ORD - CLO

$155 Find Cheap Flights from Chicago to Cali

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 6/6. 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.
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KAYAK searches hundreds of travel sites at once for deals on flights to Cali

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Cali, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Cali, as well as popular online travel agencies
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Cheap Flight Deals 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.

Recent round-trip flight deals from Chicago to Cali

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Cali.
Discover the best prices for you by selecting your travel dates on KAYAK.
Avianca Logo
2:35 pm - 6:11 amORD-CLO
15h 36m1 stop
Avianca Logo
9:57 pm - 1:15 pmCLO-ORD
15h 18m1 stop
$322Avianca
Find Deal
Wed, May 14 - Tue, Jun 10
Avianca Logo
2:35 pm - 11:18 pmORD-CLO
8h 43m1 stop
Avianca Logo
4:24 am - 1:15 pmCLO-ORD
8h 51m1 stop
$325Avianca
Find Deal
Fri, May 16 - Tue, May 20
American Airlines Logo
7:01 am - 8:45 pmORD-CLO
13h 44m2 stops
American Airlines Logo
12:30 am - 2:14 pmCLO-ORD
13h 44m2 stops
$384American Airlines
Find Deal
Thu, Jun 5 - Tue, Jun 10
American Airlines Logo
7:16 pm - 1:20 pmORD-CLO
18h 04m1 stop
American Airlines Logo
2:20 pm - 9:01 amCLO-ORD
18h 41m2 stops
$385American Airlines
Find Deal
Sat, May 10 - Thu, May 22
Copa Airlines Logo
7:54 am - 10:59 amORD-CLO
27h 05m1 stop
Copa Airlines Logo
3:21 pm - 12:34 amCLO-ORD
9h 13m1 stop
$457Copa Airlines
Find Deal
Sat, May 10 - Fri, May 23
LATAM Airlines Logo
5:30 am - 4:37 pmORD-CLO
11h 07m2 stops
LATAM Airlines Logo
9:58 pm - 6:48 pmCLO-ORD
20h 50m2 stops
$458LATAM Airlines
Find Deal
Tue, May 20 - Sat, May 24
LATAM Airlines Logo
5:30 am - 4:37 pmORD-CLO
11h 07m2 stops
LATAM Airlines Logo
9:58 pm - 6:48 pmCLO-ORD
20h 50m2 stops
$470LATAM Airlines
Find Deal
Tue, May 20 - Sat, May 24
Copa Airlines Logo
3:07 pm - 11:25 pmORD-CLO
8h 18m1 stop
Copa Airlines Logo
3:21 pm - 12:34 amCLO-ORD
9h 13m1 stop
$492Copa Airlines
Find Deal
Fri, Jun 13 - Fri, Jun 20
Spirit Airlines Logo
5:05 am - 1:05 pmORD-CLO
8h 00m1 stop
Spirit Airlines Logo
2:15 pm - 11:45 pmCLO-ORD
9h 30m1 stop
$508Spirit Airlines
Find Deal
Tue, Jun 10 - Tue, Jun 24
Spirit Airlines Logo
5:05 am - 1:05 pmORD-CLO
8h 00m1 stop
Spirit Airlines Logo
2:15 pm - 11:45 pmCLO-ORD
9h 30m1 stop
$530Spirit Airlines
Find Deal
Tue, Jun 10 - Thu, Jun 19
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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.

What’s the cheapest day of the week to fly from Chicago to Cali?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Cali clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Cali on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Saturday is the most expensive day to fly from Chicago to Cali. For your return ticket, we recommend flying on a Thursday and avoiding Mondays for the best deals.

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 May, where tickets cost $381 (return) on average. On the other hand, the most expensive months are December and June, where the average cost of round-trip tickets is $779 and $631 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 1 week before departure. For the absolute cheapest price, our data suggests you should book 1 week before departure.

Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$155
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 48% 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 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Cali was $155 for a one-way ticket and $322 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?

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

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

    The two airlines most popular with KAYAK users for flights from Chicago to Cali are Copa Airlines and LATAM Airlines. With an average price for the route of $538 and an overall rating of 7.5, Copa Airlines is the most popular choice. LATAM Airlines is also a great choice for the route, with an average price of $739 and an overall rating of 7.5.

  • 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.

Top 5 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.
7.5
LATAM AirlinesOverall score based on 1767 reviews
7.4Comfort
7.6Boarding
7.0Entertainment
6.7Food
8.1Crew
Airline reviews

It was good, however the airplane was really cold. We received snacks and the crew was friendly.

10.0 ExcellentRita, Apr 2025MIA - UIO
Read more LATAM Airlines reviews

It was good, however the airplane was really cold. We received snacks and the crew was friendly.

Delta has an outstanding service. They are courteous and punctual most of the time. The flight departed a half hour late but we arrived 15 minutes early.

Although the flight is goof and the crew is good, the way the airline charges you for every service is ridiculous.

I liked everything, this was classed as premium economy but it was much better than Lufthansas business class. Lovely staff, comfortable plane and an excellent seat arrangement. A very pleasant surprise.

No entertainment but not expected. Unless you are referring to monitor that you can use. Then Al, was fine on all flights.

Friendly staff, It was the first flight out for our plane, so had to be deiced from the frost. Only delayed a few minutes,

Only complaint is that the entertainment system wasn’t working on our seats and some others.

Please guy check the food I almost end up to the hospital

Very slow boarding, 1 hour late - uncomfortable chairs and crew barely speaking english even at the airport!

Flight never happened because of previous flight delay. Sent back to the stays on a flight 10 hrs later without making to my final destination and still waiting full rugindo for it. So yeah not a good experience

My flight delayed and i misss the connection they send me to orlando no to tampa i have to pay a uber to my house

It would have been better if they don't separate families in seating. We were seated in the aile row in the middle of a family of four. It would have been better if they they seat the family of four together than separated.

I upgraded myself to Business Class at the last minute so I had a DREAMS window seat. Seeing as I've never flown Business before everything was novel and fun for me and it made the 7 hour flight much more enjoyable for sure.

It was reasonably comfortable trip considering its duration (7 hours). Crew was very good and friendly, seats very more comfortable than other planes. Only negative comment would be that the bathroom light did not get its full brightness 🙃

It was good, plane is a bit older so seats are somewhat flat

Great from check in all the way to the end. Very happy with Copa

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.

Friendly flight team and seamless travel from one stop to next.

I loved my experience. Very safe, Very informative and very friendly.

At JFK the Security line was extremely long and few checkpoints open.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

This particular flight wasn't very full at the back, so there were three seats available for spreading out and getting relatively comfortable

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

Late departure. When the flight arrived in Medellin the plane sat at the gate for 20 minutes waiting for a bus for us to get off the plane.

I receive a service for what I pay, so it is fair.

i think the flight was late because they were so strict about measuring everyone's personal items to try and charge them $119. It was really petty and made us late.

Purchased a business class ticket and got a economy seat with center seat blocked they call it business. 3100usd ticket on a flight where economy costs 500usd The biggest scam insult have had on a regular airline. Avianca should be in the low cost category and kicked out of Star Alliance. I want the difference to be credited. Ets see what Avianca does. No reply so far. Avianca = low cost airline. Beware

Excellent flight and one of the smoothest landing I’ve ever experienced

The seats were very uncomfortable. I would have upgrade or got different flight if I knew. I usually sleep in the plane but I couldn’t sleep at all. Very uncomfortable. Also no food or drink everything was to purchase, and that’s u usual for international flight.

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.

Boarding was somewhat confusing in that the wrong messages were being displayed at the gate. It was somewhat annoying that I got off one flight and straight onto another (from the same gate), but in between they re-checked my hand luggage and made me get rid of my water (which they charge for on the plane). I was sitting in their 'Plus' seating, but the leg room was still too small to be able to sit square. The food options on the flights are pretty cheap quality (but not price). They got me from 'A' to 'B' on-time and for a relatively good price, but the experience itself was below average.

Lounge for business was closed. Boarding was rush and stand by. Seat for business is just the middle seat blocked and some more leg room.

Flew with our two children. Paid $380 to check two bags (one was overweight). They then left the bags behind on Sunday, December 21st, with all our family’s clothes and family Christmas presents. When we arrived at our destination they told us the bags had not arrived, and they thought (but didn’t know) they were still in Boston, but that there’d be a flight the next day and the bags would arrive the next day. The next day we found out there was no flight, now we’re hoping we get our bags before we fly back out. Meanwhile, trying to get any engagement or accurate information is a waste of time. The folks at the call center are just gatekeepers, who can’t connect with any departments that actually do things to solve a problem. Getting information is made deliberately difficult. My biggest regret is that I’ve had a number of awful experiences with Avianca traveling between the US and Colombia, and still let myself get suckered into buying these tickets because the schedule was great. Never again.

Not having it be changed after we bought the flight tickets from a direct flight getting in at a reasonable time to a connecting flight red eye of 9 hours, so that we would lose our 35 dollars in nonrefundable insurance would've been great! Our country really does need low-cost carrier options, but this type of "service" ain't it. Fortunately, had a little better success with them flying to and from San Juan PR last month at least.

All was good expecting the seats need a bit of cushion. Besides that I can’t complain.

You get what you pay for, and the flights went smoothly. There’s no reclining chairs, no screens, And there isn’t always wifi, but the plane was clean and staff was friendly and the takeoff/landing were smooth.

The only positive is that the flight made it both ways. Getting charged for every little thing after the cost of the ticket itself is comical, considering how the plane and services are as bottom-tier as possible. The self check-in kiosks are useless. It’s nice to think that you can print your boarding pass, tag your checked bag, and then just drop it off. But no, they still make you go through the line once you finish- what’s the point of the self check-in then? Any questions for the staff seem like the biggest inconvenience and were met with condescending responses. This was my first and now last time ever flying with Spirit. After all the extra costs, subpar plane and staff, I see no value. I’d rather drive the 13 hours than give Spirit another dime.

The flight was fine however what started as a reasonable priced ticket could have become an overpriced ticket with additional charge for carry on as well as checked bag $79 per bag per person each way. Additional charge for choosing one’s seat, additional charge for beverage and snack, we were on what was described as a new plane yet there were no audio/visual on the jet. A bare bones service but not at a bare bones price. Will think twice before flying Spirit again. 😕

Flight was delayed a bit, but that was expected (and updated), so really not bad at all for the price. Could’ve used one less email asking me to upgrade my seat; otherwise no significant complaints

I love Spirit. New aircraft, great cabin service, the airfares are low cost which helps me visit my hospitalized daughter anytime I can without paying a fortune.

Flight was 2hours late they had no crew or the pilot.

I paid for streaming wifi and the connection was poor.

We had an 8 hr delay so it was not good

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

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