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

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

What airlines fly to Cali?

Copa Airlines, Avianca and Spirit 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 63% 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?

Fort Lauderdale (FLL) has the shortest average layover time for this route: 1h 35m.

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 05m.

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

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

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

Panama City (PTY) was the most common stop: 42% of momondo users choosing 1-stop flights on this route connected there.

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 October 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.

$117 Cheap Flights from Chicago to Cali in 2025/26

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Chicago to Cali

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

3:26 pm - 2:08 pmORD-CLO

21h 42m1 stop

3:25 pm - 11:13 pmCLO-ORD

8h 48m1 stop

$292Spirit Airlines

Find Deal

Tue, Nov 11 - Thu, Nov 20

5:10 am - 2:08 pmORD-CLO

7h 58m1 stop

3:25 pm - 2:48 pmCLO-ORD

24h 23m2 stops

$302Spirit Airlines

Find Deal

Wed, Nov 12 - Wed, Nov 19

5:10 am - 2:08 pmORD-CLO

7h 58m1 stop

3:25 pm - 12:27 amCLO-ORD

10h 02m1 stop

$303Spirit Airlines

Find Deal

Sun, Nov 2 - Thu, Nov 6

5:10 am - 2:08 pmORD-CLO

7h 58m1 stop

10:25 pm - 4:25 pmCLO-ORD

43h 00m2 stops

$319Multiple Airlines

Find Deal

Tue, Nov 11 - Tue, Nov 18

5:10 am - 2:08 pmORD-CLO

7h 58m1 stop

10:25 pm - 4:25 pmCLO-ORD

43h 00m2 stops

$322Multiple Airlines

Find Deal

Wed, Nov 12 - Tue, Nov 18

10:20 pm - 9:30 amORD-CLO

10h 10m1 stop

9:50 am - 8:20 pmCLO-ORD

11h 30m1 stop

$326Avianca

Find Deal

Wed, Nov 5 - Sun, Nov 9

10:20 pm - 11:05 amORD-CLO

11h 45m1 stop

11:50 am - 8:20 pmCLO-ORD

9h 30m1 stop

$327Avianca

Find Deal

Thu, Jan 22 - Mon, Jan 26

2:07 pm - 11:37 pmORD-CLO

8h 30m1 stop

4:52 am - 12:46 pmCLO-ORD

8h 54m1 stop

$357Copa Airlines

Find Deal

Wed, Nov 12 - Tue, Nov 18

5:00 am - 2:20 pmORD-CLO

8h 20m1 stop

7:00 am - 5:58 pmCLO-ORD

11h 58m2 stops

$380American Airlines

Find Deal

Sat, Nov 29 - Sat, Dec 6

7:50 pm - 2:20 pmORD-CLO

17h 30m2 stops

3:20 pm - 9:05 amCLO-ORD

18h 45m2 stops

$393American Airlines

Find Deal

Thu, Jan 22 - Mon, Jan 26

Avianca flights from Chicago to Cali

Our best Avianca deals on Chicago to Cali flight tickets

Avianca

Nov 5

ORD10:20 pmChicago O'Hare Intl

10h 10m

1 stop

CLO9:30 amCali Alfonso B. Aragon Intl

Nov 9

CLO9:50 amCali Alfonso B. Aragon Intl

11h 30m

1 stop

ORD8:20 pmChicago O'Hare Intl

$326

Find similar

Avianca

Jan 22

ORD10:20 pmChicago O'Hare Intl

11h 45m

1 stop

CLO11:05 amCali Alfonso B. Aragon Intl

Jan 26

CLO11:50 amCali Alfonso B. Aragon Intl

9h 30m

1 stop

ORD8:20 pmChicago O'Hare Intl

$327

Find similar

Avianca

Oct 29

ORD11:20 pmChicago O'Hare Intl

11h 45m

1 stop

CLO11:05 amCali Alfonso B. Aragon Intl

Nov 5

CLO10:55 amCali Alfonso B. Aragon Intl

10h 25m

1 stop

ORD8:20 pmChicago O'Hare Intl

$329

Find similar

Spirit Airlines flights from Chicago to Cali

Our best Spirit Airlines deals on Chicago to Cali flight tickets

Spirit Airlines

Nov 11

ORD3:26 pmChicago O'Hare Intl

21h 42m

1 stop

CLO2:08 pmCali Alfonso B. Aragon Intl

Nov 20

CLO3:25 pmCali Alfonso B. Aragon Intl

8h 48m

1 stop

ORD11:13 pmChicago O'Hare Intl

$292

Find similar

Spirit Airlines

Nov 12

ORD5:10 amChicago O'Hare Intl

7h 58m

1 stop

CLO2:08 pmCali Alfonso B. Aragon Intl

Nov 19

CLO3:25 pmCali Alfonso B. Aragon Intl

24h 23m

2 stops

ORD2:48 pmChicago O'Hare Intl

$302

Find similar

Spirit Airlines

Nov 2

ORD5:10 amChicago O'Hare Intl

7h 58m

1 stop

CLO2:08 pmCali Alfonso B. Aragon Intl

Nov 6

CLO3:25 pmCali Alfonso B. Aragon Intl

10h 02m

1 stop

ORD12:27 amChicago O'Hare Intl

$303

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Tue 11/11

3:26 pm-2:08 pm

1 stop21h 42m

Cali Alfonso B. Aragon Intl

Thu 11/20

3:25 pm-11:13 pm

1 stop8h 48m

$292

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Wed 11/12

5:10 am-2:08 pm

1 stop7h 58m

Cali Alfonso B. Aragon Intl

Wed 11/19

3:25 pm-2:48 pm

2 stops24h 23m

$302

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sun 11/2

5:10 am-2:08 pm

1 stop7h 58m

Cali Alfonso B. Aragon Intl

Thu 11/6

3:25 pm-12:27 am

1 stop10h 02m

$303

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Tue 11/11

5:10 am-2:08 pm

1 stop7h 58m

Cali Alfonso B. Aragon Intl

Tue 11/18

10:25 pm-4:25 pm

2 stops43h 00m

$319

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Wed 11/12

5:10 am-2:08 pm

1 stop7h 58m

Cali Alfonso B. Aragon Intl

Tue 11/18

10:25 pm-4:25 pm

2 stops43h 00m

$322

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Wed 11/5

10:20 pm-9:30 am

1 stop10h 10m

Cali Alfonso B. Aragon Intl

Sun 11/9

9:50 am-8:20 pm

1 stop11h 30m

$326

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Thu 1/22

10:20 pm-11:05 am

1 stop11h 45m

Cali Alfonso B. Aragon Intl

Mon 1/26

11:50 am-8:20 pm

1 stop9h 30m

$327

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Wed 11/12

2:07 pm-11:37 pm

1 stop8h 30m

Cali Alfonso B. Aragon Intl

Tue 11/18

4:52 am-12:46 pm

1 stop8h 54m

$357

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 11/29

5:00 am-2:20 pm

1 stop8h 20m

Cali Alfonso B. Aragon Intl

Sat 12/6

7:00 am-5:58 pm

2 stops11h 58m

$380

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Thu 1/22

7:50 pm-2:20 pm

2 stops17h 30m

Cali Alfonso B. Aragon Intl

Mon 1/26

3:20 pm-9:05 am

2 stops18h 45m

$393

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 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 $487 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 2% 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 October 2025, prices for Chicago to Cali flights are approximately 24% 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

Direct flights	None

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. 7h 58m 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 October 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 (50% of total bookings). The next most popular airlines are Avianca (26%), Spirit Airlines (18%), 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 $317	Free Cancellation	Rating 6.3 8,099 reviews	Search Spirit Airlines flights
Avianca	PriceFrom $330	Free Cancellation	Rating 6.6 2,452 reviews	Search Avianca flights
American Airlines	PriceFrom $348	Free Cancellation	Rating 7.2 11,040 reviews	Search American Airlines flights
Copa Airlines	PriceFrom $351	Free Cancellation	Rating 7.6 1,551 reviews	Search Copa Airlines flights
LATAM Airlines	PriceFrom $624	Free Cancellation	Rating 7.5 1,866 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.

Start using Trips

Find my bookings

Get notified when prices go down

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

1 adult

Sat 11/15

Sat 11/22

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Colombia

Airports servicing Colombia

Popular cities in Colombia

Flights to Bogotáfrom $182

Flights to Medellínfrom $165

Flights to Cartagenafrom $182

Flights to Pereirafrom $286

Flights to Santa Martafrom $301

Flights to Barranquillafrom $224

Flights to San Andrésfrom $319

Flights to Bucaramangafrom $202

Flights to Cúcutafrom $277

Flights to Armeniafrom $274

Flights to Monteríafrom $438

Flights to Leticiafrom $451

Fly to other destinations from Chicago

Flights from Chicago Midway to Asheville Regional

Flights from Chicago O'Hare Intl to Nashville Intl

Flights from Chicago O'Hare Intl to Baltimore/Washington

Flights from Chicago O'Hare Intl to Minneapolis St Paul

Flights from Chicago Midway to Philadelphia

Flights from Chicago Midway to Atlanta Hartsfield-Jackson

Cheap flights from Chicago to Cali from $117

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 11/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Chicago to Cali

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Avianca flights from Chicago to Cali

Our best Avianca deals on Chicago to Cali flight tickets

Spirit Airlines flights from Chicago to Cali

Our best Spirit Airlines deals on Chicago to Cali flight tickets

momondo Fare Finder

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

See travel insights to Cali from

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 2% 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 October 2025, prices for Chicago to Cali flights are approximately 24% 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, Avianca, and United Airlines 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?

Panama City (PTY) was the most common stop: 42% 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 05m.

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

Fort Lauderdale (FLL) has the shortest average layover time for this route: 1h 35m.

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

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