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 offers the lowest fares from Chicago to Cali?

Flights via Panama City (PTY) offer the lowest average round-trip price of $297.

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

Spirit Airlines is the most popular carrier operating from Chicago to Cali Alfonso B. Aragon Intl

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

Fort Lauderdale (FLL) was the most common stop: 39% 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.

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 72% 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.

$92 Cheap Flights from Chicago to Cali in 2026

Q: What is the typical price of a round-trip flight between Chicago and Cali?

Prices are currently low for flights on this route. Typical prices usually range from $368 to $523. The lowest price recently found on this route was $273.

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Round-trip

One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

5:32 pm - 2:15 pm

ORD

CLO

19h 43m

1 stop

3:22 pm - 11:47 pm

CLO

ORD

9h 25m

1 stop

$273Spirit Airlines

Sat, Feb 7 - Sat, Feb 14

7:34 am - 5:49 pm

ORD

CLO

9h 15m

1 stop

5:03 am - 1:31 pm

CLO

ORD

8h 28m

1 stop

$297Copa Airlines

Thu, Mar 5 - Thu, Mar 12

8:43 pm - 2:15 pm

ORD

CLO

16h 32m

1 stop

3:22 pm - 11:47 pm

CLO

ORD

9h 25m

1 stop

$298Spirit Airlines

Fri, Feb 6 - Fri, Feb 20

11:20 pm - 12:51 pm

ORD

CLO

13h 31m

1 stop

9:57 pm - 1:15 pm

CLO

ORD

15h 18m

1 stop

$301Avianca

Sat, Mar 28 - Fri, Apr 10

7:34 am - 5:50 pm

ORD

CLO

9h 16m

1 stop

8:48 am - 12:04 am

CLO

ORD

16h 16m

1 stop

$307Copa Airlines

Mon, Feb 2 - Wed, Feb 25

5:15 am - 2:15 pm

ORD

CLO

8h 00m

1 stop

3:22 pm - 11:47 pm

CLO

ORD

9h 25m

1 stop

$315Spirit Airlines

Thu, Feb 5 - Sat, Feb 21

5:32 pm - 2:15 pm

ORD

CLO

19h 43m

1 stop

3:22 pm - 7:54 am

CLO

ORD

17h 32m

2 stops

$326Spirit Airlines

Sat, Feb 7 - Sat, Feb 14

4:43 pm - 2:15 pm

ORD

CLO

20h 32m

1 stop

3:22 pm - 7:11 pm

CLO

ORD

28h 49m

1 stop

$329Spirit Airlines

Sat, Feb 14 - Mon, Feb 23

8:43 pm - 2:15 pm

ORD

CLO

16h 32m

1 stop

3:22 pm - 7:54 am

CLO

ORD

17h 32m

2 stops

$334Spirit Airlines

Fri, Feb 6 - Fri, Feb 20

4:42 pm - 2:15 pm

ORD

CLO

20h 33m

2 stops

3:22 pm - 11:22 am

CLO

ORD

21h 00m

1 stop

$344Multiple Airlines

Sat, Feb 14 - Mon, Feb 23

Copa Airlines flights from Chicago to Cali

Our best Copa Airlines deals on Chicago to Cali flight tickets

Copa Airlines

Mar 5

ORD7:34 amChicago O'Hare Intl

9h 15m

1 stop

CLO5:49 pmCali Alfonso B. Aragon Intl

Mar 12

CLO5:03 amCali Alfonso B. Aragon Intl

8h 28m

1 stop

ORD1:31 pmChicago O'Hare Intl

$297

Copa Airlines

Feb 2

ORD7:34 amChicago O'Hare Intl

15h 02m

1 stop

CLO11:36 pmCali Alfonso B. Aragon Intl

Feb 25

CLO5:03 amCali Alfonso B. Aragon Intl

8h 28m

1 stop

ORD12:31 pmChicago O'Hare Intl

$307

Copa Airlines

Jan 22

ORD7:35 amChicago O'Hare Intl

9h 02m

1 stop

CLO5:37 pmCali Alfonso B. Aragon Intl

Jan 26

CLO12:03 pmCali Alfonso B. Aragon Intl

13h 21m

1 stop

ORD12:24 amChicago O'Hare Intl

$397

Avianca flights from Chicago to Cali

Our best Avianca deals on Chicago to Cali flight tickets

Avianca

Mar 28

ORD11:20 pmChicago O'Hare Intl

13h 31m

1 stop

CLO12:51 pmCali Alfonso B. Aragon Intl

Apr 10

CLO9:57 pmCali Alfonso B. Aragon Intl

15h 18m

1 stop

ORD1:15 pmChicago O'Hare Intl

$301

Avianca

Mar 7

ORD10:20 pmChicago O'Hare Intl

10h 50m

1 stop

CLO10:10 amCali Alfonso B. Aragon Intl

Mar 14

CLO10:55 amCali Alfonso B. Aragon Intl

10h 25m

1 stop

ORD9:20 pmChicago O'Hare Intl

$351

Avianca

Jun 5

ORD2:35 pmChicago O'Hare Intl

8h 17m

1 stop

CLO10:52 pmCali Alfonso B. Aragon Intl

Jun 8

CLO4:24 amCali Alfonso B. Aragon Intl

8h 51m

1 stop

ORD1:15 pmChicago O'Hare Intl

$401

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 2/7

5:32 pm-2:15 pm

1 stop19h 43m

Cali Alfonso B. Aragon Intl

Sat 2/14

3:22 pm-11:47 pm

1 stop9h 25m

$273

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Thu 3/5

7:34 am-5:49 pm

1 stop9h 15m

Cali Alfonso B. Aragon Intl

Thu 3/12

5:03 am-1:31 pm

1 stop8h 28m

$297

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Fri 2/6

8:43 pm-2:15 pm

1 stop16h 32m

Cali Alfonso B. Aragon Intl

Fri 2/20

3:22 pm-11:47 pm

1 stop9h 25m

$298

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 3/28

11:20 pm-12:51 pm

1 stop13h 31m

Cali Alfonso B. Aragon Intl

Fri 4/10

9:57 pm-1:15 pm

1 stop15h 18m

$301

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Mon 2/2

7:34 am-5:50 pm

1 stop9h 16m

Cali Alfonso B. Aragon Intl

Wed 2/25

8:48 am-12:04 am

1 stop16h 16m

$307

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Thu 2/5

5:15 am-2:15 pm

1 stop8h 00m

Cali Alfonso B. Aragon Intl

Sat 2/21

3:22 pm-11:47 pm

1 stop9h 25m

$315

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 2/7

5:32 pm-2:15 pm

1 stop19h 43m

Cali Alfonso B. Aragon Intl

Sat 2/14

3:22 pm-7:54 am

2 stops17h 32m

$326

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 2/14

4:43 pm-2:15 pm

1 stop20h 32m

Cali Alfonso B. Aragon Intl

Mon 2/23

3:22 pm-7:11 pm

1 stop28h 49m

$329

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Fri 2/6

8:43 pm-2:15 pm

1 stop16h 32m

Cali Alfonso B. Aragon Intl

Fri 2/20

3:22 pm-7:54 am

2 stops17h 32m

$334

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 2/14

4:42 pm-2:15 pm

2 stops20h 33m

Cali Alfonso B. Aragon Intl

Mon 2/23

3:22 pm-11:22 am

1 stop21h 00m

$344

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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 typical price of a round-trip flight between Chicago and Cali?

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 $485 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.

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 (44% of total bookings). The next most popular airlines are Avianca (30%), Spirit Airlines (17%), and American Airlines (9%).

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 $120	Free Cancellation	Rating 6.3 8,364 reviews	Search Spirit Airlines flights
Avianca	PriceFrom $180	Free Cancellation	Rating 6.6 2,496 reviews	Search Avianca flights
American Airlines	PriceFrom $295	Free Cancellation	Rating 7.2 11,174 reviews	Search American Airlines flights
Copa Airlines	PriceFrom $320	Free Cancellation	Rating 7.6 1,557 reviews	Search Copa Airlines flights
LATAM Airlines	PriceFrom $387	Free Cancellation	Rating 7.5 1,913 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 $164

Flights to Medellínfrom $168

Flights to Cartagenafrom $139

Flights to Pereirafrom $244

Flights to Santa Martafrom $257

Flights to Barranquillafrom $206

Flights to San Andrésfrom $292

Flights to Cúcutafrom $245

Flights to Armeniafrom $168

Flights to Bucaramangafrom $281

Flights to Monteríafrom $434

Flights to Leticiafrom $469

Cheap flights from Chicago to Cali from $92

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 2/7. 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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Our best Avianca 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 typical price of a round-trip flight between Chicago and Cali?

What is the cheapest month to fly to Cali?

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

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 is the most popular carrier 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: 39% 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 Panama City (PTY) offer the lowest average round-trip price of $297.

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