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Cheap flights from Chicago to Cali from $229

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 7/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Cali

Cheap round-trip flights

Enter your travel dates to find the best prices.
Copa Airlines Logo
3:21 pm - 2:10 pm
ORD
-
CLO
22h 49m
1 stop
Copa Airlines Logo
12:08 pm - 1:02 am
CLO
-
ORD
12h 54m
1 stop
$450Copa Airlines
Wed, Jul 8 - Wed, Aug 26
Avianca Logo
11:20 pm - 10:20 am
ORD
-
CLO
11h 00m
1 stop
Avianca Logo
9:45 am - 9:20 pm
CLO
-
ORD
11h 35m
1 stop
$457Avianca
Sun, Jul 19 - Tue, Jul 28
American Airlines Logo
5:00 am - 1:15 pm
ORD
-
CLO
8h 15m
1 stop
American Airlines Logo
2:55 pm - 11:42 pm
CLO
-
ORD
8h 47m
1 stop
$462American Airlines
Tue, Aug 25 - Wed, Oct 28
Avianca Logo
11:20 pm - 9:00 am
ORD
-
CLO
9h 40m
1 stop
Avianca Logo
9:55 pm - 9:20 pm
CLO
-
ORD
23h 25m
1 stop
$463Avianca
Sat, Aug 22 - Sun, Aug 30
Avianca Logo
11:20 pm - 9:00 am
ORD
-
CLO
9h 40m
1 stop
Avianca Logo
9:55 pm - 9:20 pm
CLO
-
ORD
23h 25m
1 stop
$464Avianca
Sat, Aug 22 - Sun, Aug 30
Copa Airlines Logo
3:21 pm - 2:10 pm
ORD
-
CLO
22h 49m
1 stop
Copa Airlines Logo
5:05 am - 4:00 am
CLO
-
ORD
22h 55m
1 stop
$465Copa Airlines
Sat, Jul 4 - Sat, Jul 11
American Airlines Logo
6:59 pm - 1:15 pm
ORD
-
CLO
18h 16m
1 stop
American Airlines Logo
2:55 pm - 8:24 am
CLO
-
ORD
17h 29m
2 stops
$467American Airlines
Tue, Aug 25 - Wed, Oct 28
Copa Airlines Logo
2:13 pm - 5:32 pm
ORD
-
CLO
26h 19m
1 stop
Copa Airlines Logo
3:12 pm - 12:11 am
CLO
-
ORD
9h 59m
1 stop
$472Copa Airlines
Thu, Nov 26 - Wed, Dec 2
Avianca Logo
11:20 pm - 12:00 pm
ORD
-
CLO
12h 40m
1 stop
Avianca Logo
4:30 pm - 9:20 pm
CLO
-
ORD
28h 50m
1 stop
$480Avianca
Sat, Aug 22 - Sun, Aug 30
American Airlines Logo
8:58 pm - 1:15 pm
ORD
-
CLO
16h 17m
2 stops
American Airlines Logo
2:55 pm - 8:24 am
CLO
-
ORD
17h 29m
2 stops
$484American Airlines
Tue, Aug 25 - Wed, Oct 28

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Copa Airlines flights from Chicago to Cali

Our best Copa Airlines deals on Chicago to Cali flight tickets
Copa Airlines
Jul 8
ORD3:21 pmChicago O'Hare Intl
22h 49m
1 stop
CLO2:10 pmCali Alfonso B. Aragon Intl
Aug 26
CLO12:08 pmCali Alfonso B. Aragon Intl
12h 54m
1 stop
ORD1:02 amChicago O'Hare Intl
$450
Copa Airlines
Jul 4
ORD3:21 pmChicago O'Hare Intl
22h 49m
1 stop
CLO2:10 pmCali Alfonso B. Aragon Intl
Jul 11
CLO5:05 amCali Alfonso B. Aragon Intl
22h 55m
1 stop
ORD4:00 amChicago O'Hare Intl
$465
Copa Airlines
Aug 22
ORD3:21 pmChicago O'Hare Intl
22h 51m
1 stop
CLO2:12 pmCali Alfonso B. Aragon Intl
Aug 30
CLO12:08 pmCali Alfonso B. Aragon Intl
12h 54m
1 stop
ORD1:02 amChicago O'Hare Intl
$472

American Airlines flights from Chicago to Cali

Our best American Airlines deals on Chicago to Cali flight tickets
American Airlines
Jun 19
ORD6:10 amChicago O'Hare Intl
14h 50m
1 stop
CLO9:00 pmCali Alfonso B. Aragon Intl
Jun 27
CLO11:59 pmCali Alfonso B. Aragon Intl
9h 10m
1 stop
ORD9:09 amChicago O'Hare Intl
$462
American Airlines
Aug 25
ORD8:58 pmChicago O'Hare Intl
16h 17m
2 stops
CLO1:15 pmCali Alfonso B. Aragon Intl
Oct 28
CLO2:55 pmCali Alfonso B. Aragon Intl
17h 29m
2 stops
ORD8:24 amChicago O'Hare Intl
$484
American Airlines
Jun 19
ORD6:10 amChicago O'Hare Intl
14h 50m
1 stop
CLO9:00 pmCali Alfonso B. Aragon Intl
Jun 22
CLO11:59 pmCali Alfonso B. Aragon Intl
22h 01m
1 stop
ORD10:00 pmChicago O'Hare Intl
$492

momondo 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, momondo users made 832,500 searches. Data last updated June 16, 2026.
Use the filters below to find and compare flights from Chicago to Cali that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Wed 7/8

3:21 pm-2:10 pm

1 stop22h 49m

Cali Alfonso B. Aragon Intl

Wed 8/26

12:08 pm-1:02 am

1 stop12h 54m

$450

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sun 7/19

11:20 pm-10:20 am

1 stop11h 00m

Cali Alfonso B. Aragon Intl

Tue 7/28

9:45 am-9:20 pm

1 stop11h 35m

$457
Quickest round-trip

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Tue 8/25

5:00 am-1:15 pm

1 stop8h 15m

Cali Alfonso B. Aragon Intl

Wed 10/28

2:55 pm-11:42 pm

1 stop8h 47m

$462

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 8/22

11:20 pm-9:00 am

1 stop9h 40m

Cali Alfonso B. Aragon Intl

Sun 8/30

9:55 pm-9:20 pm

1 stop23h 25m

$463

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 8/22

11:20 pm-9:00 am

1 stop9h 40m

Cali Alfonso B. Aragon Intl

Sun 8/30

9:55 pm-9:20 pm

1 stop23h 25m

$464

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 7/4

3:21 pm-2:10 pm

1 stop22h 49m

Cali Alfonso B. Aragon Intl

Sat 7/11

5:05 am-4:00 am

1 stop22h 55m

$465

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Tue 8/25

6:59 pm-1:15 pm

1 stop18h 16m

Cali Alfonso B. Aragon Intl

Wed 10/28

2:55 pm-8:24 am

2 stops17h 29m

$467

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Thu 11/26

2:13 pm-5:32 pm

1 stop26h 19m

Cali Alfonso B. Aragon Intl

Wed 12/2

3:12 pm-12:11 am

1 stop9h 59m

$472

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 8/22

11:20 pm-12:00 pm

1 stop12h 40m

Cali Alfonso B. Aragon Intl

Sun 8/30

4:30 pm-9:20 pm

1 stop28h 50m

$480

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Tue 8/25

8:58 pm-1:15 pm

2 stops16h 17m

Cali Alfonso B. Aragon Intl

Wed 10/28

2:55 pm-8:24 am

2 stops17h 29m

$484

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 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 December. Flight prices, which tend to average around $100, are often lower during this time because this is during the off-season. If you’re not able to fly to Cali in December, then September is your next best option. Flight prices from Chicago to Cali during September average around $105.

How far in advance should I book a flight from Chicago 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 $464 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 $349 on momondo.

Can stopping save me money on Chicago to Cali flights?

You could potentially save up to 40% 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 June 2026, prices for Chicago to Cali flights are approximately 26% 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 18m

Direct flights

None
The fastest flight from Chicago to Cali takes 8h 18m
There are no direct flights from Chicago to Cali. There are no popular flight routes from Chicago to Cali.
Search flight deals

Frequently asked questions about flying from Chicago to Cali

  • 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 18m 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?

  • 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?

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
Copa AirlinesPriceFrom $285Free CancellationRating
7.6
1,569 reviews
Search Copa Airlines flights
AviancaPriceFrom $330Free CancellationRating
6.5
2,533 reviews
Search Avianca flights
American AirlinesPriceFrom $348Free CancellationRating
7.1
11,667 reviews
Search American 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.

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