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$182+ Cheap flights from Chicago (CHI) to Cali (CLO)

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 7/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CLO
Aug 12 — Aug 191
Wed 8/12
Wed 8/19
1 adult, Economy
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Cheap flight deals from Chicago to Cali

Cheapest flights from Chicago to Cali
Explore the most affordable flight options available from Chicago to Cali. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 13, 2026.

This United Airlines deal was found by Cheapflights users on 7/8. 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 8/113:55 pm
ORD
-
CLO
2 stops25h 38m
United Airlines
Wed 11/44:38 am
CLO
-
ORD
3 stops17h 02m
United Airlines
Deal found 7/8$411
This United Airlines deal was found by Cheapflights users on 7/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:52 pm
ORD
-
CLO
2 stops21h 41m
United Airlines
Wed 8/268:48 am
CLO
-
ORD
2 stops25h 27m
United Airlines
Deal found 7/9$412
This United Airlines deal was found by Cheapflights users on 7/12. 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 9/35:00 am
ORD
-
CLO
2 stops36h 33m
United Airlines
Fri 9/118:48 am
CLO
-
ORD
2 stops16h 11m
United Airlines
Deal found 7/12$428
This United Airlines deal was found by Cheapflights users on 7/8. 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 7/179:40 pm
ORD
-
CLO
2 stops25h 55m
United Airlines
Mon 7/2012:06 pm
CLO
-
ORD
2 stops19h 53m
United Airlines
Deal found 7/8$435
This United Airlines deal was found by Cheapflights users on 7/11. 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.
Sun 7/125:30 am
ORD
-
CLO
2 stops18h 05m
United Airlines
Sat 7/185:05 am
CLO
-
ORD
2 stops18h 10m
United Airlines
Deal found 7/11$445
This Copa Airlines deal was found by Cheapflights users on 7/8. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/183:21 pm
ORD
-
CLO
1 stop19h 47m
Copa Airlines
Tue 11/1012:05 pm
CLO
-
ORD
1 stop25h 41m
Copa Airlines
Deal found 7/8$450
This KAYAK deal was found by Cheapflights users on 7/8. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/187:52 pm
ORD
-
CLO
2 stops16h 33m
Avianca
Tue 11/102:05 pm
CLO
-
ORD
2 stops21h 06m
Avianca
Deal found 7/8$458
This KAYAK deal was found by Cheapflights users on 7/11. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/187:35 am
ORD
-
CLO
2 stops16h 00m
Copa Airlines
Tue 7/2112:06 pm
CLO
-
ORD
2 stops19h 53m
Copa Airlines
Deal found 7/11$460
This Ovago deal was found by Cheapflights users on 7/8. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/186:29 am
ORD
-
CLO
2 stops17h 06m
Copa Airlines
Mon 7/2012:06 pm
CLO
-
ORD
2 stops12h 39m
Copa Airlines
Deal found 7/8$461
This United Airlines deal was found by Cheapflights users on 7/8. 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 7/112:25 pm
ORD
-
CLO
2 stops27h 10m
United Airlines
Tue 7/143:10 pm
CLO
-
ORD
2 stops23h 33m
United Airlines
Deal found 7/8$463

Find flight deals from Chicago to Cali

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Cali (CLO). 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 July 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$411
(United Airlines)

One-way from

$182
(United Airlines)

Popular in

December

Cheapest in

February

Average price

$561
Provider with most accurate pricing for Chicago (CHI)-Cali Alfonso B. Aragon Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Cali Alfonso B. Aragon Intl flights.
Search Deals
From Chicago (CHI) to Cali Alfonso B. Aragon Intl
Search Deals
One-way flight from Chicago (CHI) to Cali Alfonso B. Aragon Intl
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($35 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Cali 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 July 13, 2026.
Use the filters below to find and compare flights from Chicago to Cali that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Wed 8/12

10:25 am-5:33 pm

2 stops31h 08m

Cali Alfonso B. Aragon Intl

Tue 11/3

4:38 am-8:40 pm

3 stops17h 02m

$411

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Mon 8/24

6:30 am-5:33 pm

2 stops11h 03m

Cali Alfonso B. Aragon Intl

Sun 9/6

8:48 am-12:59 am

2 stops16h 11m

$412

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Thu 8/20

7:52 pm-5:33 pm

2 stops21h 41m

Cali Alfonso B. Aragon Intl

Wed 8/26

8:48 am-10:15 am

2 stops25h 27m

$419

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 8/22

9:35 pm-5:33 pm

2 stops19h 58m

Cali Alfonso B. Aragon Intl

Sun 8/30

12:08 pm-10:15 am

2 stops22h 07m

$421

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 8/22

10:25 am-5:33 pm

2 stops31h 08m

Cali Alfonso B. Aragon Intl

Sat 8/29

8:48 am-7:55 am

2 stops23h 07m

$421

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Thu 7/23

7:35 am-11:35 pm

2 stops16h 00m

Cali Alfonso B. Aragon Intl

Mon 7/27

12:06 pm-7:59 am

2 stops19h 53m

$421
Quickest round-trip

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Thu 8/27

6:30 am-5:33 pm

2 stops11h 03m

Cali Alfonso B. Aragon Intl

Thu 9/3

12:08 pm-12:59 am

2 stops12h 51m

$421

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Wed 9/2

8:40 am-5:33 pm

2 stops32h 53m

Cali Alfonso B. Aragon Intl

Fri 9/11

12:08 pm-12:59 am

2 stops12h 51m

$421

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Wed 8/5

5:30 am-11:33 pm

2 stops18h 03m

Cali Alfonso B. Aragon Intl

Wed 8/12

12:08 pm-12:59 am

2 stops12h 51m

$421

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Mon 8/24

5:30 am-5:33 pm

2 stops12h 03m

Cali Alfonso B. Aragon Intl

Wed 8/26

8:48 am-12:59 am

2 stops16h 11m

$421

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/10

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

Compare providers for flights from Chicago to Cali

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 Chicago to Cali in July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice 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 Chicago-Cali flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Cali flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Cali flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Cali 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 Chicago-Cali 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 Chicago to Cali

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

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

Currently, December is the cheapest month in which you can book a flight from Chicago to Cali (average of $100). Flying from Chicago to Cali in May is currently the most expensive (average of $375). 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.

How much does it cost to fly round-trip from Chicago to Cali?

What’s the top layover airport for flights from Chicago to Cali?

Share of 1-stop round-trip flights from Chicago to Cali chosen by Cheapflights users in the past 12 months, using the same layover each way.

Panama City (PTY) – chosen by Cheapflights users on 83% of 1-stop itineraries from Chicago to Cali on Cheapflights.

What’s the cheapest layover airport for flights from Chicago to Cali?

Average round-trip fare for 1-stop flights from Chicago to Cali, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Bogotá (BOG) is the most affordable 1-stop option, with an average round-trip price of $457.

What’s the fastest layover option from Chicago to Cali?

Shortest average travel time for 1-stop one-way flights from Chicago to Cali, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Panama City (PTY) have the shortest average one-way travel time for 1-stop routes: 8h 13m.

Which airport typically offers the quickest layover for flights from Chicago to Cali?

Average layover duration for 1-stop one-way flights from Chicago to Cali, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Panama City (PTY) offer the fastest connection on this route, with an average layover time of 1h 58m.

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

The price you pay for your flight from Chicago to Cali may vary depending on when you book. For the best chance of a lower fare, look to book 45 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

Reviews of airlines servicing Cali

Get insights into the airlines that provide service to Cali. 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 Cali. Reviews last updated July 13, 2026.
Read reviews from past customers who have flown Copa Airlines,American Airlines, andAvianca from Chicago to Cali. 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.
Copa Airlines
7.6
Good
1,560 reviews

Boarding

7.8

Comfort

7.4

Overall

7.6

Crew

8.1

Food

6.9

Entertainment

6.8

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
Copa Airlines
7.6
Good
1,560 reviews
Copa Airlines
7.6
Good
1,560 reviews

Boarding

7.8

Comfort

7.4

Overall

7.6

Crew

8.1

Food

6.9

Entertainment

6.8

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
American Airlines
7.1
Good
11,814 reviews
Copa Airlines
7.6
Good
1,560 reviews

Boarding

7.8

Comfort

7.4

Overall

7.6

Crew

8.1

Food

6.9

Entertainment

6.8

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
Avianca
6.5
Okay
2,522 reviews
Copa Airlines
7.6
Good
1,560 reviews

Boarding

7.8

Comfort

7.4

Overall

7.6

Crew

8.1

Food

6.9

Entertainment

6.8

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Cali. 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 into for flights to Cali from Chicago?

    Located just 12.1 mi from the city center, Cali Alfonso B. Aragon Intl is the airport most travelers will use when flying to Cali from Chicago. Booking flights from Chicago to Alfonso B. Aragon Intl (CLO) should be relatively easy as there are 0 daily inbound flights from Chicago from 3 different airlines.

  • How long is the flight from Chicago to Cali?

    There are many flights that can get you from Chicago to Cali in 31h 08m. Fly via United Airlines to get the fastest option. There are 2748 mi between Chicago and Cali.

  • What are the cheapest airlines flying from Chicago to Cali round-trip?

    Our cheapest airline available from Chicago to Cali is Copa Airlines. Our recent data shows that you can find tickets from as low as $281 on this airline. Additional options worth looking into are Avianca and American Airlines, starting at $330 and $348 round-trip. Copa Airlines is currently priced 45% below the average price you’ll pay for this route.

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

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

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

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

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

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

    Currently, December is the cheapest month in which you can book a flight from Chicago to Cali (average of $100). Flying from Chicago to Cali in May is currently the most expensive (average of $375). 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

Browse thousands of different options on Cheapflights for your next trip

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Top 3 airlines flying from Chicago to Cali

Discover the top 3 airlines that operate flights from Chicago to Cali. 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 July 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$281Average$427FlexibilityNo cancel feeOn-time70%
AviancaCheapest$330Average$529FlexibilityNo cancel feeOn-time71%
American AirlinesCheapest$348Average$671FlexibilityNo cancel feeOn-time71%

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