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Cheap flights from Cali to Chicago 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 Cali to Chicago departing on 5/14. 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

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
1:53 pm - 12:24 am
CLO
-
ORD
10h 31m
1 stop
Spirit Airlines Logo
5:05 am - 12:58 pm
ORD
-
CLO
7h 53m
1 stop
$333Spirit Airlines
Wed, Apr 15 - Mon, Apr 20
Multiple Airlines Logo
1:53 pm - 12:24 am
CLO
-
ORD
10h 31m
1 stop
Multiple Airlines Logo
5:05 am - 10:20 am
ORD
-
CLO
29h 15m
3 stops
$349Multiple Airlines
Wed, Apr 15 - Mon, Apr 20
Spirit Airlines Logo
1:53 pm - 12:24 am
CLO
-
ORD
10h 31m
1 stop
Spirit Airlines Logo
7:15 pm - 12:58 pm
ORD
-
CLO
17h 43m
1 stop
$369Spirit Airlines
Wed, Apr 15 - Sun, Apr 19
Multiple Airlines Logo
1:53 pm - 9:17 pm
CLO
-
ORD
31h 24m
1 stop
Multiple Airlines Logo
7:15 pm - 1:07 pm
ORD
-
CLO
17h 52m
1 stop
$375Multiple Airlines
Fri, Apr 17 - Sun, May 3
Multiple Airlines Logo
1:53 pm - 12:24 am
CLO
-
ORD
10h 31m
1 stop
Multiple Airlines Logo
5:05 am - 11:40 pm
ORD
-
CLO
18h 35m
2 stops
$383Multiple Airlines
Wed, Apr 15 - Sun, Apr 19
Spirit Airlines Logo
1:53 pm - 9:12 pm
CLO
-
ORD
31h 19m
2 stops
Spirit Airlines Logo
7:15 pm - 1:07 pm
ORD
-
CLO
17h 52m
1 stop
$387Spirit Airlines
Fri, Apr 17 - Sun, May 3
Multiple Airlines Logo
1:53 pm - 10:23 am
CLO
-
ORD
20h 30m
2 stops
Multiple Airlines Logo
5:05 am - 1:15 pm
ORD
-
CLO
32h 10m
3 stops
$393Multiple Airlines
Wed, Apr 15 - Mon, Apr 20
Spirit Airlines Logo
1:53 pm - 10:23 am
CLO
-
ORD
20h 30m
2 stops
Spirit Airlines Logo
5:05 am - 12:58 pm
ORD
-
CLO
7h 53m
1 stop
$394Spirit Airlines
Wed, Apr 15 - Mon, Apr 20
Copa Airlines Logo
12:06 pm - 1:13 am
CLO
-
ORD
13h 07m
1 stop
Copa Airlines Logo
8:06 am - 5:36 pm
ORD
-
CLO
9h 30m
1 stop
$395Copa Airlines
Wed, Apr 22 - Wed, Apr 29
Multiple Airlines Logo
5:00 am - 12:24 am
CLO
-
ORD
19h 24m
3 stops
Multiple Airlines Logo
5:05 am - 10:20 am
ORD
-
CLO
29h 15m
3 stops
$396Multiple Airlines
Wed, Apr 15 - Mon, Apr 20

Copa Airlines flights from Cali to Chicago O'Hare Intl Airport

Our best Copa Airlines deals on Cali to Chicago O'Hare Intl Airport flight tickets
Copa Airlines
Apr 22
CLO12:06 pmCali Alfonso B. Aragon Intl
13h 07m
1 stop
ORD1:13 amChicago O'Hare Intl
Apr 29
ORD8:06 amChicago O'Hare Intl
9h 30m
1 stop
CLO5:36 pmCali Alfonso B. Aragon Intl
$395
Copa Airlines
Apr 18
CLO8:46 amCali Alfonso B. Aragon Intl
16h 27m
1 stop
ORD1:13 amChicago O'Hare Intl
Apr 26
ORD8:06 amChicago O'Hare Intl
9h 30m
1 stop
CLO5:36 pmCali Alfonso B. Aragon Intl
$426
Copa Airlines
May 4
CLO3:10 pmCali Alfonso B. Aragon Intl
10h 05m
1 stop
ORD1:15 amChicago O'Hare Intl
May 25
ORD3:21 pmChicago O'Hare Intl
8h 15m
1 stop
CLO11:36 pmCali Alfonso B. Aragon Intl
$427

American Airlines flights from Cali to Chicago O'Hare Intl Airport

Our best American Airlines deals on Cali to Chicago O'Hare Intl Airport flight tickets
American Airlines
Apr 15
CLO2:15 pmCali Alfonso B. Aragon Intl
17h 16m
2 stops
ORD7:31 amChicago O'Hare Intl
Apr 19
ORD8:46 pmChicago O'Hare Intl
16h 22m
2 stops
CLO1:08 pmCali Alfonso B. Aragon Intl
$404
American Airlines
Jun 4
CLO2:20 pmCali Alfonso B. Aragon Intl
10h 04m
1 stop
ORD12:24 amChicago O'Hare Intl
Aug 4
ORD9:58 amChicago O'Hare Intl
11h 02m
1 stop
CLO9:00 pmCali Alfonso B. Aragon Intl
$422
American Airlines
May 27
CLO11:59 pmCali Alfonso B. Aragon Intl
14h 21m
2 stops
ORD2:20 pmChicago O'Hare Intl
Jun 2
ORD6:00 pmChicago O'Hare Intl
19h 18m
1 stop
CLO1:18 pmCali Alfonso B. Aragon Intl
$433

momondo Fare Finder

 
Customize your flight search to find flights from Cali to Chicago O'Hare Intl Airport 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 29, 2026.
Use the filters below to find and compare flights from Cali to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Wed 4/15

1:53 pm-12:24 am

1 stop10h 31m

Chicago O'Hare Intl

Mon 4/20

5:05 am-12:58 pm

1 stop7h 53m

$333

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Wed 4/15

1:53 pm-12:24 am

1 stop10h 31m

Chicago O'Hare Intl

Mon 4/20

5:05 am-10:20 am

3 stops29h 15m

$349

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Wed 4/15

1:53 pm-12:24 am

1 stop10h 31m

Chicago O'Hare Intl

Sun 4/19

7:15 pm-12:58 pm

1 stop17h 43m

$369

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Fri 4/17

1:53 pm-9:17 pm

1 stop31h 24m

Chicago O'Hare Intl

Sun 5/3

7:15 pm-1:07 pm

1 stop17h 52m

$375

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Wed 4/15

1:53 pm-12:24 am

1 stop10h 31m

Chicago O'Hare Intl

Sun 4/19

5:05 am-11:40 pm

2 stops18h 35m

$383

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Fri 4/17

1:53 pm-9:12 pm

2 stops31h 19m

Chicago O'Hare Intl

Sun 5/3

7:15 pm-1:07 pm

1 stop17h 52m

$387

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Wed 4/15

1:53 pm-10:23 am

2 stops20h 30m

Chicago O'Hare Intl

Mon 4/20

5:05 am-1:15 pm

3 stops32h 10m

$393

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Wed 4/15

1:53 pm-10:23 am

2 stops20h 30m

Chicago O'Hare Intl

Mon 4/20

5:05 am-12:58 pm

1 stop7h 53m

$394

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Wed 4/22

12:06 pm-1:13 am

1 stop13h 07m

Chicago O'Hare Intl

Wed 4/29

8:06 am-5:36 pm

1 stop9h 30m

$395

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Wed 4/15

5:00 am-12:24 am

3 stops19h 24m

Chicago O'Hare Intl

Mon 4/20

5:05 am-10:20 am

3 stops29h 15m

$396

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 Chicago from

How to get the cheapest flight ticket from Cali to Chicago O'Hare Intl Airport

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 Cali and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of February is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Cali averaging around $416.

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Cali when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $476 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Cali for as low as $308 on momondo.

How have Cali to Chicago O'Hare Intl Airport flight prices changed over time?

As of March 2026, prices for Cali to Chicago O'Hare Intl Airport flights are approximately 39% more expensive when compared to flights at the same time last year.

When to book flights from Cali to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Cali to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Cali to Chicago O'Hare Intl Airport (CLO to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Cali to Chicago O'Hare Intl Airport

Fastest flight time

9h 13m

Direct flights

None
The fastest flight from Cali to Chicago O'Hare Intl Airport takes 9h 13m
There are no direct flights from Cali to Chicago O'Hare Intl Airport. There are no popular flight routes from Cali to Chicago O'Hare Intl Airport.
Search flight deals

  • How far is Cali Alfonso B. Aragon Intl to Chicago O'Hare Intl by plane?

    Chicago O'Hare Intl is 2751.4 mi away from Cali Alfonso B. Aragon Intl. Typically, this will take 9h 13m by plane in normal conditions.

  • When did momondo last update prices for flights from Cali Alfonso B. Aragon Intl Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Cali Alfonso B. Aragon Intl Airport to Chicago O'Hare Intl Airport were last updated today.

  • How many operators does momondo search for flights from Cali Alfonso B. Aragon Intl Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Cali Alfonso B. Aragon Intl Airport to Chicago O'Hare 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 Cali Alfonso B. Aragon Intl Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The necessary travel and health documents for your Chicago O'Hare 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 Cali to Chicago O'Hare Intl Airport?

Best airlines flying from Cali to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Cali to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
AviancaPriceFrom $330Free CancellationRating
6.5
2,505 reviews
Search Avianca flights
American AirlinesPriceFrom $403Free CancellationRating
7.1
11,524 reviews
Search American Airlines flights
Copa AirlinesPriceFrom $414Free CancellationRating
7.5
1,577 reviews
Search Copa Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Rosemont
Naperville
New Buffalo
Orland Park
Kenosha
Oak Brook
Joliet
Janesville
Racine
Hammond
Aurora
Elgin
Tinley Park
South Holland

Why use momondo?

Why should I use momondo to find a flight deal from Cali to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Cali to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Cali to Chicago with flexible booking policies on momondo?

Flights from Cali to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Cali to Chicago?

Once you have performed a search for Cali to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Cali to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Cali to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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