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$302+ Cheap flights from Redding (RDD) to Chicago (CHI)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/6. Fares are subject to change and may not be available on all flights or dates of travel.
RDD — CHI
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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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 October 30, 2025.

This Alaska Airlines deal was found by Cheapflights users on 10/29. 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.
Thu 11/205:28 pmRDD - ORD
1 stop28h 31mAlaska Airlines
Mon 11/246:00 amORD - RDD
1 stop10h 15mAlaska Airlines
Deal found 10/29$607
This United Airlines deal was found by Cheapflights users on 10/30. 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.
Fri 11/144:04 pmRDD - ORD
2 stops15h 35mUnited Airlines
Tue 11/187:37 pmORD - RDD
2 stops21h 30mUnited Airlines
Deal found 10/30$641
This Alaska Airlines deal was found by Cheapflights users on 10/30. 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.
Sun 11/165:28 pmRDD - ORD
1 stop18h 57mAlaska Airlines
Sun 11/236:00 amORD - RDD
1 stop10h 15mAlaska Airlines
Deal found 10/30$642
This United Airlines deal was found by Cheapflights users on 10/30. 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.
Thu 11/202:22 pmRDD - ORD
2 stops13h 07mUnited Airlines
Mon 11/2410:40 amORD - RDD
2 stops15h 03mUnited Airlines
Deal found 10/30$665
This Alaska Airlines deal was found by Cheapflights users on 10/30. 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 11/145:28 pmRDD - ORD
1 stop10h 54mAlaska Airlines
Tue 11/1810:00 amORD - RDD
1 stop8h 48mAlaska Airlines
Deal found 10/30$672
This United Airlines deal was found by Cheapflights users on 10/30. 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.
Sun 11/162:22 pmRDD - ORD
2 stops14h 07mUnited Airlines
Sun 11/2310:40 amORD - RDD
2 stops15h 03mUnited Airlines
Deal found 10/30$756

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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$302
(Hawaiian Airlines)
Provider with most accurate pricing for Redding-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Redding-Chicago (CHI) flights.
Search Deals
From Redding to Chicago (CHI)
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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 October 30, 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

$302

ReddingChicago

RDD - ORD

RDDORD

Redding

Fri 3/6

7:35 am-10:53 pm

2 stops13h 18m

Chicago O'Hare Intl

Tue 3/10

7:10 am-1:16 pm

1 stop8h 06m

$491

ReddingChicago

RDD - ORD

RDDORD

Redding

Thu 11/20

5:28 pm-11:59 pm

1 stop28h 31m

Chicago O'Hare Intl

Mon 11/24

6:00 am-2:15 pm

1 stop10h 15m

$607

ReddingChicago

RDD - ORD

RDDORD

Redding

Mon 12/22

2:09 pm-11:14 pm

1 stop7h 05m

$303

ReddingChicago

RDD - ORD

RDDORD

Redding

Mon 12/22

6:28 pm-5:03 am

2 stops32h 35m

$338

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Compare providers for flights from Redding to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Redding to Chicago in October.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Redding-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Redding-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Redding-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Redding-Chicago flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Redding-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 month to book a flight from Redding to Chicago?

Currently, November is the cheapest month in which you can book a flight from Redding to Chicago (average of $254). Flying from Redding to Chicago in June is currently the most expensive (average of $657). 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.

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 1 airline. 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 United Airlines to get the fastest option. There are 1776 mi between Redding and Chicago. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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, November is the cheapest month in which you can book a flight from Redding to Chicago (average of $254). Flying from Redding to Chicago in June is currently the most expensive (average of $657). 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
Porter
Benton Harbor

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Top airline flying from Redding to Chicago

Discover the top airline 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$362Average$564FlexibilityNo cancel feeOn-time69%

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