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

Fort Lauderdale (FLL) was the most common stop: 40% of momondo users choosing 1-stop flights on this route connected there.

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 offers the lowest fares from Chicago to Cali?

Flights via Miami (MIA) offer the lowest average round-trip price of $348.

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

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 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 73% 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.

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 January 2026.

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.

$137 Cheap Flights from Chicago to Cali in 2026

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One-way

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Cheap round-trip flights

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8:58 pm - 1:20 pm

ORD

CLO

16h 22m2 stops

2:20 pm - 7:25 am

CLO

ORD

17h 05m2 stops

$345American Airlines

Tue, Mar 10 - Tue, Mar 17

7:35 am - 5:37 pm

ORD

CLO

9h 02m1 stop

8:48 am - 12:04 am

CLO

ORD

16h 16m1 stop

$358Copa Airlines

Fri, Jan 30 - Fri, Feb 6

10:20 pm - 11:55 am

ORD

CLO

12h 35m1 stop

9:55 pm - 8:20 pm

CLO

ORD

23h 25m1 stop

$371Avianca

Fri, Jan 23 - Sun, Jan 25

8:44 pm - 1:08 pm

ORD

CLO

16h 24m2 stops

2:20 pm - 7:20 am

CLO

ORD

17h 00m2 stops

$384American Airlines

Tue, Apr 14 - Tue, Apr 21

5:15 am - 2:15 pm

ORD

CLO

8h 00m1 stop

3:22 pm - 2:17 pm

CLO

ORD

23h 55m2 stops

$391Spirit Airlines

Thu, Jan 29 - Sun, Feb 1

7:56 pm - 2:20 pm

ORD

CLO

17h 24m2 stops

3:20 pm - 9:01 am

CLO

ORD

18h 41m2 stops

$394American Airlines

Wed, Jan 28 - Fri, Feb 6

5:15 am - 2:15 pm

ORD

CLO

8h 00m1 stop

8:15 pm - 11:27 am

CLO

ORD

16h 12m2 stops

$399Multiple Airlines

Tue, Jan 20 - Thu, Jan 29

10:20 pm - 11:55 am

ORD

CLO

12h 35m1 stop

6:50 pm - 2:50 pm

CLO

ORD

45h 00m2 stops

$409Avianca

Wed, Jan 14 - Sun, Jan 18

8:43 pm - 2:15 pm

ORD

CLO

16h 32m1 stop

3:22 pm - 11:22 am

CLO

ORD

21h 00m1 stop

$412Spirit Airlines

Thu, Jan 29 - Sun, Feb 1

10:35 am - 11:34 pm

ORD

CLO

11h 59m2 stops

8:48 am - 12:28 am

CLO

ORD

16h 40m2 stops

$415United Airlines

Thu, Jan 22 - Mon, Jan 26

Copa Airlines flights from Chicago to Cali

Our best Copa Airlines deals on Chicago to Cali flight tickets

Copa Airlines

Jan 30

ORD7:35 amChicago O'Hare Intl

9h 02m

1 stop

CLO5:37 pmCali Alfonso B. Aragon Intl

Feb 6

CLO8:48 amCali Alfonso B. Aragon Intl

16h 16m

1 stop

ORD12:04 amChicago O'Hare Intl

$358

Find similar

Copa Airlines

Apr 9

ORD3:21 pmChicago O'Hare Intl

8h 15m

1 stop

CLO11:36 pmCali Alfonso B. Aragon Intl

Apr 12

CLO8:46 amCali Alfonso B. Aragon Intl

16h 27m

1 stop

ORD1:13 amChicago O'Hare Intl

$418

Find similar

Copa Airlines

Jan 5

ORD7:35 amChicago O'Hare Intl

9h 02m

1 stop

CLO5:37 pmCali Alfonso B. Aragon Intl

Jan 31

CLO3:11 pmCali Alfonso B. Aragon Intl

10h 13m

1 stop

ORD12:24 amChicago O'Hare Intl

$440

Find similar

United Airlines flights from Chicago to Cali

Our best United Airlines deals on Chicago to Cali flight tickets

United Airlines

Jan 22

ORD10:35 amChicago O'Hare Intl

11h 59m

2 stops

CLO11:34 pmCali Alfonso B. Aragon Intl

Jan 26

CLO8:48 amCali Alfonso B. Aragon Intl

16h 40m

2 stops

ORD12:28 amChicago O'Hare Intl

$415

Find similar

United Airlines

Jan 19

ORD5:40 amChicago O'Hare Intl

10h 57m

2 stops

CLO5:37 pmCali Alfonso B. Aragon Intl

Jan 25

CLO12:03 pmCali Alfonso B. Aragon Intl

13h 25m

2 stops

ORD12:28 amChicago O'Hare Intl

$425

Find similar

United Airlines

Apr 9

ORD10:35 amChicago O'Hare Intl

13h 01m

2 stops

CLO11:36 pmCali Alfonso B. Aragon Intl

Apr 12

CLO8:46 amCali Alfonso B. Aragon Intl

15h 59m

2 stops

ORD12:45 amChicago O'Hare Intl

$479

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Tue 3/10

8:58 pm-1:20 pm

2 stops16h 22m

Cali Alfonso B. Aragon Intl

Tue 3/17

2:20 pm-7:25 am

2 stops17h 05m

$345

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Fri 1/30

7:35 am-5:37 pm

1 stop9h 02m

Cali Alfonso B. Aragon Intl

Fri 2/6

8:48 am-12:04 am

1 stop16h 16m

$358

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Fri 1/23

10:20 pm-11:55 am

1 stop12h 35m

Cali Alfonso B. Aragon Intl

Sun 1/25

9:55 pm-8:20 pm

1 stop23h 25m

$371

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Tue 4/14

8:44 pm-1:08 pm

2 stops16h 24m

Cali Alfonso B. Aragon Intl

Tue 4/21

2:20 pm-7:20 am

2 stops17h 00m

$384

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Thu 1/29

5:15 am-2:15 pm

1 stop8h 00m

Cali Alfonso B. Aragon Intl

Sun 2/1

3:22 pm-2:17 pm

2 stops23h 55m

$391

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Wed 1/28

7:56 pm-2:20 pm

2 stops17h 24m

Cali Alfonso B. Aragon Intl

Fri 2/6

3:20 pm-9:01 am

2 stops18h 41m

$394

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Tue 1/20

5:15 am-2:15 pm

1 stop8h 00m

Cali Alfonso B. Aragon Intl

Thu 1/29

8:15 pm-11:27 am

2 stops16h 12m

$399

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Wed 1/14

10:20 pm-11:55 am

1 stop12h 35m

Cali Alfonso B. Aragon Intl

Sun 1/18

6:50 pm-2:50 pm

2 stops45h 00m

$409

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Thu 1/29

8:43 pm-2:15 pm

1 stop16h 32m

Cali Alfonso B. Aragon Intl

Sun 2/1

3:22 pm-11:22 am

1 stop21h 00m

$412

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Thu 1/22

10:35 am-11:34 pm

2 stops11h 59m

Cali Alfonso B. Aragon Intl

Mon 1/26

8:48 am-12:28 am

2 stops16h 40m

$415

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.

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 $486 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 $248 on momondo.

Can stopping save me money on Chicago to Cali flights?

You could potentially save up to 10% 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 January 2026, prices for Chicago to Cali flights are approximately 35% more expensive 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 00m 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 January 2026.
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 (46% of total bookings). The next most popular airlines are Avianca (32%), Spirit Airlines (17%), and American Airlines (6%).

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 $126	Free Cancellation	Rating 6.3 8,266 reviews	Search Spirit Airlines flights
American Airlines	PriceFrom $295	Free Cancellation	Rating 7.2 11,077 reviews	Search American Airlines flights
Avianca	PriceFrom $330	Free Cancellation	Rating 6.6 2,495 reviews	Search Avianca flights
Copa Airlines	PriceFrom $341	Free Cancellation	Rating 7.6 1,565 reviews	Search Copa Airlines flights
LATAM Airlines	PriceFrom $624	Free Cancellation	Rating 7.5 1,899 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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Flights to Bogotáfrom $163

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Flights to Pereirafrom $257

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Flights to Barranquillafrom $256

Flights to San Andrésfrom $348

Flights to Armeniafrom $168

Flights to Cúcutafrom $315

Flights to Bucaramangafrom $296

Flights to Monteríafrom $414

Flights to Neivafrom $443

Cheap flights from Chicago to Cali from $137

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 2/11. 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

Our best Copa Airlines deals on Chicago to Cali flight tickets

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See travel insights to Cali from

How to get the cheapest flight ticket from Chicago to Cali

What is the cheapest month to fly to Cali?

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 10% 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 January 2026, prices for Chicago to Cali flights are approximately 35% more expensive 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: 40% 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 $348.

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