00 am-5:48 pm

1 stop13h 48m

$448

ReddingChicago

RDD - ORD

RDDORD

Redding

Mon 12/1

2:55 pm-10:30 pm

1 stop29h 35m

$236

ReddingChicago

RDD - ORD

RDDORD

Redding

Sun 11/30

2:55 pm-1:35 pm

3 stops20h 40m

$390

ReddingChicago

RDD - ORD

RDDORD

Redding

Sun 11/30

2:55 pm-6:28 am

1 stop13h 33m

$393

ReddingChicago

RDD - ORD

RDDORD

Redding

Sun 11/30

6:28 pm-11:23 am

2 stops14h 55m

$502

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Best time to book a flight from Redding to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Redding with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Redding to Chicago

What is the cheapest time of day to fly from RDD to CHI?

Find hourly flight availability from Redding to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 29% on flights from Redding to Chicago by exploring options for tickets at noon.

Related info for your journey

Find useful and relevant information for your journey from Redding to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Redding to Chicago?

    Most people fly from Redding (RDD) if they book a flight from Redding to Chicago. On average, Redding has 0 outbound flights to Chicago per day from 2 airlines. Redding is conveniently located just 7.4 mi from Redding’s city center.

  • How long is the flight from Redding to Chicago?

    There are many flights that can get you from Redding to Chicago in 6h 59m. Fly via Hawaiian Airlines or Alaska Airlines to get the fastest option. There are 1776 mi between Redding and Chicago.

  • Can I find deals for flights from Redding to Chicago that include hotel bookings?

    Yes. In addition to deals on Redding to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Redding to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Redding to Chicago.

  • Can I find deals for business class flights from Redding to Chicago?

    Yes. Cheapflights offers flight deals from Redding to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Redding to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Redding to Chicago (average of $245). Flying from Redding to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Top 2 airlines flying from Redding to Chicago

Discover the top 2 airlines that operate flights from Redding to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$362Average$564FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$444Average$610FlexibilityNo cancel feeOn-time75%

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