Sample Airfare Deals*
* All fares above were last found on: Dec 28, 2024 at 2:57 PM UTC . Fares are one way/round trip. Fares incl. all fuel surcharges, taxes & fees and our service fees. Displayed fares are based on historical data, are subject to change and cannot be guaranteed at the time of booking. See all booking terms and conditions.
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$81.99 *
round trip
Fort Lauderdale
CMH
FLL
Apr 23 - Apr 29
$109.99 $147.68
Similar trip cost to Fort Lauderdale
$97.99 *
round trip
Orlando
CMH
ORL
Apr 24 - Apr 29
$114.96 $192.77
Similar trip cost to Orlando
$112.99 *
round trip
New York City
CMH
NYC
Sep 20 - Sep 22
$195.21 $428.78
Similar trip cost to New York City*All fares above were found in last 8 hours. Fares are round trip/one way. Fares incl. all fuel surcharges, taxes & fees and our service fees. Displayed fares are based on historical data, are subject to change and cannot be guaranteed at the time of booking. See all booking terms and conditions. ref 202503~UAsKeRGt1kyz3lhG8cMcYQ
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When’s a good time to book a flight from Chicago to San Diego?
What’s the cheapest day of the week to fly from Chicago to San Diego?‡
What is the cheapest month to fly from Chicago to San Diego?‡
‡This information is based on historical data from the last 365 days.
Finding Affordable Flights from Chicago to San Diego
- Plan Ahead - One of the keys to securing cheap flights from Chicago to San Diego is to plan your trip well in advance. Airlines often offer lower prices for those who book tickets months ahead. Keep an eye on special promotions and sales events, which can yield significant savings.
- Flexibility is Key - Being flexible with your travel dates can also lead to substantial cost savings. Consider flying during off-peak seasons or on weekdays when prices tend to be lower.
- Set Price Alerts - To keep tabs on flight prices, consider setting up fare alerts. These alerts will notify you when fares from Chicago to San Diego drop, giving you the opportunity to grab cheap deals.
- Consider Nearby Airports - If San Diego has multiple airports, check the prices at each one. Sometimes, flying into a nearby airport and then taking a short train or bus ride to your destination can be a much cheaper option.
- Bundle and Save - Booking your flight and accommodation together as a package can often result in significant savings. CheapOair offers these bundled deals, so make sure to explore this option.
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Mar 27, 2025 Emelia Jaime Affordable FareIt was a wonderful trip to Manila. We spend or time with our friends and family during Christmas and new years day in Iloilo.Thanks to cheapoair, we made our dreams come true, to travel with Singapore airline and Lufthansa, with an affordable fare. We highly recommend to use cheapoair on any travel plans.
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Mar 20, 2025 Matarr Sosseh Business Class TripI was very happy with my business class. I would like to upgrade my next trip if and when there is any deal.
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Mar 19, 2025 Judy Foxworth Seattle from VegasI have not used Cheapoair for a while, I am happy to say it was a Great Trip!!! The ease of getting my flights set up and then make the changes the I needed was awesome!!!
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Chicago to San Diego Flight Route Information
| Travel Distance: | 1,726 Miles |
|---|---|
| Airlines Flying This Route: | American Airlines, Spirit Airlines, United Airlines |
| Avg. Flight Duration: | 04.20 Hours |
Insights About Flying from Chicago to San Diego
Q. Which is the high season to travel from Chicago to San Diego?
A. The month of November is considered the high season for flying from CHI to SAN. Traveling during the high season can affect ticket prices and availability, making this data crucial for trip planning.
Q.
How many direct flights are available from CHI to SAN?
A. There are a total of 1165 direct flights from Chicago to San Diego. For travelers seeking convenience and shorter travel times, this data is important when choosing flight options.
Q.
Which is the low season to travel from Chicago to San Diego?
A. May, June, August is considered the low season for traveling from Chicago to San Diego, California. Travelers looking for cost-effective options and fewer crowds may consider traveling during this period.
Q.
How many daily flights are there between Chicago to San Diego?
A. There are as many as 38 daily flights available for travelers between CHI to SAN. This data offers flexibility in choosing departure times that best suit your schedule.
Q.
At what time does the last flight depart to San Diego?
A. The last flight to San Diego typically departs between 12:00AM - 1:00AM. Travelers who prefer late-night departures will find this information valuable for planning their journey.
Q.
What percentage of travelers spent an average of 1 days in San Diego, California?
A. Approximately 40.57% of travelers spent an average of 1 days exploring San Diego. This information can assist in planning the duration of your stay in San Diego
Q.
What percentage of CHI to SAN flyers traveled with kids under 14?
A. About 9% of passengers on flights from Chicago to San Diego were accompanied by children under the age of 14. This information is useful if you're planning a family trip and want to know how common it is to travel with young children on this route.
Q.
What percentage of Chicago to San Diego travelers were over 60 years old?
A. A notable 12% of travelers were aged 60 or older. This statistic provides insights for senior travelers or those seeking a mature travel demographic.
Q.
What percentage of CHI to SAN travelers were millennials?
A. Millennials make up a significant portion of travelers on this route, accounting for 41% of all passengers. If you're a millennial looking to connect with like-minded travelers, this statistic might interest you.
Q.
What percentage of Chicago to San Diego travelers were female?
A. Almost half of the passengers, approximately 53% were female. Knowing the gender distribution can be useful for solo female travelers or those interested in gender-related travel insights.
Q. What percent of Chicago to San Diego travellers booked first or business class?
A. 3% of travelers booked first or business class on this route.
Q. At what time the earliest flight departs from Chicago?
A. The earliest flight departs at 7:00AM - 8:00AM.
Q. What is the price range of a Chicago to San Diego flight?
A. Chicago to San Diego Flight Prices usually vary between 0.01 - 194.1.
Q. On which days one can have the most flight options in San Diego?
A. Monday offer the most flight options in San Diego.
§ All flight facts are based on last 3 months' data except the highest and lowest booking months that are based on last 3 months' data.
Cheap Flights from Chicago to San Diego
Looking for flights from Chicago to San Diego? Look no more, for you�re at the right place. Book cheap flights from Chicago to San Diego on CheapOair and enjoy great discounts. Whether its leisure or a business trip, we offer the most competitive rates on flight tickets to destinations around the world. Grab CHI to SAN flight deals on CheapOair and save big! Hurry, our cheap rates are not going to last forever, so make your bookings right away!
Airports in Chicago
The city of Chicago is served by 2 airports - Chicago O'Hare International Airport and Midway International Airport. The Chicago O'Hare International Airport or O'Hare International Airport is the primary airport serving the Chicago City. It is a public airport situated in Chicago, Illinois, U.S.A. The airport offers both cargo & passenger services to both domestic and international destinations including London, Toronto, Frankfurt, Dublin, Montreal, Paris, Munich, Amsterdam, Doha, Seoul, Dubai, New York, Boston, Denver, Atlanta, San Francisco, Washington, and more. Both the airports are well connected with the city through various modes of transportation. These include shuttles/buses, taxis, limo, rideshare, rental cars, public transit, and more.
Explore San Diego
Located in Southern California, San Diego is the oldest town in the State. It has an enchanting natural beauty and a pleasant climate, with mild temperatures and plenty of sunshine. Some of the city�s most popular attractions are the museums, gardens, and Spanish Colonial-
style architecture found in Balboa Park; the world-famous San Diego Zoo; and the Midway Aircraft Carrier Museum. For a little history and shopping, visitors can stroll the streets of Old Town San Diego State Historic Park or wander through the Gaslamp Quarter. San Diego also has more than 68 miles of beaches in and around the city for sunning and surfing. Its coastal location makes it an ideal destination for adventurers and sun seekers.
Things to Do in San Diego
Seaport Village
San Diego�s Seaport Village is a delightful place to stroll around and spend an afternoon. Located right on the waterfront, this area of unique shops and restaurants is one of the city�s must-sees. Picnic tables, benches, and waterfront patios are sprinkled throughout the area, and weekends can be very busy. Outdoor performers take to the stage regularly in the afternoons, some of which can be quite eclectic. The area is easily accessible on foot from many of the nearby attractions including the USS Midway. Since there is limited and expensive parking at Seaport Village, it may be best to park a little distance away and enjoy the stroll along the waterfront to the site.
San Diego Museum of Art
The San Diego Museum of Art is a copy of the 17th-century University of Salamanca, in the so-called Platero style, with finely-chiseled terracotta and silversmith work. Busts of Spanish painters adorn the facade, and their works hang in the museum�s collection. The museum�s collection covers a broad spectrum of works from around the world and pieces that date back to 7,000 years ago. Spanish old master paintings, along with Asian art, European art, and art from the Americas are highlighted.
Mission Beach
The Mission Beach Boardwalk epitomizes San Diego�s dreamy Southern California lifestyle. This scenic three-mile stretch is the place to go for a leisurely walk, sunbathing, and people-watching. The boardwalk is also a popular spot for rollerblading, skateboarding, and cycling. A highlight of Mission Beach is Belmont Park, an East-Coast- style seaside amusement park with a historic roller coaster, excellent restaurants, fairground eateries, and street performances. The carnival ambience encourages visitors to relish a day of fun in the sun.
Best Time to Fly to San Diego
The best times to visit San Diego are the months from March to May and September to November. One can find some great deals during the low seasons (September-November) in comparison to the peak summer season. Avoid travelling here in winters as most of the rains occur during the season.
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