$350+ 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 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
RDD — CHI
Sep 27 — Oct 41
Round-trip
1 adult, Economy
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Find cheap flights from Redding to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Redding to Chicago
Cheapest
Best
Last-minute
One-way
Cheapest flights from Redding to ChicagoExplore 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 August 28, 2026.
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 August 28, 2026.
This Alaska Airlines deal was found by Cheapflights users on 8/25. 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 11/33:18 pm -
1 stop24h 19m
Sun 11/87:00 am -
1 stop9h 38m
Deal found 8/25![Alaska Airlines logo]()
$522
This Alaska Airlines deal was found by Cheapflights users on 8/25. 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.
Wed 9/163:54 pm -
1 stop12h 26m
Mon 9/216:00 am -
1 stop11h 14m
Deal found 8/25![Alaska Airlines logo]()
$532
This Expedia deal was found by Cheapflights users on 8/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/293:54 pm -
2 stops25h 27m
Fri 10/22:18 pm -
2 stops26h 35m
Deal found 8/25![Alaska Airlines logo]()
$553
This Expedia deal was found by Cheapflights users on 8/28. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/233:33 pm -
1 stop24h 47m
Sun 10/256:00 am -
1 stop10h 53m
Deal found 8/28![Alaska Airlines logo]()
$580
Best flights from Redding to ChicagoDiscover carefully curated flight deals from Redding to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 28, 2026.
Discover carefully curated flight deals from Redding to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 28, 2026.
This Alaska Airlines deal was found by Cheapflights users on 8/24. 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 11/33:18 pm -
1 stop24h 19m
Sun 11/87:00 am -
1 stop9h 38m
Deal found 8/24![Alaska Airlines logo]()
$522
This Alaska Airlines deal was found by Cheapflights users on 8/24. 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.
Wed 9/163:54 pm -
2 stops30h 05m
Mon 9/216:00 am -
1 stop11h 14m
Deal found 8/24![Alaska Airlines logo]()
$541
Last-minute flights from Redding to ChicagoDiscover last-minute flight deals from Redding to Chicago. Data last updated August 28, 2026 and is based on user searches.
Discover last-minute flight deals from Redding to Chicago. Data last updated August 28, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 8/23. 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.
Mon 9/75:15 am -
1 stop7h 35m
Fri 9/116:00 am -
1 stop8h 05m
Deal found 8/23![United Airlines logo]()
$700
This Alaska Airlines deal was found by Cheapflights users on 8/23. 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.
Mon 9/73:54 pm -
1 stop12h 26m
Fri 9/112:22 pm -
2 stops26h 52m
Deal found 8/23![Alaska Airlines logo]()
$760
One-way flights from Redding to ChicagoSearch for one-way flight options from Redding to Chicago. Find affordable one-way fares based on user searches. Data last updated August 28, 2026.
Search for one-way flight options from Redding to Chicago. Find affordable one-way fares based on user searches. Data last updated August 28, 2026.
This United Airlines deal was found by Cheapflights users on 8/26. 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.
Sat 9/125:15 am -
1 stop9h 21m
Deal found 8/26![United Airlines logo]()
$350
This United Airlines deal was found by Cheapflights users on 8/23. 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 9/19:40 am -
1 stop8h 53m
Deal found 8/23![United Airlines logo]()
$494
This Expedia deal was found by Cheapflights users on 8/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/123:54 pm -
2 stops25h 27m
Deal found 8/26![Alaska Airlines logo]()
$517
This Alaska Airlines deal was found by Cheapflights users on 8/23. 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 9/13:54 pm -
2 stops19h 32m
Deal found 8/23![Alaska Airlines logo]()
$532
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/123:54 pm -
3 stops41h 27m
Deal found 8/26![Multiple Airlines logo]()
$706
This Kiwi.com deal was found by Cheapflights users on 8/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/13:54 pm -
3 stops29h 53m
Deal found 8/23![Multiple Airlines logo]()
$891
Find 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 August 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $522 (Alaska Airlines) |
One-way from | $350 (United Airlines) |
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 7,457,451 searches. Data last updated August 28, 2026.
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
Cheapest round-trip
Quickest round-trip
ReddingChicago
RDD Redding - ORD Chicago O'Hare Intl
RDDORD
Redding
Tue 11/3
3:18 pm-5:37 pm
1 stop24h 19m
Chicago O'Hare Intl
Sun 11/8
7:00 am-2:38 pm
1 stop9h 38m
$522
ReddingChicago
RDD Redding - ORD Chicago O'Hare Intl
RDDORD
Redding
Wed 9/16
3:54 pm-11:59 pm
2 stops30h 05m
Chicago O'Hare Intl
Mon 9/21
6:00 am-3:14 pm
1 stop11h 14m
$541
Cheapest one-way
ReddingChicago
RDD Redding - ORD Chicago O'Hare Intl
RDDORD
Redding
Sat 9/12
5:15 am-4:36 pm
1 stop9h 21m
$350
Quickest one-way
ReddingChicago
RDD Redding - ORD Chicago O'Hare Intl
RDDORD
Redding
Tue 9/1
9:40 am-8:33 pm
1 stop8h 53m
$494
ReddingChicago
RDD Redding - ORD Chicago O'Hare Intl
RDDORD
Redding
Tue 9/1
3:54 pm-11:47 pm
3 stops29h 53m
$891
Sorted by cheapest first
- Most accurate provider: When it comes to deals on Redding-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Redding-Chicago flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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.
RDD-CHI
RDD-ORD
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
RDD-CHI
RDD-ORD
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated August 28, 2026.
Peruse reviews from past customers who have flown with United Airlines from Redding to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
6.7
Comfort
7.3
Crew
8.1
Overall
7.4
Boarding
7.7
Entertainment
7.1
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Food
6.7
Comfort
7.3
Crew
8.1
Overall
7.4
Boarding
7.7
Entertainment
7.1
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
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.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
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Redding and Chicago flights
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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 7,457,451 searches. Data last updated August 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$436 | Average$697 | FlexibilityNo cancel fee | On-time69% |