Which layover airport offers the lowest fares from Chicago to Cali?

Flights via Miami (MIA) offer the lowest average round-trip price of $377.

Which airport is the most popular layover for flights between Chicago and Cali?

Fort Lauderdale (FLL) was the most common stop: 38% of momondo users choosing 1-stop flights on this route connected there.

What airlines fly to Cali?

Copa Airlines, Avianca and American Airlines are the top three most popular airlines that fly to Cali from Chicago according to our data. Copa Airlines is the first choice among our users, with 68% of people opting to fly with this airline when traveling to Cali. Keep in mind that there are 5 different airlines that fly to Cali on a routine basis, so you have a few additional options to choose from.

Which layover airport has the shortest connection time from Chicago to Cali?

Miami (MIA) has the shortest average layover time for this route: 1h 42m.

Which layover airport has the shortest travel time from Chicago to Cali?

Flights connecting via Fort Lauderdale (FLL) have the shortest average one-way travel time: 8h 02m.

What is the cheapest airline that flies from Chicago to Cali Alfonso B. Aragon Intl?

Spirit Airlines and Avianca are the most popular carriers operating from Chicago to Cali Alfonso B. Aragon Intl

When did momondo last update prices for flights from Chicago to Cali Alfonso B. Aragon Intl Airport?

Prices for flights from Chicago to Cali Alfonso B. Aragon Intl Airport are updated daily.

How many operators does momondo search for flights from Chicago to Cali Alfonso B. Aragon Intl Airport?

There are 5 operators available for flights from Chicago to Cali Alfonso B. Aragon Intl Airport as of December 2025.

How old do you have to be to fly from Chicago to Cali Alfonso B. Aragon Intl Airport?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Cali Alfonso B. Aragon Intl Airport.

What documentation or ID do you need to fly to Cali Alfonso B. Aragon Intl Airport?

The necessary travel and health documents for your Cali Alfonso B. Aragon Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$112 Cheap Flights from Chicago to Cali in 2025/26

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8:06 am - 5:36 pm

ORD

CLO

9h 30m1 stop

5:03 am - 1:58 pm

CLO

ORD

8h 55m1 stop

$439Copa Airlines

Thu, Apr 9 - Sun, Apr 12

5:15 am - 6:10 am

ORD

CLO

23h 55m2 stops

12:40 pm - 9:20 pm

CLO

ORD

8h 40m1 stop

$443Multiple Airlines

Wed, Jan 14 - Thu, Mar 12

1:34 pm - 12:30 am

ORD

CLO

9h 56m2 stops

3:22 pm - 2:17 pm

CLO

ORD

23h 55m2 stops

$448Spirit Airlines

Thu, Jan 1 - Sat, Jan 10

8:52 am - 10:35 pm

ORD

CLO

12h 43m2 stops

11:50 am - 8:20 pm

CLO

ORD

9h 30m1 stop

$450Avianca

Thu, Jan 22 - Mon, Jan 26

8:43 pm - 2:15 pm

ORD

CLO

16h 32m1 stop

6:52 am - 1:13 pm

CLO

ORD

31h 21m3 stops

$467Multiple Airlines

Mon, Jan 12 - Mon, Jan 19

10:07 am - 2:15 pm

ORD

CLO

27h 08m2 stops

3:22 pm - 9:12 am

CLO

ORD

18h 50m2 stops

$473Spirit Airlines

Thu, Jan 15 - Sat, Jan 31

9:09 pm - 2:15 pm

ORD

CLO

16h 06m2 stops

3:20 pm - 2:17 pm

CLO

ORD

23h 57m2 stops

$481Spirit Airlines

Wed, Dec 31 - Wed, Jan 7

8:43 pm - 7:23 pm

ORD

CLO

21h 40m2 stops

5:05 am - 11:22 am

CLO

ORD

31h 17m3 stops

$483Multiple Airlines

Sun, Jan 18 - Sun, Jan 25

12:44 pm - 2:15 pm

ORD

CLO

24h 31m3 stops

10:25 pm - 9:03 pm

CLO

ORD

23h 38m3 stops

$485Multiple Airlines

Thu, Jan 22 - Mon, Jan 26

5:15 am - 10:12 pm

ORD

CLO

15h 57m2 stops

6:52 am - 1:13 pm

CLO

ORD

31h 21m3 stops

$491Multiple Airlines

Mon, Jan 12 - Mon, Jan 19

Copa Airlines flights from Chicago to Cali

Our best Copa Airlines deals on Chicago to Cali flight tickets

Copa Airlines

Apr 9

ORD8:06 amChicago O'Hare Intl

9h 30m

1 stop

CLO5:36 pmCali Alfonso B. Aragon Intl

Apr 12

CLO5:03 amCali Alfonso B. Aragon Intl

8h 55m

1 stop

ORD1:58 pmChicago O'Hare Intl

$439

Find similar

Copa Airlines

Jan 1

ORD7:35 amChicago O'Hare Intl

9h 02m

1 stop

CLO5:37 pmCali Alfonso B. Aragon Intl

Jan 8

CLO5:03 amCali Alfonso B. Aragon Intl

8h 43m

1 stop

ORD12:46 pmChicago O'Hare Intl

$632

Find similar

Spirit Airlines flights from Chicago to Cali

Our best Spirit Airlines deals on Chicago to Cali flight tickets

Spirit Airlines

Jan 1

ORD1:34 pmChicago O'Hare Intl

9h 56m

2 stops

CLO12:30 amCali Alfonso B. Aragon Intl

Jan 10

CLO3:22 pmCali Alfonso B. Aragon Intl

23h 55m

2 stops

ORD2:17 pmChicago O'Hare Intl

$448

Find similar

Spirit Airlines

Jan 15

ORD10:07 amChicago O'Hare Intl

27h 08m

2 stops

CLO2:15 pmCali Alfonso B. Aragon Intl

Jan 31

CLO3:22 pmCali Alfonso B. Aragon Intl

18h 50m

2 stops

ORD9:12 amChicago O'Hare Intl

$473

Find similar

Spirit Airlines

Dec 31

ORD9:09 pmChicago O'Hare Intl

16h 06m

2 stops

CLO2:15 pmCali Alfonso B. Aragon Intl

Jan 7

CLO3:20 pmCali Alfonso B. Aragon Intl

23h 57m

2 stops

ORD2:17 pmChicago O'Hare Intl

$481

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Thu 4/9

8:06 am-5:36 pm

1 stop9h 30m

Cali Alfonso B. Aragon Intl

Sun 4/12

5:03 am-1:58 pm

1 stop8h 55m

$439

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Wed 1/14

5:15 am-6:10 am

2 stops23h 55m

Cali Alfonso B. Aragon Intl

Thu 3/12

12:40 pm-9:20 pm

1 stop8h 40m

$443

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Thu 1/1

1:34 pm-12:30 am

2 stops9h 56m

Cali Alfonso B. Aragon Intl

Sat 1/10

3:22 pm-2:17 pm

2 stops23h 55m

$448

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Thu 1/22

8:52 am-10:35 pm

2 stops12h 43m

Cali Alfonso B. Aragon Intl

Mon 1/26

11:50 am-8:20 pm

1 stop9h 30m

$450

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Mon 1/12

8:43 pm-2:15 pm

1 stop16h 32m

Cali Alfonso B. Aragon Intl

Mon 1/19

6:52 am-1:13 pm

3 stops31h 21m

$467

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Thu 1/15

10:07 am-2:15 pm

2 stops27h 08m

Cali Alfonso B. Aragon Intl

Sat 1/31

3:22 pm-9:12 am

2 stops18h 50m

$473

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Wed 12/31

9:09 pm-2:15 pm

2 stops16h 06m

Cali Alfonso B. Aragon Intl

Wed 1/7

3:20 pm-2:17 pm

2 stops23h 57m

$481

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sun 1/18

8:43 pm-7:23 pm

2 stops21h 40m

Cali Alfonso B. Aragon Intl

Sun 1/25

5:05 am-11:22 am

3 stops31h 17m

$483

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Thu 1/22

12:44 pm-2:15 pm

3 stops24h 31m

Cali Alfonso B. Aragon Intl

Mon 1/26

10:25 pm-9:03 pm

3 stops23h 38m

$485

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Mon 1/12

5:15 am-10:12 pm

2 stops15h 57m

Cali Alfonso B. Aragon Intl

Mon 1/19

6:52 am-1:13 pm

3 stops31h 21m

$491

Flights are sorted by cheapest round-trip flights first.

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How to get the cheapest flight ticket from Chicago to Cali

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Layovers

What is the cheapest month to fly to Cali?

The cheapest month to fly to Cali from Chicago is in September. Flight prices, which tend to average around $244, are often lower during this time because this is during the off-season. If you’re not able to fly to Cali in September, then August is your next best option. Flight prices from Chicago to Cali during August average around $383.

What is the cheapest day to depart on your flight to Cali?

The cheapest day to depart on your flight to Cali is on a Wednesday when prices can be found for as low as $463. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $570. These prices are subject to change though, so be sure to set up a Price Alert for flights to Cali.

What is the cheapest time of day to depart on your flight to Cali?

Our most recent data shows that the best time of day to fly to Cali is in the morning. Flights from Chicago to Cali during this time can be as low as $491. In the afternoon is when there is more demand to fly to Cali, so prices are often more expensive at around $555 per ticket.

How far in advance should I book a flight to Cali?

You are more likely to see cheaper flights to Cali from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Cali for around $484 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Cali from Chicago for as low as $352 on momondo.

Can stopping save me money on Chicago to Cali flights?

You could potentially save up to 13% on your flight if you consider stops on a Chicago to Cali flight.

How have Chicago to Cali flight prices changed over time?

As of December 2025, prices for Chicago to Cali flights are approximately 4% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Cali

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Cali according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago to Cali (CHI to CLO) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Cali

Fastest flight time	8h 00m
Direct flights	None

The fastest flight from Chicago to Cali takes 8h 00m

There are no direct flights from Chicago to Cali. There are no popular flight routes from Chicago to Cali.

Search flight deals

How far is Chicago to Cali Alfonso B. Aragon Intl by plane?
There are 2740.2 mi between Chicago and Cali Alfonso B. Aragon Intl. 8h 04m is a normal flight duration for this route.
When did momondo last update prices for flights from Chicago to Cali Alfonso B. Aragon Intl Airport?
Prices for flights from Chicago to Cali Alfonso B. Aragon Intl Airport are updated daily.
How many operators does momondo search for flights from Chicago to Cali Alfonso B. Aragon Intl Airport?
There are 5 operators available for flights from Chicago to Cali Alfonso B. Aragon Intl Airport as of December 2025.
How old do you have to be to fly from Chicago to Cali Alfonso B. Aragon Intl Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Cali Alfonso B. Aragon Intl Airport.
What documentation or ID do you need to fly to Cali Alfonso B. Aragon Intl Airport?
The necessary travel and health documents for your Cali Alfonso B. Aragon Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Chicago to Cali?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago to Cali is Copa Airlines (49% of total bookings). The next most popular airlines are Avianca (28%), Spirit Airlines (17%), and American Airlines (7%).

Best airlines flying from Chicago to Cali

Compare and see reviews for airlines that fly from Chicago to Cali with momondo

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $225	Free Cancellation	Rating 6.3 8,158 reviews	Search Spirit Airlines flights
Avianca	PriceFrom $330	Free Cancellation	Rating 6.6 2,476 reviews	Search Avianca flights
Copa Airlines	PriceFrom $348	Free Cancellation	Rating 7.6 1,556 reviews	Search Copa Airlines flights
American Airlines	PriceFrom $348	Free Cancellation	Rating 7.2 11,044 reviews	Search American Airlines flights
LATAM Airlines	PriceFrom $624	Free Cancellation	Rating 7.5 1,890 reviews	Search LATAM Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Cali?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Cali from Chicago.

Can I find flights from Chicago to Cali with flexible booking policies on momondo?

momondo does allow users to show only those flights to Cali from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Cali?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Cali.

I’m not ready to book a flight from Chicago to Cali right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Cali flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Cali trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Airports servicing Colombia

Popular cities in Colombia

Flights to Bogotáfrom $175

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Flights to San Andrésfrom $343

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Flights to Bucaramangafrom $308

Flights to Monteríafrom $479

Flights to Leticiafrom $533

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Cheap flights from Chicago to Cali from $112

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Cali departing on 1/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Copa Airlines flights from Chicago to Cali

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How to get the cheapest flight ticket from Chicago to Cali

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Cali?

What is the cheapest day to depart on your flight to Cali?

What is the cheapest time of day to depart on your flight to Cali?

Our most recent data shows that the best time of day to fly to Cali is in the morning. Flights from Chicago to Cali during this time can be as low as $491. In the afternoon is when there is more demand to fly to Cali, so prices are often more expensive at around $555 per ticket.

How far in advance should I book a flight to Cali?

Can stopping save me money on Chicago to Cali flights?

You could potentially save up to 13% on your flight if you consider stops on a Chicago to Cali flight.

How have Chicago to Cali flight prices changed over time?

As of December 2025, prices for Chicago to Cali flights are approximately 4% cheaper when compared to flights at the same time last year.

What is the cheapest airline that flies from Chicago to Cali Alfonso B. Aragon Intl?

Spirit Airlines and Avianca are the most popular carriers operating from Chicago to Cali Alfonso B. Aragon Intl

What airlines fly to Cali?

Which airport is the most popular layover for flights between Chicago and Cali?

Fort Lauderdale (FLL) was the most common stop: 38% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport offers the lowest fares from Chicago to Cali?

Flights via Miami (MIA) offer the lowest average round-trip price of $377.

Which layover airport has the shortest travel time from Chicago to Cali?

Flights connecting via Fort Lauderdale (FLL) have the shortest average one-way travel time: 8h 02m.

Which layover airport has the shortest connection time from Chicago to Cali?

Miami (MIA) has the shortest average layover time for this route: 1h 42m.

When to book flights from Chicago to Cali

Cheap Chicago to Cali (CHI to CLO) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Cali

Fastest flight time

Direct flights

How far is Chicago to Cali Alfonso B. Aragon Intl by plane?

When did momondo last update prices for flights from Chicago to Cali Alfonso B. Aragon Intl Airport?

How many operators does momondo search for flights from Chicago to Cali Alfonso B. Aragon Intl Airport?

How old do you have to be to fly from Chicago to Cali Alfonso B. Aragon Intl Airport?

What documentation or ID do you need to fly to Cali Alfonso B. Aragon Intl Airport?

What is the most popular airline from Chicago to Cali?

Best airlines flying from Chicago to Cali

Compare and see reviews for airlines that fly from Chicago to Cali with momondo

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Cali?

Can I find flights from Chicago to Cali with flexible booking policies on momondo?

How can momondo help me find flights from Chicago to Cali?

I’m not ready to book a flight from Chicago to Cali right now. Can momondo alert me if prices change?

An easier way to manage your Cali trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Colombia

Airports servicing Colombia