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$122+ 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 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CLO
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Cali Alfonso B. Aragon Intl are usually found in January or May, booked 18 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

Cheap 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 29, 2025.

Round-trip from

$307
(CheapOair)

One-way from

$122
(CheapOair)

Popular in

December

Cheapest in

January

Average price

$524
From Chicago (CHI) to Cali Alfonso B. Aragon Intl
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One-way flight from Chicago (CHI) to Cali Alfonso B. Aragon Intl
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Highest demand for flights based on searches. 10% potential increase in price ($56 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($28 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find 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 29, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 7/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/317:00 pmORD - CLO
1 stop18h 28mSpirit Airlines
Wed 11/53:21 pmCLO - ORD
1 stop9h 21mSpirit Airlines
Deal found 7/28$275
This LATAM Airlines deal was found by Cheapflights users on 7/27. 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 8/129:47 amORD - CLO
2 stops12h 22mLATAM Airlines
Sat 8/165:16 amCLO - ORD
2 stops13h 53mLATAM Airlines
Deal found 7/27$309
This Avianca deal was found by Cheapflights users on 7/28. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/112:35 pmORD - CLO
1 stop8h 17mAvianca
Thu 9/1810:00 pmCLO - ORD
1 stop15h 15mAvianca
Deal found 7/28$310
This American Airlines deal was found by Cheapflights users on 7/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/162:50 pmORD - CLO
1 stop22h 30mAmerican Airlines
Thu 9/252:20 pmCLO - ORD
1 stop9h 29mAmerican Airlines
Deal found 7/28$359
This Kiwi.com deal was found by Cheapflights users on 7/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/303:07 pmORD - CLO
1 stop19h 51mCopa Airlines
Sun 9/712:01 pmCLO - ORD
1 stop25h 40mCopa Airlines
Deal found 7/28$360
This Kiwi.com deal was found by Cheapflights users on 7/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/308:12 pmORD - CLO
2 stops34h 23mMultiple Airlines
Sun 9/72:23 pmCLO - ORD
1 stop20h 20mMultiple Airlines
Deal found 7/28$373

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 29, 2025.
Use the filters below to find and compare flights from Chicago to Cali that are best for you.

Fly from

Chicago

Fly to

Cali

Route

Depart

Return

Price

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Thu 10/23

7:00 pm-1:28 pm

1 stop18h 28m

Cali Alfonso B. Aragon Intl

Tue 11/4

3:23 pm-9:23 am

1 stop19h 00m

$307

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Tue 8/12

9:47 am-10:09 pm

2 stops12h 22m

Cali Alfonso B. Aragon Intl

Sat 8/16

5:16 am-7:09 pm

2 stops13h 53m

$309

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Thu 9/11

2:35 pm-10:52 pm

1 stop8h 17m

Cali Alfonso B. Aragon Intl

Thu 9/18

10:00 pm-1:15 pm

1 stop15h 15m

$310

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Tue 9/16

2:50 pm-1:20 pm

1 stop22h 30m

Cali Alfonso B. Aragon Intl

Thu 9/25

2:20 pm-11:49 pm

1 stop9h 29m

$359

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 8/30

3:07 pm-10:58 am

1 stop19h 51m

Cali Alfonso B. Aragon Intl

Sun 9/7

12:01 pm-1:41 pm

1 stop25h 40m

$360

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 8/30

8:12 pm-6:35 am

2 stops34h 23m

Cali Alfonso B. Aragon Intl

Sun 9/7

2:23 pm-10:43 am

1 stop20h 20m

$373

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Mon 9/8

6:44 pm-1:28 pm

1 stop18h 44m

$122

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Mon 8/11

4:36 pm-6:08 am

2 stops37h 32m

$179

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Wed 8/13

7:55 am-5:25 pm

1 stop9h 30m

$180

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Fri 8/1

7:05 am-8:45 pm

2 stops13h 40m

$194

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 12 results
1
2

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

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Cali. Price data was last updated on July 25, 2025.

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 18 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, January is the cheapest month in which you can book a flight from Chicago to Cali (average of $351). Flying from Chicago to Cali in December is currently the most expensive (average of $669). 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 CHI to CLO?

Find hourly flight availability from Chicago to Cali. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 29, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to Cali in the morning. If you’re flexible enough to do this you can expect to save up to 12% on your trip compared to booking a flight in the afternoon.

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 71% 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 $384.

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 Bogotá (BOG) have the shortest average one-way travel time for 1-stop routes: 3h 19m.

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 1h 51m.

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 29, 2025.
Read reviews from past customers who have flown LATAM Airlines, Copa Airlines, and Aeromexico 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.
LATAM Airlines
7.5
Good
1,821 reviews

Food

6.7

Crew

8.1

Boarding

7.6

Overall

7.5

Entertainment

7.0

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Murilo,Jun 2025

SFO - LAX

I had mixed feelings regarding this flight. Called several times Latam and Delta regarding the purchase of checked baggage and price. I was told 80 dollars, could not buy it ahead of time,, they told me it was not Possible, that I had to buy at the airport. Check in my luggage the attendant says 80 dollars but I was charged 200 . No one could get me a solid answer why. Very disappointing
LATAM Airlines
7.5
Good
1,821 reviews
LATAM Airlines
7.5
Good
1,821 reviews

Food

6.7

Crew

8.1

Boarding

7.6

Overall

7.5

Entertainment

7.0

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Murilo,Jun 2025

SFO - LAX

I had mixed feelings regarding this flight. Called several times Latam and Delta regarding the purchase of checked baggage and price. I was told 80 dollars, could not buy it ahead of time,, they told me it was not Possible, that I had to buy at the airport. Check in my luggage the attendant says 80 dollars but I was charged 200 . No one could get me a solid answer why. Very disappointing
Copa Airlines
7.5
Good
1,493 reviews
LATAM Airlines
7.5
Good
1,821 reviews

Food

6.7

Crew

8.1

Boarding

7.6

Overall

7.5

Entertainment

7.0

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Murilo,Jun 2025

SFO - LAX

I had mixed feelings regarding this flight. Called several times Latam and Delta regarding the purchase of checked baggage and price. I was told 80 dollars, could not buy it ahead of time,, they told me it was not Possible, that I had to buy at the airport. Check in my luggage the attendant says 80 dollars but I was charged 200 . No one could get me a solid answer why. Very disappointing
Aeromexico
7.5
Good
1,720 reviews
LATAM Airlines
7.5
Good
1,821 reviews

Food

6.7

Crew

8.1

Boarding

7.6

Overall

7.5

Entertainment

7.0

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Murilo,Jun 2025

SFO - LAX

I had mixed feelings regarding this flight. Called several times Latam and Delta regarding the purchase of checked baggage and price. I was told 80 dollars, could not buy it ahead of time,, they told me it was not Possible, that I had to buy at the airport. Check in my luggage the attendant says 80 dollars but I was charged 200 . No one could get me a solid answer why. Very disappointing
American Airlines
7.2
Good
10,000 reviews
LATAM Airlines
7.5
Good
1,821 reviews

Food

6.7

Crew

8.1

Boarding

7.6

Overall

7.5

Entertainment

7.0

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Murilo,Jun 2025

SFO - LAX

I had mixed feelings regarding this flight. Called several times Latam and Delta regarding the purchase of checked baggage and price. I was told 80 dollars, could not buy it ahead of time,, they told me it was not Possible, that I had to buy at the airport. Check in my luggage the attendant says 80 dollars but I was charged 200 . No one could get me a solid answer why. Very disappointing
Avianca
6.7
Okay
2,386 reviews
LATAM Airlines
7.5
Good
1,821 reviews

Food

6.7

Crew

8.1

Boarding

7.6

Overall

7.5

Entertainment

7.0

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Murilo,Jun 2025

SFO - LAX

I had mixed feelings regarding this flight. Called several times Latam and Delta regarding the purchase of checked baggage and price. I was told 80 dollars, could not buy it ahead of time,, they told me it was not Possible, that I had to buy at the airport. Check in my luggage the attendant says 80 dollars but I was charged 200 . No one could get me a solid answer why. Very disappointing

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 5 different airlines.

  • 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 $307 on this airline. Additional options worth looking into are LATAM Airlines and Avianca, starting at $309 and $310 round-trip. Spirit Airlines is currently priced 39% below the average price you’ll pay for this route.

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

    The cheapest airlines for a one-way flight from Chicago to Cali are Spirit Airlines ($122), Copa Airlines ($180), and American Airlines ($194).

  • 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, January is the cheapest month in which you can book a flight from Chicago to Cali (average of $351). Flying from Chicago to Cali in December is currently the most expensive (average of $669). 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

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Alternative routes for Chicago to Cali

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Chicago to Cali

Discover the top 5 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 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$317Average$541FlexibilityNo cancel feeOn-time65%
AviancaCheapest$353Average$518FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$368Average$473FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$420Average$575FlexibilityNo cancel feeOn-time71%
LATAM AirlinesCheapest$624Average$739FlexibilityNo cancel feeOn-time81%

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