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Cheap flights from Cali to Chicago from $249

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 4/2. 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.
Multiple Airlines Logo
10:17 pm - 10:36 am
CLO
-
ORD
36h 19m
2 stops
Multiple Airlines Logo
5:05 am - 1:19 pm
ORD
-
CLO
8h 14m
1 stop
$327Multiple Airlines
Sun, Mar 8 - Tue, Mar 24
Spirit Airlines Logo
3:22 pm - 11:47 pm
CLO
-
ORD
9h 25m
1 stop
Spirit Airlines Logo
5:15 am - 2:15 pm
ORD
-
CLO
8h 00m
1 stop
$330Spirit Airlines
Wed, Feb 18 - Wed, Feb 25
Multiple Airlines Logo
2:24 pm - 5:15 pm
CLO
-
ORD
26h 51m
1 stop
Multiple Airlines Logo
6:36 pm - 1:19 pm
ORD
-
CLO
18h 43m
1 stop
$333Multiple Airlines
Sun, Mar 8 - Tue, Mar 24
Spirit Airlines Logo
3:22 pm - 11:47 pm
CLO
-
ORD
9h 25m
1 stop
Spirit Airlines Logo
5:05 am - 1:19 pm
ORD
-
CLO
8h 14m
1 stop
$349Spirit Airlines
Tue, Mar 3 - Wed, Mar 18
Spirit Airlines Logo
3:22 pm - 11:47 pm
CLO
-
ORD
9h 25m
1 stop
Spirit Airlines Logo
8:16 pm - 2:15 pm
ORD
-
CLO
16h 59m
1 stop
$357Spirit Airlines
Wed, Feb 18 - Wed, Feb 25
Spirit Airlines Logo
2:21 pm - 11:41 pm
CLO
-
ORD
9h 20m
1 stop
Spirit Airlines Logo
5:15 am - 1:15 pm
ORD
-
CLO
8h 00m
1 stop
$358Spirit Airlines
Fri, May 8 - Fri, May 15
Multiple Airlines Logo
2:24 pm - 10:36 am
CLO
-
ORD
20h 12m
1 stop
Multiple Airlines Logo
7:05 pm - 1:19 pm
ORD
-
CLO
18h 14m
2 stops
$368Multiple Airlines
Mon, Mar 23 - Mon, Mar 30
Multiple Airlines Logo
11:37 am - 7:47 pm
CLO
-
ORD
33h 10m
3 stops
Multiple Airlines Logo
8:16 pm - 2:15 pm
ORD
-
CLO
16h 59m
1 stop
$373Multiple Airlines
Tue, Feb 24 - Tue, Mar 3
Multiple Airlines Logo
2:24 pm - 10:36 am
CLO
-
ORD
20h 12m
1 stop
Multiple Airlines Logo
6:10 pm - 1:19 pm
ORD
-
CLO
19h 09m
1 stop
$375Multiple Airlines
Mon, Mar 23 - Mon, Mar 30
Multiple Airlines Logo
11:37 am - 11:47 pm
CLO
-
ORD
13h 10m
2 stops
Multiple Airlines Logo
8:16 pm - 2:15 pm
ORD
-
CLO
16h 59m
1 stop
$377Multiple Airlines
Tue, Feb 24 - Tue, Mar 3

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

Our best Spirit Airlines deals on Cali to Chicago O'Hare Intl Airport flight tickets
Spirit Airlines
Feb 18
CLO3:22 pmCali Alfonso B. Aragon Intl
9h 25m
1 stop
ORD11:47 pmChicago O'Hare Intl
Feb 25
ORD5:15 amChicago O'Hare Intl
8h 00m
1 stop
CLO2:15 pmCali Alfonso B. Aragon Intl
$330
Spirit Airlines
Mar 3
CLO3:22 pmCali Alfonso B. Aragon Intl
9h 25m
1 stop
ORD11:47 pmChicago O'Hare Intl
Mar 18
ORD5:05 amChicago O'Hare Intl
8h 14m
1 stop
CLO1:19 pmCali Alfonso B. Aragon Intl
$349
Spirit Airlines
Feb 18
CLO3:22 pmCali Alfonso B. Aragon Intl
9h 25m
1 stop
ORD11:47 pmChicago O'Hare Intl
Feb 25
ORD8:16 pmChicago O'Hare Intl
16h 59m
1 stop
CLO2:15 pmCali Alfonso B. Aragon Intl
$357

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
Feb 10
CLO3:20 pmCali Alfonso B. Aragon Intl
18h 45m
1 stop
ORD9:05 amChicago O'Hare Intl
Feb 16
ORD6:59 pmChicago O'Hare Intl
18h 21m
1 stop
CLO2:20 pmCali Alfonso B. Aragon Intl
$365
American Airlines
Feb 10
CLO3:20 pmCali Alfonso B. Aragon Intl
17h 02m
2 stops
ORD7:22 amChicago O'Hare Intl
Feb 16
ORD10:15 pmChicago O'Hare Intl
15h 05m
2 stops
CLO2:20 pmCali Alfonso B. Aragon Intl
$369
American Airlines
Feb 11
CLO3:20 pmCali Alfonso B. Aragon Intl
18h 45m
2 stops
ORD9:05 amChicago O'Hare Intl
Feb 18
ORD6:59 pmChicago O'Hare Intl
18h 21m
1 stop
CLO2:20 pmCali Alfonso B. Aragon Intl
$399

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 February 8, 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

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Sun 3/8

10:17 pm-10:36 am

2 stops36h 19m

Chicago O'Hare Intl

Tue 3/24

5:05 am-1:19 pm

1 stop8h 14m

$327

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Wed 2/18

3:22 pm-11:47 pm

1 stop9h 25m

Chicago O'Hare Intl

Wed 2/25

5:15 am-2:15 pm

1 stop8h 00m

$330

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Sun 3/8

2:24 pm-5:15 pm

1 stop26h 51m

Chicago O'Hare Intl

Tue 3/24

6:36 pm-1:19 pm

1 stop18h 43m

$333

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Tue 3/3

3:22 pm-11:47 pm

1 stop9h 25m

Chicago O'Hare Intl

Wed 3/18

5:05 am-1:19 pm

1 stop8h 14m

$349

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Wed 2/18

3:22 pm-11:47 pm

1 stop9h 25m

Chicago O'Hare Intl

Wed 2/25

8:16 pm-2:15 pm

1 stop16h 59m

$357

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Fri 5/8

2:21 pm-11:41 pm

1 stop9h 20m

Chicago O'Hare Intl

Fri 5/15

5:15 am-1:15 pm

1 stop8h 00m

$358

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Mon 3/23

2:24 pm-10:36 am

1 stop20h 12m

Chicago O'Hare Intl

Mon 3/30

7:05 pm-1:19 pm

2 stops18h 14m

$368

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Tue 2/24

11:37 am-7:47 pm

3 stops33h 10m

Chicago O'Hare Intl

Tue 3/3

8:16 pm-2:15 pm

1 stop16h 59m

$373

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Mon 3/23

2:24 pm-10:36 am

1 stop20h 12m

Chicago O'Hare Intl

Mon 3/30

6:10 pm-1:19 pm

1 stop19h 09m

$375

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Tue 2/24

11:37 am-11:47 pm

2 stops13h 10m

Chicago O'Hare Intl

Tue 3/3

8:16 pm-2:15 pm

1 stop16h 59m

$377

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

As of February 2026, prices for Cali to Chicago O'Hare Intl Airport flights are approximately 38% 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 20m

Direct flights

None
The fastest flight from Cali to Chicago O'Hare Intl Airport takes 9h 20m
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 20m 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
2,496 reviews
Search Avianca flights
American AirlinesPriceFrom $403Free CancellationRating
7.2
11,255 reviews
Search American Airlines flights
Copa AirlinesPriceFrom $414Free CancellationRating
7.5
1,557 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
Naperville
Rosemont
New Buffalo
Kenosha
Oak Brook
Joliet
Orland Park
Racine
Hammond
Janesville
Tinley Park
Elgin
Aurora
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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