American Airlines flights from Chicago to San Diego

Flying from Chicago to San Diego

American Airlines offers convenient flights from Chicago O'Hare International Airport (ORD) to San Diego International Airport (SAN). Whether you're traveling for business or leisure, enjoy flexible scheduling and seamless connections. With multiple daily flights, you can choose the best time to suit your itinerary.

Recent searches for flights from Chicago to San Diego

Find deals on Chicago to San Diego flights

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Chicago (ORD)to

San Diego (SAN)
02/28/26 - 03/07/26

Round trip

Economy

from
$157Fare subject to changes
Updated: 17 hours ago

Chicago (ORD)to

San Diego (SAN)
02/04/26 - 02/07/26

Round trip

Economy

from
$157Fare subject to changes
Updated: 22 hours ago

Chicago (ORD)to

San Diego (SAN)
02/19/26 - 02/24/26

Round trip

Economy

from
$167Fare subject to changes
Updated: 23 hours ago

Chicago (ORD)to

San Diego (SAN)
03/06/26 - 03/14/26

Round trip

Economy

from
$167Fare subject to changes
Updated: 19 hours ago

Chicago (ORD)to

San Diego (SAN)
02/27/26 - 03/02/26

Round trip

Economy

from
$177Fare subject to changes
Updated: 22 hours ago

Chicago (ORD)to

San Diego (SAN)
02/19/26 - 03/05/26

Round trip

Economy

from
$177Fare subject to changes
Updated: 21 hours ago

Chicago (ORD)to

San Diego (SAN)
03/18/26 - 03/25/26

Round trip

Economy

from
$157Fare subject to changes
Updated: 7 hours ago

Chicago (ORD)to

San Diego (SAN)
01/31/26 - 02/03/26

Round trip

Economy

from
$157Fare subject to changes
Updated: 3 hours ago

*Fares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Some fares listed may include one or more connections that are Basic Economy, which class is subject to additional terms and conditions. Modifying this information may result in a different fare. To find the most updated fare, please visit aa.com. Additional baggage fees and charges for optional products and services may apply.

Finding cheap flights from Chicago

Planning a trip from Chicago? Whether you're going for business or pleasure, booking ahead or last minute, American has cheap flight options for your travel needs.

  • Book early: Booking 1 to 3 months ahead can help you find cheap flights from Chicago.
  • Be flexible with dates: Tuesdays and Wednesdays are often more affordable travel days.
  • Travel off-peak: Late January and early February tend to be quieter times, with lower fares and fewer crowds.

Upgrade your flight with Main Cabin Extra

Make your trip more comfortable with Main Cabin Extra. Enjoy benefits like:

  • Extra legroom: More space with seats at the front of the Main Cabin or in exit rows.
  • Early boarding: Preferred Group 5 boarding allows easier access to overhead bins.
  • Complimentary drinks: Enjoy beer, wine and spirits on flights with full beverage service.

Discover how Main Cabin Extra can enhance your trip.

American Airlines flights from Chicago to San Diego

Tips for a smooth departure from O'Hare International Airport (ORD)

Ensure a hassle-free start to your journey with these tips:

  • Arrive early: Plan to arrive at least 2 hours before domestic flights and 3 hours for international trips.
  • Get your boarding pass: Download your boarding pass in the American app or print it before you arrive at the airport.
  • Know your terminal: American typically operates from Terminal 3 at ORD. Make sure to check your terminal before your flight.
  • Have your ID and travel documents: Travelers need a REAL ID or a valid passport to fly within the U.S. For international travel, a valid passport is required, and some international destinations may have additional entry requirements. Check the official airport website for your destination for these requirements.
  • Locate the lounge: Complimentary Admirals Club® lounge access may be available for qualifying customers.
  • Find dining options and amenities: ORD offers a variety of restaurants and amenities like pet relief areas, nursery rooms and more.

Learn more about how you can manage travel on the go using the American app.

Arriving in San Diego

San Diego International Airport (SAN)

Located approximately 3 miles northwest of downtown San Diego, San Diego International Airport offers easy access to the city. Choose from a variety of transportation options:

  • Public transportation: The San Diego Metropolitan Transit System (MTS) offers bus services connecting the airport to downtown San Diego.
  • Taxis / rideshare: Available 24 / 7 at designated pickup areas, offering a quick and direct route to your destination.
  • Shuttle services: Many hotels offer complimentary shuttles to and from the airport. Check with your hotel in advance for availability.
  • Rental cars: The airport's Rental Car Center houses a variety of rental car companies, providing flexibility for exploring the region.

Check out the San Diego airport official website for more transportation details.

Discover San Diego

Best time to visit San Diego

San Diego is a year-round destination, but spring and fall offer the most pleasant weather for outdoor activities.

  • Spring (March to May): Experience mild temperatures and vibrant blooms, perfect for exploring the city's parks and gardens.
  • Summer (June to August): Enjoy lively beaches and a calendar full of local events, ideal for outdoor enthusiasts.
  • Fall (September to November): With warm days, fall is a favorite for festivals and outdoor activities.
  • Winter (December to February): While cooler, winter in San Diego is filled with festive events and plenty of indoor attractions.

Top things to see and do in San Diego

Experience the vibrant energy of San Diego with these must-see attractions:

  • Balboa Park: This expansive cultural park is home to a variety of museums, gardens and the world-famous San Diego Zoo. Walk around the park's beautiful landscapes, enjoy cultural exhibits and experience the diverse attractions it offers.
  • La Jolla Cove: Known for its stunning coastal views and marine life, La Jolla Cove is a popular spot for snorkeling, kayaking and enjoying the beach.
  • Gaslamp Quarter: This historic district in downtown San Diego is known for its vibrant nightlife, dining and shopping. Explore the area's Victorian architecture, listen to live music and dine at a variety of restaurants offering diverse cuisines.
  • USS Midway Museum: Located on the waterfront, the USS Midway Museum offers a fascinating look at naval history.
  • Old Town San Diego State Historic Park: Step back in time and discovers the history of early California at this living history park. You can tour historic buildings, indulge in traditional Mexican cuisine and experience cultural performances.

Booking your trip to San Diego with American Airlines

With a variety of flight options and easy booking, American Airlines makes it simple to plan your trip to San Diego. Enjoy reliable service and start your adventure today.

Earn up to $250 back on your next American Airlines flight plus, 40,000 bonus miles. Offers vary elsewhere. Opens another site in a new window that may not meet accessibility guidelines.