HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Cali

$200+ 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 8/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CLO
Jun 27 — Jul 41
Sat 6/27
Sat 7/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Cali 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 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 May 28, 2026.

This Copa Airlines deal was found by Cheapflights users on 5/25. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/181:20 am
ORD
-
CLO
1 stop9h 46m
Copa Airlines
Sat 7/258:46 am
CLO
-
ORD
1 stop19h 14m
Copa Airlines
Deal found 5/25$444
This Avianca deal was found by Cheapflights users on 5/24. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2011:20 pm
ORD
-
CLO
1 stop13h 05m
Avianca
Thu 8/278:00 am
CLO
-
ORD
1 stop13h 20m
Avianca
Deal found 5/24$451
This Copa Airlines deal was found by Cheapflights users on 5/27. 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 6/93:21 pm
ORD
-
CLO
1 stop19h 45m
Copa Airlines
Tue 7/146:16 pm
CLO
-
ORD
1 stop9h 44m
Copa Airlines
Deal found 5/27$454
This American Airlines deal was found by Cheapflights users on 5/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:00 am
ORD
-
CLO
2 stops13h 00m
American Airlines
Thu 8/2711:55 pm
CLO
-
ORD
1 stop15h 10m
American Airlines
Deal found 5/24$461
This Delta deal was found by Cheapflights users on 5/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:28 am
ORD
-
CLO
2 stops16h 47m
Delta
Thu 8/277:55 am
CLO
-
ORD
2 stops24h 49m
Delta
Deal found 5/24$462
This Copa Airlines deal was found by Cheapflights users on 5/23. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/83:21 pm
ORD
-
CLO
1 stop19h 45m
Copa Airlines
Mon 7/136:16 pm
CLO
-
ORD
1 stop9h 44m
Copa Airlines
Deal found 5/23$466
This LATAM Airlines deal was found by Cheapflights users on 5/27. 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 LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/235:30 am
ORD
-
CLO
2 stops24h 40m
LATAM Airlines
Sat 7/49:50 pm
CLO
-
ORD
2 stops22h 42m
LATAM Airlines
Deal found 5/27$472
This Justfly.com deal was found by Cheapflights users on 5/24. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1911:20 pm
ORD
-
CLO
1 stop9h 40m
Avianca
Thu 8/2711:10 am
CLO
-
ORD
1 stop10h 10m
Avianca
Deal found 5/24$474
This American Airlines deal was found by Cheapflights users on 5/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/206:00 pm
ORD
-
CLO
1 stop19h 18m
American Airlines
Tue 7/1411:59 pm
CLO
-
ORD
1 stop19h 54m
American Airlines
Deal found 5/27$475
This American Airlines deal was found by Cheapflights users on 5/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/188:30 am
ORD
-
CLO
1 stop12h 30m
American Airlines
Tue 7/1411:59 pm
CLO
-
ORD
1 stop19h 54m
American Airlines
Deal found 5/26$476
This Mytrip deal was found by Cheapflights users on 5/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/313:21 pm
ORD
-
CLO
2 stops27h 32m
Multiple Airlines
Sat 6/610:18 pm
CLO
-
ORD
2 stops29h 42m
Multiple Airlines
Deal found 5/23$478
This American Airlines deal was found by Cheapflights users on 5/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/98:19 am
ORD
-
CLO
2 stops12h 41m
American Airlines
Tue 7/1411:59 pm
CLO
-
ORD
1 stop19h 54m
American Airlines
Deal found 5/27$479

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 May 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$444
(Copa Airlines)

One-way from

$200
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$621
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. 17% potential increase in price ($101 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($39 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 28, 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

Sat 7/18

1:20 am-11:06 am

1 stop9h 46m

Cali Alfonso B. Aragon Intl

Sat 7/25

8:46 am-4:00 am

1 stop19h 14m

$444

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 7/18

1:20 am-11:06 am

1 stop9h 46m

Cali Alfonso B. Aragon Intl

Fri 7/24

8:46 am-4:00 am

1 stop19h 14m

$454

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Wed 8/19

5:28 am-10:15 pm

2 stops16h 47m

Cali Alfonso B. Aragon Intl

Thu 8/27

7:55 am-8:44 am

2 stops24h 49m

$462

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Wed 7/8

3:21 pm-11:06 am

1 stop19h 45m

Cali Alfonso B. Aragon Intl

Mon 7/13

6:16 pm-4:00 am

1 stop9h 44m

$466
Quickest round-trip

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 7/25

1:20 am-11:06 am

1 stop9h 46m

Cali Alfonso B. Aragon Intl

Wed 7/29

6:16 pm-4:00 am

1 stop9h 44m

$466

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Wed 8/19

11:20 pm-12:00 pm

1 stop12h 40m

Cali Alfonso B. Aragon Intl

Fri 8/28

9:20 pm-9:20 pm

1 stop24h 00m

$474

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Mon 6/8

3:21 pm-2:10 pm

1 stop22h 49m

Cali Alfonso B. Aragon Intl

Tue 7/7

12:06 pm-1:57 pm

1 stop25h 51m

$511

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Thu 7/16

3:21 pm-5:35 pm

1 stop26h 14m

Cali Alfonso B. Aragon Intl

Tue 7/21

12:06 pm-4:00 am

1 stop15h 54m

$539

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Fri 7/3

3:21 pm-2:10 pm

1 stop22h 49m

Cali Alfonso B. Aragon Intl

Sun 7/5

6:16 pm-1:57 pm

1 stop19h 41m

$541

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 7/4

1:20 am-11:06 am

1 stop9h 46m

Cali Alfonso B. Aragon Intl

Sat 7/11

5:05 am-4:00 am

1 stop22h 55m

$546

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/27

Showing 1-10 of 19 resultsSorted by cheapest first
1
2

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 May.
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 94% 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.

Panama City (PTY) is the most affordable 1-stop option, with an average round-trip price of $861.

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: 9h 02m.

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 Bogotá (BOG) offer the fastest connection on this route, with an average layover time of 2h 03m.

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 47 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 May 28, 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
1,573 reviews

Overall

7.6

Food

6.9

Crew

8.1

Boarding

7.8

Comfort

7.4

Entertainment

6.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Apr 2026

LIM - PTY

Fast boarding, polite and helpful staff. Lowest cost across all airlines
Copa Airlines
7.6
Good
1,573 reviews
Copa Airlines
7.6
Good
1,573 reviews

Overall

7.6

Food

6.9

Crew

8.1

Boarding

7.8

Comfort

7.4

Entertainment

6.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Apr 2026

LIM - PTY

Fast boarding, polite and helpful staff. Lowest cost across all airlines
American Airlines
7.1
Good
11,640 reviews
Copa Airlines
7.6
Good
1,573 reviews

Overall

7.6

Food

6.9

Crew

8.1

Boarding

7.8

Comfort

7.4

Entertainment

6.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Apr 2026

LIM - PTY

Fast boarding, polite and helpful staff. Lowest cost across all airlines
Avianca
6.5
Okay
2,528 reviews
Copa Airlines
7.6
Good
1,573 reviews

Overall

7.6

Food

6.9

Crew

8.1

Boarding

7.8

Comfort

7.4

Entertainment

6.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Apr 2026

LIM - PTY

Fast boarding, polite and helpful staff. Lowest cost across all airlines
Spirit Airlines
6.2
Okay
Copa Airlines
7.6
Good
1,573 reviews

Overall

7.6

Food

6.9

Crew

8.1

Boarding

7.8

Comfort

7.4

Entertainment

6.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Apr 2026

LIM - PTY

Fast boarding, polite and helpful staff. Lowest cost across all airlines

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 4 different airlines.

  • How long is the flight from Chicago to Cali?

    There are many flights that can get you from Chicago to Cali in 9h 46m. Fly via Copa Airlines or Delta to get the fastest option. There are 2748 mi between Chicago and Cali. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Our cheapest airline available from Chicago to Cali is Spirit Airlines. Our recent data shows that you can find tickets from as low as $126 on this airline. Additional options worth looking into are Copa Airlines and Avianca, starting at $288 and $330 round-trip. Spirit Airlines is currently priced 73% 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 4 airlines flying from Chicago to Cali

Discover the top 4 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 May 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$126Average$341FlexibilityNo cancel feeOn-time65%
Copa AirlinesCheapest$288Average$433FlexibilityNo cancel feeOn-time70%
AviancaCheapest$330Average$491FlexibilityNo cancel feeOn-time71%
American AirlinesCheapest$348Average$663FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2026 Cheapflights