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Cheap flights from Chicago to Cali from $135

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 5/20. 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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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
5:05 am - 1:19 pm
ORD
-
CLO
8h 14m
1 stop
Spirit Airlines Logo
1:53 pm - 12:24 am
CLO
-
ORD
10h 31m
1 stop
$323Spirit Airlines
Sat, Apr 11 - Sat, Apr 25
Spirit Airlines Logo
5:05 am - 12:58 pm
ORD
-
CLO
7h 53m
1 stop
Spirit Airlines Logo
1:53 pm - 12:24 am
CLO
-
ORD
10h 31m
1 stop
$324Spirit Airlines
Wed, Apr 15 - Wed, Apr 22
Multiple Airlines Logo
7:20 am - 1:19 pm
ORD
-
CLO
29h 59m
1 stop
Multiple Airlines Logo
1:53 pm - 9:17 pm
CLO
-
ORD
31h 24m
1 stop
$334Multiple Airlines
Mon, Apr 13 - Mon, Apr 20
Spirit Airlines Logo
6:10 pm - 1:19 pm
ORD
-
CLO
19h 09m
1 stop
Spirit Airlines Logo
2:24 pm - 11:17 pm
CLO
-
ORD
8h 53m
1 stop
$335Spirit Airlines
Tue, Mar 17 - Tue, Mar 24
Spirit Airlines Logo
5:05 am - 1:19 pm
ORD
-
CLO
8h 14m
1 stop
Spirit Airlines Logo
1:53 pm - 12:24 am
CLO
-
ORD
10h 31m
1 stop
$336Spirit Airlines
Sun, Apr 12 - Fri, Apr 17
Copa Airlines Logo
8:06 am - 5:36 pm
ORD
-
CLO
9h 30m
1 stop
Copa Airlines Logo
12:06 pm - 1:13 am
CLO
-
ORD
13h 07m
1 stop
$345Copa Airlines
Mon, Apr 13 - Mon, Apr 20
Avianca Logo
11:20 pm - 10:20 am
ORD
-
CLO
11h 00m
1 stop
Avianca Logo
11:10 am - 9:20 pm
CLO
-
ORD
10h 10m
1 stop
$349Avianca
Mon, Mar 30 - Wed, Apr 8
Multiple Airlines Logo
4:34 pm - 12:58 pm
ORD
-
CLO
44h 24m
2 stops
Multiple Airlines Logo
1:53 pm - 9:17 pm
CLO
-
ORD
31h 24m
1 stop
$352Multiple Airlines
Mon, Apr 13 - Mon, Apr 20
Multiple Airlines Logo
7:17 am - 8:16 am
ORD
-
CLO
24h 59m
2 stops
Multiple Airlines Logo
2:24 pm - 11:17 pm
CLO
-
ORD
8h 53m
1 stop
$353Multiple Airlines
Tue, Mar 17 - Tue, Mar 24
Spirit Airlines Logo
6:10 pm - 1:19 pm
ORD
-
CLO
19h 09m
1 stop
Spirit Airlines Logo
2:24 pm - 5:15 pm
CLO
-
ORD
26h 51m
1 stop
$354Spirit Airlines
Mon, Mar 30 - Wed, Apr 8

Avianca flights from Chicago to Cali

Our best Avianca deals on Chicago to Cali flight tickets
Avianca
Mar 30
ORD11:20 pmChicago O'Hare Intl
11h 00m
1 stop
CLO10:20 amCali Alfonso B. Aragon Intl
Apr 8
CLO11:10 amCali Alfonso B. Aragon Intl
10h 10m
1 stop
ORD9:20 pmChicago O'Hare Intl
$349
Avianca
Apr 9
ORD11:20 pmChicago O'Hare Intl
18h 25m
1 stop
CLO5:45 pmCali Alfonso B. Aragon Intl
Apr 12
CLO9:55 pmCali Alfonso B. Aragon Intl
23h 25m
1 stop
ORD9:20 pmChicago O'Hare Intl
$374
Avianca
Mar 22
ORD11:20 pmChicago O'Hare Intl
18h 45m
1 stop
CLO6:05 pmCali Alfonso B. Aragon Intl
May 3
CLO6:30 pmCali Alfonso B. Aragon Intl
26h 50m
1 stop
ORD9:20 pmChicago O'Hare Intl
$395

Spirit Airlines flights from Chicago to Cali

Our best Spirit Airlines deals on Chicago to Cali flight tickets
Spirit Airlines
Apr 11
ORD5:05 amChicago O'Hare Intl
8h 14m
1 stop
CLO1:19 pmCali Alfonso B. Aragon Intl
Apr 25
CLO1:53 pmCali Alfonso B. Aragon Intl
10h 31m
1 stop
ORD12:24 amChicago O'Hare Intl
$323
Spirit Airlines
Apr 15
ORD5:05 amChicago O'Hare Intl
7h 53m
1 stop
CLO12:58 pmCali Alfonso B. Aragon Intl
Apr 22
CLO1:53 pmCali Alfonso B. Aragon Intl
10h 31m
1 stop
ORD12:24 amChicago O'Hare Intl
$324
Spirit Airlines
Apr 12
ORD5:05 amChicago O'Hare Intl
8h 14m
1 stop
CLO1:19 pmCali Alfonso B. Aragon Intl
Apr 17
CLO1:53 pmCali Alfonso B. Aragon Intl
10h 31m
1 stop
ORD12:24 amChicago O'Hare Intl
$336

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 March 1, 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

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 4/11

5:05 am-1:19 pm

1 stop8h 14m

Cali Alfonso B. Aragon Intl

Sat 4/25

1:53 pm-12:24 am

1 stop10h 31m

$323

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Wed 4/15

5:05 am-12:58 pm

1 stop7h 53m

Cali Alfonso B. Aragon Intl

Wed 4/22

1:53 pm-12:24 am

1 stop10h 31m

$324

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Mon 4/13

7:20 am-1:19 pm

1 stop29h 59m

Cali Alfonso B. Aragon Intl

Mon 4/20

1:53 pm-9:17 pm

1 stop31h 24m

$334

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Tue 3/17

6:10 pm-1:19 pm

1 stop19h 09m

Cali Alfonso B. Aragon Intl

Tue 3/24

2:24 pm-11:17 pm

1 stop8h 53m

$335

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sun 4/12

5:05 am-1:19 pm

1 stop8h 14m

Cali Alfonso B. Aragon Intl

Fri 4/17

1:53 pm-12:24 am

1 stop10h 31m

$336

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Mon 4/13

8:06 am-5:36 pm

1 stop9h 30m

Cali Alfonso B. Aragon Intl

Mon 4/20

12:06 pm-1:13 am

1 stop13h 07m

$345

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Mon 3/30

11:20 pm-10:20 am

1 stop11h 00m

Cali Alfonso B. Aragon Intl

Wed 4/8

11:10 am-9:20 pm

1 stop10h 10m

$349

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Mon 4/13

4:34 pm-12:58 pm

2 stops44h 24m

Cali Alfonso B. Aragon Intl

Mon 4/20

1:53 pm-9:17 pm

1 stop31h 24m

$352

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Tue 3/17

7:17 am-8:16 am

2 stops24h 59m

Cali Alfonso B. Aragon Intl

Tue 3/24

2:24 pm-11:17 pm

1 stop8h 53m

$353

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Mon 3/30

6:10 pm-1:19 pm

1 stop19h 09m

Cali Alfonso B. Aragon Intl

Wed 4/8

2:24 pm-5:15 pm

1 stop26h 51m

$354

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 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 February is your next best option. Flight prices from Chicago to Cali during February average around $307.

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 $470 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 $351 on momondo.

Can stopping save me money on Chicago to Cali flights?

You could potentially save up to 11% 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 March 2026, prices for Chicago to Cali flights are approximately 87% 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 14m

Direct flights

None
The fastest flight from Chicago to Cali takes 8h 14m
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 14m 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
Spirit AirlinesPriceFrom $120Free CancellationRating
6.3
8,489 reviews
Search Spirit Airlines flights
AviancaPriceFrom $180Free CancellationRating
6.5
2,494 reviews
Search Avianca flights
Copa AirlinesPriceFrom $290Free CancellationRating
7.5
1,557 reviews
Search Copa Airlines flights
American AirlinesPriceFrom $348Free CancellationRating
7.1
11,373 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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