ORD - CLO

$183 Find Cheap Flights from Chicago to Cali - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Cali departing on 8/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$408
Typical prices: $385-$472
Multiple Airlines
Mon 11/9Sun 11/15
ORD - CLO • 2 stops
Cheapest one-way
$183
Typical prices: $190-$276
United Airlines
Wed 8/5
ORD - CLO • 2 stops
Top airlines
Cheapest • from $411 (round-trip)
Best reviews • 7.6 score
Airline reviews
Airline reviews
+1
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Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Chicago and Cali. You'll need at least 1 connection.
Insights
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Insights
Top layover airports
Cheapest • Avg $598 (round-trip)
Shortest trip • 9h 13m (one-way)
Insights
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When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 16% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 37% price drop
Most popular
Good to know
Good to know
+1
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Good to know
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We hope you love your trip to Cali!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Cali (ORD-CLO)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Cali that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Cali

Mon, Nov 9 - Sun, Nov 15
Multiple Airlines Logo
6:30 pm - 11:55 am
ORD
-
CLO
16h 25m
2 stops
Multiple Airlines Logo
4:38 am - 12:45 am
CLO
-
ORD
21h 07m
2 stops
$408Multiple Airlines
Sat, Aug 22 - Sun, Aug 30
United Airlines Logo
9:35 pm - 5:33 pm
ORD
-
CLO
19h 58m
2 stops
United Airlines Logo
12:08 pm - 9:09 am
CLO
-
ORD
21h 01m
2 stops
$411United Airlines
Sat, Oct 17 - Wed, Oct 21
United Airlines Logo
9:38 pm - 5:37 pm
ORD
-
CLO
19h 59m
2 stops
United Airlines Logo
5:00 am - 9:42 pm
CLO
-
ORD
16h 42m
2 stops
$411United Airlines
Wed, Sep 9 - Wed, Sep 16
Copa Airlines Logo
3:20 pm - 11:08 am
ORD
-
CLO
19h 48m
1 stop
Copa Airlines Logo
8:48 am - 1:02 am
CLO
-
ORD
16h 14m
1 stop
$450Copa Airlines
Sun, Sep 13 - Sun, Sep 20
Copa Airlines Logo
3:20 pm - 2:12 pm
ORD
-
CLO
22h 52m
1 stop
Copa Airlines Logo
12:08 pm - 1:02 am
CLO
-
ORD
12h 54m
1 stop
$450Copa Airlines
Mon, Sep 14 - Fri, Sep 18
Copa Airlines Logo
3:20 pm - 11:08 am
ORD
-
CLO
19h 48m
1 stop
Copa Airlines Logo
12:08 pm - 1:02 am
CLO
-
ORD
12h 54m
1 stop
$450Copa Airlines
Thu, Sep 10 - Thu, Sep 17
Avianca Logo
11:20 pm - 12:25 pm
ORD
-
CLO
13h 05m
1 stop
Avianca Logo
11:10 am - 9:20 pm
CLO
-
ORD
10h 10m
1 stop
$457Avianca
Fri, Aug 21 - Thu, Sep 10
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
$459Avianca
Tue, Nov 3 - Tue, Nov 10
American Airlines Logo
9:06 pm - 2:20 pm
ORD
-
CLO
16h 14m
2 stops
American Airlines Logo
3:20 pm - 8:00 am
CLO
-
ORD
17h 40m
1 stop
$467American Airlines
Tue, Nov 3 - Tue, Nov 10
American Airlines Logo
9:06 pm - 2:20 pm
ORD
-
CLO
16h 14m
2 stops
American Airlines Logo
3:20 pm - 7:34 am
CLO
-
ORD
17h 14m
2 stops
$467American Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Cali flights

Get data-powered insights and trends into flights from Chicago to Cali to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago O'Hare Intl Airport to Cali?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago O'Hare Intl Airport to Cali departing in November.

Flight prices are below average for this route right now.

Flights to Cali from Chicago O'Hare Intl Airport usually cost between $411 and $611 in November.
The lowest price found in the past 5 days was $408 on Multiple Airlines (Nov 9-Nov 15).

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Cali, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Cali is February, where tickets cost $307 (return) on average. On the other hand, the most expensive months are December and May, where the average cost of round-trip tickets is $701 and $676 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to Cali, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago O'Hare Intl Airport to Cali, you should book around 3 weeks before departure, which saves you about 16% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know

Low season

April

Cheapest flight

$183
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly with an average 43% increase in price.
Flight from Chicago to Cali

When to book flights from Chicago to Cali

Are your dates flexible? Find out the best times to travel from Chicago to Cali based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Cali flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Cali?

    In the last 5 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Cali was $183 for a one-way ticket and $408 for a round-trip.

  • Do I need a passport to fly between Chicago and Cali?

    Yes, you’ll need a passport to travel to Cali from Chicago.

  • Which aircraft models fly most regularly from Chicago to Cali?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Cali?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Cali, with oneworld being the most commonly used for this route.

  • Which is the best airline for flights from Chicago to Cali, Copa Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Cali are Copa Airlines and American Airlines. With an average price for the route of $420 and an overall rating of 7.6, Copa Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $671 and an overall rating of 7.1.

  • How does KAYAK find such low prices on flights from Chicago to Cali?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Cali.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Cali?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Cali from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Cali?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Cali with an airline and back to Chicago with another airline. Booking your flights between Chicago and CLO can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Cali?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Cali from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from Chicago to Cali

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Cali. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Cali? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.6
Copa AirlinesOverall score based on 1558 reviews
6.9Food
8.1Crew
7.8Boarding
7.4Comfort
6.8Entertainment
Airline reviews

Orderly boarding, priority for platinum members, courtesy drinks from business class even when we were seating in economy.

10.0 ExcellentAnonymous, Jun 2026
PTY - BOG
Read more Copa Airlines reviews

Orderly boarding, priority for platinum members, courtesy drinks from business class even when we were seating in economy.

There should be a warning regarding the quality of the aircraft on the website as we reserve the tickets. There was no TV or any type of screen onboard. The wifi they offer is good for nothing. Traveling 9 hours straight with kids and no type of entetainment was horrible. I wish I had been informed prior so I could buy a ticket with another airline. The food was a joke too. A very tiny portion per passenger. They also charged $100 per checked bag. With United I used to pay $60. So, fair to say that I wont be flying Copa anymore. Their aircraft was super old, outdated, no entertainment, with nearly no onboard food.

Very strict carry on rules meant most of the plane had to gate check their luggage. As is often the case had things that were broken because of this, but I appreciated not being charged to gate check. Otherwise good flight and great crew once on the plane

I liked the meatloaf the chicken was awful but the plane was on time and got there and the staff was nice.

Boarding was quick & efficient; they gave boarding groups due priority; staff & air crew were very cordial and helpful, pleasant flight.

Very happy with my flight. I would definitely recommend it.

Did upgrade, travel in business it was great (more room I could sleep)

The flight was delayed twice and I could not speak with anyone at the airport about checking in. The phone number to Copa - the customer service agents were polite. They are just limited at helping because they are not at the airport

Well the airline was fine. The only thing is I was charged for a checked in luggage. But when I reserved the ticket it showed a check in bag allowed. Who can I get in contact with for reimbursement.? The airline said I had to speak to whoever I booked ticket with.

Great! The airline is very spacious and the crow was good.

I had my flight of Cedar Rapids. THen Chicago to Boston. Flight out of Cedar rapids was delayed by 12 hrs. Had to drive to Chicago to catch my flight

Long delays to board due to mechanical issues with plane.

Flight was delayed, boarded, sat at the gate for more than 30 minutes, left the gate then waited on the pad for another 30 to 60 minutes then returned to the gate, deboarded and was cancelled... alternative flight was not booked automatically. Waited in line for 30 minutes but fortunately an alternate flight to a different destination was found ... no thanks to the travel agent used by kayak

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

I was very unhappy with the lack of communication from the cockpit. It took close to a half an hour before we took off after the doors were closed, and we got no announcements as to progress. It would be nice to get some acknowledgement of the situation and updates as to when we are taking off.

The seat was not even cleaned. It has full of cookie crums probably from last flight's passenger. Its basic expectation that, seats are clean.

Very turbulent flight, no drinks, very little service, unorganized boarding, gate changed multiple times

The flight was delayed significantly. Communication during the flight was abrupt and caused some panic as we were navigating turbulence. It was also too loud and every announcement felt startling. The flight attendants did not offer any assurances and I felt unsettled most of the flight. The seats, floor and tray table was very dirty. The seat next to me was broken and the passenger sitting there was very uncomfortable. He had a spring in his back and his seat made terrible squeaking noises through the flight.

Significant delays on my trip to Chicago and my trip back to NY

Delayed by 5 hours and I had to wit in the airport for more than 6+ hours.

Seating was tight. Seats don't recline. Initial flight was cancelled. Lost two days of vacation.

It was delayed and I lost my connection flight to Cali and I missed my Mom's funeral and avianca lost my check in luggage

It was delayed and I lost my connection flight to Cali and I missed my Mom's funeral

I actually upgraded to the medium level of seats from basic and even doing that it may have been physically the most uncomfortable flight I have ever had. They packed everyone like is a train to death camp. It was a red eye so I hoped to get some sleep but it was physically impossible to find a comfortable way to rest. I met other folks on the same flight and they said the same thing. It was an utterly miserable flight and if I have any other options I will never fly with them again

Deplaning was a mess, I sat in business (seats are horrible) and the front door had a problem so we had to deplane from the rear exit. The stairs were not tall enough to reach so there was a large step down from the plane to the top of the stairs.

Pros: we leave and arrive on time Cons: the most uncomfortable seats ever. You cant recline at all your seats. No entertainment No TVs flight attendants didn't provide even a glass of water. You have to go to back of the airplane and ask for one. I am Colombian and I remember seeing the flight attendants very neat, elegants which is or was a staple of Avianca.it was one with tennis shoes, no male up, the hair was messy... that was really odd.

Last seat of Bussines Class it does recline but passenger seating behind kept pushing since they did not have space once my seat was reclined

This low cost airline looks and fells more like a local bus. In a 6 hour flight not being able to recline a seat is torture. The only thing available with no charge is a glass of water provided by, mostly, rude staff. Our luggage didn’t arrive

We did not know about the bag fees until check in. They are way too high. It’s insane. We also had a huge delay and everything costed extra which was very annoying.

COP 7,000 for a cup of mediocre coffee. I thought I was on Spirit Airlines for a minute. Otherwise the flight was fine. Nothing exceptional to report.

Everything you need to know for your flight from Chicago to Cali

Information on your arrival and departure airports