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$75+ Cheap flights from Riverside, CA 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 2/11. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — CHI
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheapflights Tip: The best prices from Riverside to Chicago are usually found in September or February, booked 56 days in advance, depart on a Thursday or Wednesday and return on a Thursday

Cheap flight deals from Riverside to Chicago

Cheapest flights from Riverside to Chicago
Explore the most affordable flight options available from Riverside to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Thu 12/2511:59 pmLAX - ORD
Nonstop4h 06mMultiple Airlines
Sun 1/410:49 pmORD - LAX
1 stop10h 29mMultiple Airlines
Deal found 12/15$145
This Super.com deal was found by Cheapflights users on 12/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2411:59 pmLAX - ORD
Nonstop4h 06mSpirit Airlines
Wed 1/77:57 pmORD - LAX
1 stop14h 25mSpirit Airlines
Deal found 12/17$148
This Mytrip deal was found by Cheapflights users on 12/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2511:59 pmLAX - ORD
Nonstop4h 06mSpirit Airlines
Tue 1/69:09 pmORD - LAX
2 stops24h 10mSpirit Airlines
Deal found 12/16$154
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Wed 12/2411:59 pmLAX - ORD
Nonstop4h 06mMultiple Airlines
Thu 1/87:50 pmORD - LAX
1 stop6h 18mMultiple Airlines
Deal found 12/17$159
This Gotogate deal was found by Cheapflights users on 12/16. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2511:59 pmLAX - ORD
Nonstop4h 06mMultiple Airlines
Thu 1/17:57 pmORD - LAX
1 stop13h 55mMultiple Airlines
Deal found 12/16$165
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Wed 12/316:34 amLAX - ORD
1 stop15h 38mMultiple Airlines
Sun 1/410:49 pmORD - LAX
1 stop10h 29mMultiple Airlines
Deal found 12/17$172
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Wed 12/3111:59 pmLAX - ORD
Nonstop4h 06mMultiple Airlines
Tue 1/64:38 pmORD - LAX
1 stop23h 47mMultiple Airlines
Deal found 12/15$176
This Super.com deal was found by Cheapflights users on 12/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:59 pmLAX - ORD
Nonstop4h 06mSpirit Airlines
Tue 1/67:44 pmORD - LAX
Nonstop4h 45mSpirit Airlines
Deal found 12/17$177
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Thu 12/2511:59 pmLAX - ORD
Nonstop4h 06mMultiple Airlines
Mon 1/51:32 pmORD - LAX
2 stops25h 10mMultiple Airlines
Deal found 12/16$179
This Frontier deal was found by Cheapflights users on 12/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/258:37 amLAX - MDW
1 stop11h 35mFrontier
Sun 1/410:50 pmMDW - LAX
1 stop10h 52mFrontier
Deal found 12/15$208
This CheapOair deal was found by Cheapflights users on 12/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2911:59 pmLAX - MDW
1 stop19h 59mFrontier
Sun 1/410:50 pmMDW - LAX
1 stop10h 52mFrontier
Deal found 12/16$235
This Expedia deal was found by Cheapflights users on 12/16. 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 12/258:37 amLAX - MDW
1 stop11h 35mFrontier
Mon 1/52:16 pmMDW - LAX
1 stop24h 32mFrontier
Deal found 12/16$254

Find flight deals from Riverside to Chicago

Keep the following information in mind while searching for Riverside to Chicago flight deals. Data was last updated December 18, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$139
(Kiwi.com)

One-way from

$75
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$368
Provider with most accurate pricing for Los Angeles-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Los Angeles-Chicago (CHI) flights.
Search Deals
From Riverside to Chicago (CHI)
Search Deals
One-way flight from Riverside to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($36 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Riverside 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 December 18, 2025.
Use the filters below to find and compare flights from Riverside to Chicago that are best for you.

Fly from

Riverside

Fly to

Chicago

Route

Depart

Return

Price

Los AngelesChicago

LAX - RFD

LAXRFD

Los Angeles

Thu 1/22

8:57 pm-5:26 pm

1 stop18h 29m

Chicago Greater Rockford

Mon 1/26

6:16 pm-10:54 am

1 stop18h 38m

$185

Los AngelesChicago

LAX - ORD

LAXORD

Los Angeles

Thu 4/16

9:39 am-3:42 pm

Nonstop4h 03m

Chicago O'Hare Intl

Thu 4/23

7:41 am-6:38 pm

1 stop12h 57m

$216

Los AngelesChicago

LAX - RFD

LAXRFD

Los Angeles

Fri 2/20

9:21 pm-11:10 am

1 stop11h 49m

Chicago Greater Rockford

Mon 2/23

7:51 pm-3:45 pm

1 stop21h 54m

$239

Los AngelesChicago

LAX - RFD

LAXRFD

Los Angeles

Thu 1/29

8:57 pm-5:26 pm

1 stop18h 29m

Chicago Greater Rockford

Mon 2/2

6:16 pm-10:54 am

1 stop18h 38m

$242

Los AngelesChicago

LAX - ORD

LAXORD

Los Angeles

Sat 5/2

4:07 pm-5:31 am

1 stop11h 24m

Chicago O'Hare Intl

Sun 5/10

7:20 pm-7:00 am

1 stop13h 40m

$253

Los AngelesChicago

LAX - ORD

LAXORD

Los Angeles

Thu 4/30

12:59 am-9:12 am

1 stop6h 13m

Chicago O'Hare Intl

Sat 5/2

7:41 am-6:38 pm

1 stop12h 57m

$254

Los AngelesChicago

LAX - ORD

LAXORD

Los Angeles

Sat 2/14

7:00 am-1:14 pm

Nonstop4h 14m

Chicago O'Hare Intl

Sat 2/21

6:20 pm-9:09 pm

Nonstop4h 49m

$266

Los AngelesChicago

LAX - RFD

LAXRFD

Los Angeles

Thu 2/19

9:21 pm-7:01 pm

1 stop19h 40m

Chicago Greater Rockford

Sun 2/22

12:41 pm-5:49 pm

1 stop7h 08m

$280

Los AngelesChicago

LAX - RFD

LAXRFD

Los Angeles

Fri 2/20

9:21 pm-11:10 am

1 stop11h 49m

Chicago Greater Rockford

Sun 2/22

12:41 pm-5:49 pm

1 stop7h 08m

$288

Los AngelesChicago

LAX - ORD

LAXORD

Los Angeles

Tue 4/14

8:16 am-11:33 pm

1 stop13h 17m

Chicago O'Hare Intl

Sun 4/19

7:41 am-6:38 pm

1 stop12h 57m

$294

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 59 results
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Best time to book a flight from Riverside to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Riverside 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 Riverside to Chicago

How far ahead should I book a flight from Riverside to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Riverside to Chicago. Price data was last updated on December 12, 2025.

The best time to book flights from Riverside to Chicago is 56 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, April is the cheapest month in which you can book a flight from Riverside to Chicago (average of $98). Flying from Riverside to Chicago in July is currently the most expensive (average of $148). 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.

What is the cheapest time of day to fly from R1V to CHI?

Find hourly flight availability from Riverside 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 December 18, 2025.

It’s optimal to fly from Riverside to Chicago in the evening. By choosing this option you can save up to 24% on the cost of your flight, compared to a flight in the morning.

What is the cheapest day to fly from Riverside to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Riverside to Chicago. Price data was last updated on December 13, 2025.

Travelers seeking maximum savings on their Riverside to Chicago flight should consider departing on Wednesday mornings when fares are most often at their lowest. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Riverside to Chicago

Explore weekly flight availability from Riverside to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated December 18, 2025.

The most flights from R1V to CHI are scheduled on a Thursday (117 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (53 on average).

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 December 18, 2025.
Read reviews from past customers who have flown Southwest, United Airlines, and American Airlines from Riverside to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

7.9

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Southwest
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

7.9

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
United Airlines
7.4
Good
9,091 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

7.9

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
American Airlines
7.2
Good
11,054 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

7.9

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Spirit Airlines
6.3
Okay
8,190 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

7.9

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Frontier
5.8
Fair
3,081 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

7.9

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

Related info for your journey

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

  • How long is the flight from Riverside to Chicago?

    A quick flight from Riverside to Chicago can take about 4h. Spirit Airlines provides one of the quickest options available for as low as $305. The distance from Riverside to Chicago is about 1746 mi. All flights are typically nonstop.

  • What are the cheapest airlines to fly from Riverside to Chicago one-way?

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $30. However, be on the lookout for offers from Frontier and Southwest, as they are both options that can get you from Riverside to Chicago for a low price.

  • What are the most popular routes from Riverside to Chicago?

    The most popular route from Riverside to Chicago is Los Angeles - Chicago O'Hare Intl. You may also consider Los Angeles - Chicago Midway or Los Angeles - Chicago Greater Rockford.

  • What are the most reliable airlines from Riverside to Chicago?

    Before booking your flight to Chicago from Riverside, check out the most reliable airlines to get you to your destination on time: China Southern (82%), Lufthansa (81%), Iberia( 79%).

  • What are the cheapest flights from Riverside to Chicago?

    Looking for the cheapest flight from Riverside to Chicago? While on average our users pay $964, our data indicates the cheapest price to be $79. The most popular route (Los Angeles - Chicago O'Hare Intl), is priced around $127.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Riverside 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 Riverside to Chicago?

    Currently, April is the cheapest month in which you can book a flight from Riverside to Chicago (average of $98). Flying from Riverside to Chicago in July is currently the most expensive (average of $148). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Riverside to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Riverside to Chicago

Discover the top 8 airlines that operate flights from Riverside 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$88Average$228FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$103Average$206FlexibilityNo cancel feeOn-time65%
Sun Country AirCheapest$130Average$330FlexibilityNo cancel feeOn-time83%
SouthwestCheapest$179Average$412FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$190Average$441FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$197Average$370FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$199Average$379FlexibilityNo cancel feeOn-time71%
DeltaCheapest$218Average$363FlexibilityNo cancel feeOn-timeN/A

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