$240 Cheap Flights from Chicago (ORD) to Cali (CLO)

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Chicago (ORD) to Cali (CLO) at a glance

Embark on an international long-haul journey from Chicago (ORD) to Cali (CLO) with a selection of airlines offering diverse routes. Explore options from full-service carriers to discover the itinerary that aligns with your budget, schedule, and travel ambitions as you delve into Cali's renowned attractions and neighborhoods. Get essential information on flights departing from O'Hare International Airport (ORD) to Alfonso Bonilla Aragon International Airport (CLO).

• Fastest flight duration: around 7 hours in-flight, plus roughly 2 hours layover with one stop
• Route distance: roughly 2,700 miles (4,350 km)
• Flights per week: around 9 departures on average
• Typical fares (one-way): economy tickets often range from $145–$590, depending on seasonality and how far ahead you book

Flights from O'Hare International Airport (ORD) to Alfonso Bonilla Aragon International Airport (CLO)

Based on recent traveler bookings, here are the top airlines flying from Chicago to Cali, often favored for one-stop and multi-stop flights. Common layover points include Tocumen International Airport, PTY (approximately 2 hours), Miami International Airport, MIA (around 1 hour and 15 minutes), and El Dorado International Airport, BOG (about 2 hours). These options provide the flexibility to balance cost, total travel time, and cabin class, allowing you to create the best itinerary for your journey.

• Copa: This full-service airline provides convenient one-stop flights, with one-way tickets usually priced between $145 and $685. It holds a significant share of around 51% of departures on this route, featuring an in-flight duration of 7 hours and a total travel time of about 9 hours and 15 minutes (including layovers).
• American Airlines: As a full-service carrier, American Airlines offers one-stop journeys, with one-way fares generally ranging from $185 to $630. It makes up roughly 25% of the departures for this route, with an in-flight time of 7 hours and a total journey time of approximately 9 hours and 15 minutes (including layovers).
• Avianca: This full-service airline provides both one-stop and multi-stop itineraries, with one-way fares typically falling between $170 and $695. It accounts for around 19% of departures on this route, featuring a standard 1-stop flight time of 7 hours and a total journey time of roughly 9 hours and 15 minutes.
• United: Offering multi-stop service, United is a full-service airline with one-way fares that usually range from $180 to $285. It represents about 5% of departures on this route, with an in-flight duration of 8 hours and 45 minutes and a total journey time of approximately 13 hours and 15 minutes (including layovers).

Travelers on flights from Chicago to Cali have the option to upgrade to Business Class service offered by Copa, enhancing their travel experience.

Best time to fly from Chicago (ORD) to Cali (CLO)

The most popular months for travelers flying from Chicago to Cali are February, March, and December, when peak temperatures in Cali reach up to 69.3°F in February. If you prefer quieter travel, consider July, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 70.2°F. For better deals, November usually offers the lowest average one-way fare around $223. Flight availability peaks in September and December, with approximately 12 flights per week, making it easier to find convenient departure times. May has the fewest flights, with approximately 8 flights per week.

• Cheapest time to fly: November usually offers good deals with average one-way fare around $223, roughly 24% cheaper than the yearly average.
• Another budget-friendly time to fly: August typically offers an average one-way fare of around $244.
• Most flight options: September and December have the highest number of flights from Chicago to Cali, with approximately 12 flights per week, giving you more flexibility in scheduling your trip.

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

Alternative route from Chicago (ORD) to Cali (CLO)

• Chicago to Armenia (ORD-AXM): El Eden Airport (AXM) is approximately 76 miles from Alfonso Bonilla Aragon International Airport (CLO). One-way economy prices for this journey generally fall between $160 and $395, influenced by the season and how far in advance you book. This itinerary is primarily offered as a one-stop flight, with most connections occurring through El Dorado International Airport (BOG). Major airlines servicing this route include Avianca and United.

How to find the best prices for flights from Chicago (ORD) to Cali (CLO)

Getting some of the best deals on flights from Chicago to Cali is all about timing and flexibility. Here are some key tips to help you save:

1. Best times to book and fly: cheaper fares are typically found when booking at least two months in advance, although most travelers reserve their flights two to eight weeks ahead. Morning departures, from 5 AM to 12 PM, generally offer lower prices and are also the most popular times to fly. Additionally, flying on Tuesday usually results in cheaper rates, while Monday remains the most popular travel day.
2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.*
4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at Alfonso Bonilla Aragon International Airport from O'Hare International Airport

Cali welcomes travelers from Chicago with a range of transport options based on price, convenience, and proximity. Cali city center is approximately a 25-minute drive (covering about 15 miles) from Alfonso Bonilla Aragon International Airport, depending on traffic. Here's how to reach Cali efficiently:

• Hotel transfer: Transfers offer a convenient way to reach your hotel in Cali, with private rides that can be arranged in advance.
• Car rental: Renting a car from Alfonso Bonilla Aragon International Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at Alfonso Bonilla Aragon International Airport on Expedia.
• Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.

Chicago to Cali Flights

The cheapest times to fly from Chicago to Cali

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Cali are during the month of June. You can find some of the cheapest flights from Chicago to Cali with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Chicago to Cali

Sunday is one of the best days to book for cheap flights from Chicago to Cali: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Chicago to Cali

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Cali in 2026. You can also book with separate airlines for your outbound and return journeys, from $240 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Cali flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Cali airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently Asked Questions

How much does a flight from Chicago, IL (ORD-O'Hare Intl.) to Cali (CLO-Alfonso Bonilla Aragon Intl.) cost?

You can find cheap one-way flights from $240 and cheap return flights $498 Chicago, IL (ORD-O'Hare Intl.) to Cali (CLO-Alfonso Bonilla Aragon Intl.) with Expedia. One-way flights usually range from $200 to $1323, and return flights typically cost between $426 and $2018. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Chicago, IL (ORD-O'Hare Intl.) to Cali (CLO-Alfonso Bonilla Aragon Intl.) ticket fares go up or down.

*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.

What is the cheapest month to fly from Chicago, IL (ORD-O'Hare Intl.) to Cali (CLO-Alfonso Bonilla Aragon Intl.)?

November is the cheapest month to fly from Chicago (ORD) to Cali (CLO), with average round-trip fares around $421. This price is about 20% lower than the average throughout the year, as November often sees a dip in travel demand before the holiday season. Other affordable months to consider are September and October.

*Averages based on flights available on Expedia in the last year.

Which airlines fly direct from Chicago, IL (ORD-O'Hare Intl.) to Cali (CLO-Alfonso Bonilla Aragon Intl.)?

Enter ORD to CLO and your travel dates, then apply the 'Nonstop' filter to see only direct flights.

What is the cheapest airline that flies from Chicago, IL (ORD-O'Hare Intl.) to Cali (CLO-Alfonso Bonilla Aragon Intl.)?

Copa is one of the cheapest airlines offering connecting flights from Chicago, IL (ORD) to Cali (CLO) starting from around $513. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.

*Prices based on flights available on Expedia in the last year.

How do I find cheap flights from Chicago, IL (ORD-O'Hare Intl.) to Cali (CLO-Alfonso Bonilla Aragon Intl.)?

To find a cheap flight from Chicago, IL (ORD-O'Hare Intl.) to Cali (CLO-Alfonso Bonilla Aragon Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.

What is the best time to fly from Chicago, IL (ORD-O'Hare Intl.) to Cali (CLO-Alfonso Bonilla Aragon Intl.)?

The best time to fly from Chicago (ORD) to Cali (CLO) is in October and November. During these months, return flights average around $421, making them both affordable and convenient. November is particularly popular, as it offers a good balance of price and flight options. This insight is drawn from booking data over the past year.

*Prices based on flights available on Expedia in the last year.

What is the earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Cali (CLO-Alfonso Bonilla Aragon Intl.)?

The earliest flight from Chicago (ORD) to Cali (CLO) typically leaves at around 12:10 AM, operated by American Airlines. This seasonal service is available in January, allowing you to make the most of your time in Colombia. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.

What are the most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to Cali (CLO-Alfonso Bonilla Aragon Intl.)?

The most popular departure times for flights from Chicago O'Hare International Airport (ORD) to Cali (CLO) are in the early morning, from 6am to 9am. About 40% of passengers prefer this time window. Many major carriers, including Copa Airlines, United Airlines, and American Airlines, offer flights during this window. This timing works well because it allows you to start your day early and arrive in Cali with plenty of time to enjoy the city.

How long does it take to fly from Chicago, IL (ORD-O'Hare Intl.) to Cali (CLO-Alfonso Bonilla Aragon Intl.)?

Flying from ORD to CLO with a connection usually takes about 8 hours 20 minutes, traveling roughly 2,750 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.

Can you fly business or first class from Chicago, IL (ORD-O'Hare Intl.) to Cali (CLO-Alfonso Bonilla Aragon Intl.)?

You can fly business class between ORD and CLO. Airlines that offer business class service on this route include:

• Avianca
• Copa
• Aeromexico
• United Airlines

First class is available with Spirit Airlines.

How do I earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Cali (CLO-Alfonso Bonilla Aragon Intl.) flight with Expedia?

It's easy to earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Cali (CLO-Alfonso Bonilla Aragon Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

What airports do you fly into for Cali from O'Hare Intl. (ORD)?

From O'Hare Intl. (ORD), you can fly into Alfonso Bonilla Aragon Intl. (CLO) to reach Cali. Some flights may connect through major hubs like Hartsfield-Jackson Atlanta Intl. (ATL), George Bush Intercontinental (IAH), Orlando Intl. (MCO) before reaching Cali. Compare routes and airports on Expedia to find the best flight options for your travel plans.

Is it cheaper to buy a plane ticket from Chicago, IL (ORD-O'Hare Intl.) to Cali (CLO-Alfonso Bonilla Aragon Intl.) at the last minute?

Typically, booking a last minute flight from Chicago, IL (ORD-O'Hare Intl.) to Cali (CLO-Alfonso Bonilla Aragon Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.

Is it cheaper to book a Chicago, IL (ORD-O'Hare Intl.) to Cali (CLO-Alfonso Bonilla Aragon Intl.) flight and hotel package?

Securing a Chicago, IL (ORD-O'Hare Intl.) to Cali (CLO-Alfonso Bonilla Aragon Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.

Can I cancel or change the date of my flight from Chicago, IL (ORD-O'Hare Intl.) to Cali (CLO-Alfonso Bonilla Aragon Intl.)?

If you booked your Chicago, IL (ORD-O'Hare Intl.) to Cali (CLO-Alfonso Bonilla Aragon Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.