$190+ 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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
RDD — CHI
Nov 14 — Nov 211
Round-trip
1 adult, Economy
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Find cheap flights from Redding to Chicago with Cheapflights
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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
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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
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Best
Last-minute
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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 October 15, 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 October 15, 2026.
This United Airlines deal was found by Cheapflights users on 10/11. 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.
Sat 11/147:30 am -
1 stop7h 30m
Sun 11/156:00 am -
1 stop7h 32m
Deal found 10/11![United Airlines logo]()
$368
This United Airlines deal was found by Cheapflights users on 10/12. 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.
Wed 11/112:12 pm -
1 stop6h 17m
Wed 11/187:00 am -
1 stop8h 31m
Deal found 10/12![United Airlines logo]()
$388
This Expedia deal was found by Cheapflights users on 10/12. 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.
Mon 12/73:28 pm -
1 stop12h 09m
Thu 12/109:00 am -
1 stop7h 48m
Deal found 10/12![Alaska Airlines logo]()
$438
This United Airlines deal was found by Cheapflights users on 10/12. 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 10/271:07 pm -
1 stop8h 52m
Sat 10/318:40 am -
1 stop6h 51m
Deal found 10/12![United Airlines logo]()
$458
This Priceline deal was found by Cheapflights users on 10/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/13:07 pm -
1 stop6h 52m
Fri 11/67:00 am -
1 stop9h 27m
Deal found 10/14![Alaska Airlines logo]()
$483
This United Airlines deal was found by Cheapflights users on 10/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/32:12 pm -
1 stop6h 17m
Sun 11/86:00 am -
1 stop7h 32m
Deal found 10/10![United Airlines logo]()
$488
This Expedia deal was found by Cheapflights users on 10/12. 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.
Wed 11/113:07 pm -
2 stops20h 10m
Wed 11/187:00 am -
1 stop9h 27m
Deal found 10/12![Alaska Airlines logo]()
$496
This United Airlines deal was found by Cheapflights users on 10/11. 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.
Thu 10/221:00 pm -
1 stop7h 46m
Mon 10/264:35 pm -
1 stop9h 10m
Deal found 10/11![United Airlines logo]()
$603
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 October 15, 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 October 15, 2026.
This United Airlines deal was found by Cheapflights users on 10/11. 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.
Sat 11/147:30 am -
1 stop7h 30m
Sun 11/156:00 am -
1 stop7h 32m
Deal found 10/11![United Airlines logo]()
$368
This Alaska Airlines deal was found by Cheapflights users on 10/11. 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.
Mon 2/224:45 pm -
1 stop19h 27m
Sat 2/276:00 am -
1 stop12h 06m
Deal found 10/11![Alaska Airlines logo]()
$403
This United Airlines deal was found by Cheapflights users on 10/11. 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 11/32:12 pm -
1 stop6h 17m
Sun 11/86:00 am -
1 stop7h 32m
Deal found 10/11![United Airlines logo]()
$488
This Alaska Airlines deal was found by Cheapflights users on 10/12. 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.
Sat 1/304:24 pm -
1 stop23h 35m
Wed 2/38:00 am -
1 stop9h 44m
Deal found 10/12![Alaska Airlines logo]()
$505
This United Airlines deal was found by Cheapflights users on 10/11. 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.
Sat 1/3010:00 am -
1 stop6h 54m
Wed 2/32:36 pm -
1 stop8h 09m
Deal found 10/11![United Airlines logo]()
$488
Last-minute flights from Redding to ChicagoDiscover last-minute flight deals from Redding to Chicago. Data last updated October 15, 2026 and is based on user searches.
Discover last-minute flight deals from Redding to Chicago. Data last updated October 15, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 10/11. 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.
Thu 10/221:00 pm -
1 stop7h 46m
Mon 10/264:35 pm -
1 stop9h 10m
Deal found 10/11![United Airlines logo]()
$603
This United Airlines deal was found by Cheapflights users on 10/12. 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 10/271:07 pm -
1 stop8h 52m
Sat 10/318:40 am -
1 stop6h 51m
Deal found 10/12![United Airlines logo]()
$458
This Priceline deal was found by Cheapflights users on 10/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/13:07 pm -
1 stop6h 52m
Fri 11/67:00 am -
1 stop9h 27m
Deal found 10/14![Alaska Airlines logo]()
$483
This United Airlines deal was found by Cheapflights users on 10/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/32:12 pm -
1 stop6h 17m
Sun 11/86:00 am -
1 stop7h 32m
Deal found 10/10![United Airlines logo]()
$488
This United Airlines deal was found by Cheapflights users on 10/12. 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.
Wed 11/112:12 pm -
1 stop6h 17m
Wed 11/187:00 am -
1 stop8h 31m
Deal found 10/12![United Airlines logo]()
$388
This Expedia deal was found by Cheapflights users on 10/12. 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.
Wed 11/113:07 pm -
2 stops20h 10m
Wed 11/187:00 am -
1 stop9h 27m
Deal found 10/12![Alaska Airlines logo]()
$496
This United Airlines deal was found by Cheapflights users on 10/11. 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.
Sat 11/147:30 am -
1 stop7h 30m
Sun 11/156:00 am -
1 stop7h 32m
Deal found 10/11![United Airlines logo]()
$368
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 October 15, 2026.
Search for one-way flight options from Redding to Chicago. Find affordable one-way fares based on user searches. Data last updated October 15, 2026.
This Orbitz deal was found by Cheapflights users on 10/12. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/94:24 pm -
1 stop19h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Alaska Airlines logo]()
$190
This United Airlines deal was found by Cheapflights users on 10/12. 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 2/186:35 pm -
1 stop9h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![United Airlines logo]()
$233
This Expedia deal was found by Cheapflights users on 10/12. 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.
Thu 2/184:45 pm -
2 stops18h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Alaska Airlines logo]()
$378
This Kiwi.com deal was found by Cheapflights users on 10/12. 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 2/94:24 pm -
3 stops35h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Multiple Airlines logo]()
$1,010
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 October 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $368 (United Airlines) |
One-way from | $190 (Orbitz) |
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 October 15, 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
ReddingChicago
RDD Redding - ORD Chicago O'Hare Intl
RDDORD
Redding
Tue 2/9
4:24 pm-2:21 pm
1 stop19h 57m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$190
Quickest round-trip
ReddingChicago
RDD Redding - ORD Chicago O'Hare Intl
RDDORD
Redding
Thu 2/18
6:35 pm-5:47 am
1 stop9h 12m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$233
ReddingChicago
RDD Redding - ORD Chicago O'Hare Intl
RDDORD
Redding
Sat 11/14
7:30 am-5:00 pm
1 stop7h 30m
Chicago O'Hare Intl
Sun 11/15
6:00 am-11:32 am
1 stop7h 32m
$368
ReddingChicago
RDD Redding - ORD Chicago O'Hare Intl
RDDORD
Redding
Thu 2/18
4:45 pm-1:09 pm
2 stops18h 24m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$378
ReddingChicago
RDD Redding - ORD Chicago O'Hare Intl
RDDORD
Redding
Mon 2/22
4:45 pm-2:12 pm
1 stop19h 27m
Chicago O'Hare Intl
Sat 2/27
6:00 am-4:06 pm
1 stop12h 06m
$403
ReddingChicago
RDD Redding - ORD Chicago O'Hare Intl
RDDORD
Redding
Tue 11/3
2:12 pm-10:29 pm
1 stop6h 17m
Chicago O'Hare Intl
Sun 11/8
6:00 am-11:32 am
1 stop7h 32m
$488
ReddingChicago
RDD Redding - ORD Chicago O'Hare Intl
RDDORD
Redding
Sat 1/30
10:00 am-6:54 pm
1 stop6h 54m
Chicago O'Hare Intl
Wed 2/3
2:36 pm-8:45 pm
1 stop8h 09m
$488
ReddingChicago
RDD Redding - ORD Chicago O'Hare Intl
RDDORD
Redding
Sat 1/30
4:24 pm-5:59 pm
1 stop23h 35m
Chicago O'Hare Intl
Wed 2/3
8:00 am-3:44 pm
1 stop9h 44m
$505
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 October 15, 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.
Boarding
7.7
Crew
8.1
Comfort
7.3
Food
6.7
Entertainment
7.1
Overall
7.4
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Boarding
7.7
Crew
8.1
Comfort
7.3
Food
6.7
Entertainment
7.1
Overall
7.4
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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Valparaiso
Hammond
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Porter
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Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 15, 2026.
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Redding and Chicago flights
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Other flights from Redding
Browse through other flights departing from Redding. Flights are based on user searches made on Cheapflights and were last updated on October 15, 2026.
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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 October 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$436 | Average$697 | FlexibilityNo cancel fee | On-time69% |