Airlines that fly from Chicago Midway Airport (MDW) to San Diego Intl. Airport (SAN)
- DeltaDelta
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Cheap Flights from Chicago to San Diego (MDW-SAN)
Prices were available within the past 7 days and start at S$250 for one-way flights and S$535 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sun, 15 Dec - Tue, 24 Dec
MDW
Chicago
SAN
San Diego
S$535 Return, found 11 hours ago
S$535
Return
found 11 hours ago
Sun, 15 Dec - Tue, 24 Dec
MDW
Chicago
SAN
San Diego
S$575 Return, found 11 hours ago
S$575
Return
found 11 hours ago
Sun, 15 Dec - Tue, 24 Dec
MDW
Chicago
SAN
San Diego
S$668 Return, found 11 hours ago
S$668
Return
found 11 hours ago
Sun, 15 Dec - Tue, 24 Dec
MDW
Chicago
SAN
San Diego
S$689 Return, found 11 hours ago
S$689
Return
found 11 hours ago
Sun, 15 Dec - Tue, 24 Dec
MDW
Chicago
SAN
San Diego
S$708 Return, found 11 hours ago
S$708
Return
found 11 hours ago
Sun, 15 Dec - Tue, 24 Dec
MDW
Chicago
SAN
San Diego
S$822 Return, found 11 hours ago
S$822
Return
found 11 hours ago
Thu, 23 Jan - Wed, 29 Jan
MDW
Chicago
SAN
San Diego
S$879 Return, found 1 day ago
S$879
Return
found 1 day ago
Thu, 23 Jan - Wed, 29 Jan
MDW
Chicago
SAN
San Diego
S$947 Return, found 1 day ago
S$947
Return
found 1 day ago
Thu, 23 Jan - Wed, 29 Jan
MDW
Chicago
SAN
San Diego
S$992 Return, found 6 days ago
S$992
Return
found 6 days ago
Thu, 23 Jan - Wed, 29 Jan
MDW
Chicago
SAN
San Diego
S$1,046 Return, found 1 day ago
S$1,046
Return
found 1 day ago
Travel information
Travel information
Origin airport | Midway Intl. |
Destination airport | San Diego Intl. |
Airlines serving | Delta |
Return price | S$535 |
Distance | 2761 km |
Book with confidence
Book with confidence
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. Our selection of flights from Midway 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 Midway 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$250 and roundtrip prices from S$535*.
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
Frequently asked questions
Frequently asked questions
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Popular flights from Chicago
Popular flights to San Diego
- Newark Liberty Intl. Airport to San Diego (EWR - SAN)
- Los Angeles to San Diego (LAX - SAN)
- Colorado Springs to San Diego (COS - SAN)
- Amsterdam to San Diego (AMS - SAN)
- New York to San Diego (LGA - SAN)
- Jackson Hole to San Diego (JAC - SAN)
- New York to San Diego (JFK - SAN)
- Tokyo to San Diego (NRT - SAN)
- Vancouver to San Diego (YVR - SAN)
- Oakland to San Diego (OAK - SAN)
- Abbotsford to San Diego (YXX - SAN)
- Singapore to San Diego (SIN - SAN)
Popular flights to San Diego
- American Airlines Newark Liberty Intl. Airport to San Diego
- Delta Los Angeles to San Diego
- American Airlines Amsterdam to San Diego
- American Airlines New York to San Diego
- Delta New York to San Diego
- Air Canada Tokyo to San Diego
- Air Canada Vancouver to San Diego
- Delta Oakland to San Diego
- WestJet Abbotsford to San Diego
- United Singapore to San Diego
Top Flight Destinations Near Here
- Flights to New York
- Flights to Las Vegas
- Flights to Orlando
- Flights to Chicago
- Flights to Los Angeles
- Flights to Miami
- Flights to San Diego
- Flights to New Orleans
- Flights to Boston
- Flights to Gatlinburg
- Flights to Nashville
- Flights to Honolulu
- Flights to Fort Lauderdale
- Flights to Atlanta
- Flights to Pigeon Forge
- Flights to Key West
- Flights to San Antonio
- Flights to Houston
- Flights to San Francisco
- Flights to Washington
More Carriers
Chicago Airports
Chicago
S$422.70
Nearby Airports
- O'Hare Intl. Airport (ORD)
- Kenosha Regional Airport (ENW)
- South Bend Intl. Airport (SBN)
- Greater Rockford Airport (RFD)
- Waukesha County Airport (UES)
- Purdue University Airport (LAF)
- Central Illinois Regional Airport (BMI)
- Kalamazoo-Battle Creek Intl. Airport (AZO)
- Dane County Regional Airport (MSN)
- University Of Illinois Urbana-Champaign Williard Airport (CMI)
Flights
San Francisco to Grand Canyon (SFO - GCN)Los Angeles to Baltimore (LAX - BWI)Boston to San Francisco (BOS - SFO)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)San Francisco to Chicago (SFO - ORD)San Francisco to New York (SFO - JFK)San Diego to Las Vegas (SAN - LAS)Los Angeles to Honolulu (LAX - HNL)Boston to Singapore (BOS - SIN)Los Angeles to San Francisco (LAX - 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)Singapore to Dallas (SIN - DFW)San Francisco to Seattle (SFO - SEA)Newark Liberty Intl. Airport to San Francisco (EWR - SFO)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.