Featured Airlines
- Be in the knowGet alerts if flight prices drop or rise*
- Book smarterSave up to 40% on select hotels after you book a flight*
Plan, book, fly with confidence
Cheap Flights from Chicago to San Diego (ORD-SAN)
Prices were available within the past 7 days and start at S$264 for one-way flights and S$618 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Thu, 27 Jun - Mon, 1 Jul
ORD
Chicago
SAN
San Diego
S$618 Return, found 5 days ago
S$618
Return
found 5 days ago
Thu, 27 Jun - Mon, 1 Jul
ORD
Chicago
SAN
San Diego
S$631 Return, found 5 days ago
S$631
Return
found 5 days ago
Thu, 27 Jun - Mon, 1 Jul
ORD
Chicago
SAN
San Diego
S$666 Return, found 5 days ago
S$666
Return
found 5 days ago
Thu, 27 Jun - Mon, 1 Jul
ORD
Chicago
SAN
San Diego
S$671 Return, found 5 days ago
S$671
Return
found 5 days ago
Thu, 27 Jun - Mon, 1 Jul
ORD
Chicago
SAN
San Diego
S$675 Return, found 5 days ago
S$675
Return
found 5 days ago
Thu, 27 Jun - Mon, 1 Jul
ORD
Chicago
SAN
San Diego
S$679 Return, found 5 days ago
S$679
Return
found 5 days ago
Thu, 27 Jun - Mon, 1 Jul
ORD
Chicago
SAN
San Diego
S$682 Return, found 5 days ago
S$682
Return
found 5 days ago
Thu, 27 Jun - Mon, 1 Jul
ORD
Chicago
SAN
San Diego
S$684 Return, found 5 days ago
S$684
Return
found 5 days ago
Thu, 27 Jun - Mon, 1 Jul
ORD
Chicago
SAN
San Diego
S$688 Return, found 5 days ago
S$688
Return
found 5 days ago
Thu, 27 Jun - Mon, 1 Jul
ORD
Chicago
SAN
San Diego
S$690 Return, found 5 days ago
S$690
Return
found 5 days ago
Origin airport | O'Hare Intl. |
Destination airport | San Diego Intl. |
Airlines serving | American Airlines, Delta, United |
Return price | S$618 |
Distance | 2752 km |
Perfect flights from Chicago to San Diego
Your Journey from Chicago to San Diego
Start your unforgettable journey with Expedia. Our broad selection of flights from Chicago to San Diego caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
Choosing Your Ideal Flight
With Expedia, you have access to a wide range of airlines, including Delta, United. Our selection of flights from O'Hare Intl. to San Diego Intl. caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 airlines, you're bound to find the perfect flight.
Maximizing Value with Chicago to San Diego Flights
Experience the joy of finding cheap flights from O'Hare Intl. to San Diego Intl. that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$264 and roundtrip prices from S$618*.
Pre-Flight Essentials
Ensure a smooth journey from Chicago to San Diego with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
Experience the Vibrant San Diego
Picture yourself stepping off the plane in San Diego and immersing yourself in the unique atmosphere of San Diego. From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
Added Convenience on Your Chicago to San Diego Flight
Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Chicago to San Diego.
Beyond the Flight – Exploring San Diego
With Expedia, your adventure extends beyond the flight. Explore San Diego at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
Book Your Flight from Chicago to San Diego with Confidence
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Chicago to San Diego with confidence. Book your travel arrangements with Expedia today.
*Note: Prices may vary based on availability and are subject to change.
Frequently asked questions
- Trending Routes
- Trending Flights
- Top Flights Destinations
- More Carriers
- Cheap Flights from Other Airports
- Expedia's Latest Trends
Popular flights from Chicago
- Chicago to Shanghai (ORD - PVG)
- Chicago to Newark (ORD - EWR)
- Chicago to Los Angeles (ORD - LAX)
- Chicago to Bangkok (ORD - BKK)
- Chicago to Milan (ORD - MXP)
- Chicago to New York (ORD - LGA)
- Chicago to Boston (ORD - BOS)
- Chicago to Changsha (ORD - CSX)
- Chicago to Charlotte (ORD - CLT)
- Chicago to Delhi (ORD - DEL)
- Chicago to Manila (ORD - MNL)
- Chicago to Washington (ORD - IAD)
Popular flights to San Diego
- Mexico City to San Diego (MEX - SAN)
- Los Angeles to San Diego (LAX - SAN)
- London to San Diego (LCY - SAN)
- Portland to San Diego (PDX - SAN)
- Boston to San Diego (BOS - SAN)
- Bengaluru to San Diego (BLR - SAN)
- San Jose to San Diego (SJC - SAN)
- New York to San Diego (JFK - SAN)
- Montreal to San Diego (YUL - SAN)
- Tokyo to San Diego (NRT - SAN)
- Vancouver to San Diego (YVR - SAN)
- London to San Diego (LHR - SAN)
Popular flights from Chicago
Popular flights to San Diego
- American Airlines Los Angeles to San Diego
- American Airlines Boston to San Diego
- American Airlines San Jose to San Diego
- American Airlines New York to San Diego
- Japan Airlines Tokyo to San Diego
- Air Canada Vancouver to San Diego
- American Airlines London to San Diego
- United Singapore to San Diego
- American Airlines San Francisco to San Diego
- American Airlines Boise to San Diego
Top Flight Destinations Near Here
- Flights to Las Vegas
- Flights to New York
- Flights to Orlando
- Flights to Myrtle Beach
- Flights to San Diego
- Flights to Panama City Beach
- Flights to Chicago
- Flights to Los Angeles
- Flights to Miami
- Flights to Destin
- Flights to Nashville
- Flights to Boston
- Flights to Key West
- Flights to Fort Lauderdale
- Flights to Honolulu
- Flights to New Orleans
- Flights to San Francisco
- Flights to Palm Springs
- Flights to Houston
- Flights to Washington
Flights
Los Angeles to Baltimore (LAX - BWI)Singapore to Seattle (SIN - SEA)Kelowna to Los Angeles (YLW - LAX)San Francisco to Los Angeles (SFO - LAX)Singapore to Philadelphia (SIN - PHL)San Francisco to Vancouver (SFO - YVR)Singapore to Chicago (SIN - ORD)San Francisco to New York (SFO - JFK)San Diego to Las Vegas (SAN - LAS)Los Angeles to Honolulu (LAX - HNL)Chicago to New York (ORD - LGA)Boston to Singapore (BOS - SIN)Los Angeles to San Francisco (LAX - SFO)Newark to San Francisco (EWR - SFO)New York to Cancun (NYC - CUN)Singapore to Los Angeles (SIN - LAX)Singapore to Boston (SIN - BOS)San Francisco to Las Vegas (SFO - LAS)Chicago to Singapore (ORD - SIN)Singapore to Dallas (SIN - DFW)San Francisco to Seattle (SFO - SEA)Los Angeles to Singapore (LAX - SIN)San Francisco to Singapore (SFO - SIN)Los Angeles to Las Vegas (LAX - LAS)Singapore to San Francisco (SIN - SFO)Los Angeles to New York (LAX - NYC)Phoenix to Los Angeles (PHX - LAX)Singapore to San Diego (SIN - SAN)Singapore to Las Vegas (SIN - LAS)Singapore to Cleveland (SIN - CLE)
*Available to Expedia members.