
Popular airlines from San Diego Intl. Airport (SAN) to Chicago O'Hare Intl. Airport (ORD)
- American Airlines
American Airlines
- Delta
Delta
- United
United
- Plan, book, fly with confidence
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Cheap flights from San Diego to Chicago (SAN-ORD)
Prices were available within the past 7 days and start at €74 for one-way flights and €168 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, 17 Aug - Sun, 24 Aug
SAN
San Diego
ORD
Chicago
€168 Return, found 2 days ago
€168
Return
found 2 days ago

Sun, 17 Aug - Sun, 24 Aug
CLD
Carlsbad
ORD
Chicago
€185 Return, found 2 days ago
€185
Return
found 2 days ago

Sun, 7 Sep - Thu, 11 Sep
SAN
San Diego
ORD
Chicago
€196 Return, found 2 days ago
€196
Return
found 2 days ago

Sun, 7 Sep - Thu, 11 Sep
SAN
San Diego
ORD
Chicago
€203 Return, found 2 days ago
€203
Return
found 2 days ago

Mon, 28 Jul - Wed, 30 Jul
SAN
San Diego
ORD
Chicago
€208 Return, found 2 days ago
€208
Return
found 2 days ago

Sun, 17 Aug - Sun, 24 Aug
CLD
Carlsbad
ORD
Chicago
€218 Return, found 2 days ago
€218
Return
found 2 days ago

Sat, 2 Aug - Fri, 15 Aug
SAN
San Diego
ORD
Chicago
€219 Return, found 3 days ago
€219
Return
found 3 days ago

Sun, 17 Aug - Sun, 24 Aug
SAN
San Diego
ORD
Chicago
€227 Return, found 2 days ago
€227
Return
found 2 days ago

Sun, 17 Aug - Sun, 24 Aug
SAN
San Diego
ORD
Chicago
€232 Return, found 2 days ago
€232
Return
found 2 days ago

Sun, 7 Sep - Thu, 11 Sep
SAN
San Diego
ORD
Chicago
€344 Return, found 2 days ago
€344
Return
found 2 days ago
Find the cheapest month to fly from San Diego (SAN) to Chicago (ORD)
September is typically the cheapest month to fly
From €77 - €141 per traveller.
Graph displaying average flight prices per month
Origin airport | San Diego Intl. |
Destination airport | O'Hare Intl. |
Airlines serving | American Airlines, Delta, United |
Return price | €168 |
Distance | 2752 km |
Average flight time | 6 hours 15 mins |
Perfect flights from San Diego to Chicago
Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from San Diego to Chicago. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
Picture yourself strolling through the streets of Chicago, surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
Our flexible San Diego Intl. to O'Hare Intl. ticket options cater to your travel preferences, with incredible one-way fares from €74 and roundtrip prices from €168. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at O'Hare Intl. and explore Chicago and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your SAN to ORD travel arrangements today and embark on the journey of a lifetime in Chicago.
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Top Routes from San Diego
Top Routes to Chicago
- Newark Liberty Intl. Airport to Chicago (EWR - ORD)
- New York to Chicago (LGA - ORD)
- Cork to Chicago (ORK - ORD)
- Warsaw to Chicago (WAW - ORD)
- New York to Chicago (JFK - ORD)
- Dublin to Chicago (DUB - ORD)
- Budapest to Chicago (BUD - ORD)
- Shannon to Chicago (SNN - ORD)
- Vienna to Chicago (VIE - ORD)
- Vancouver to Chicago (YVR - ORD)
- Vilnius to Chicago (VNO - ORD)
- Lisbon to Chicago (LIS - ORD)
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Expedia's Latest Trends
Flights
Flights from Las Vegas (LAS) to Los Angeles (LAX)Flights from San Francisco (SFO) to Las Vegas (LAS)Flights from Los Angeles (LAX) to Las Vegas (LAS)Flights from Boston (BOS) to Dublin (DUB)Flights from Los Angeles (LAX) to Dublin (DUB)Flights from Shannon (SNN) to Chicago (ORD)Flights from Las Vegas (LAS) to Dublin (DUB)Flights from Shannon (SNN) to Boston (BOS)Flights from London (LHR) to Los Angeles (LAX)Flights from Dublin (DUB) to San Francisco (SFO)Flights from Dublin (DUB) to St. Louis (STL)Flights from Shannon (SNN) to San Francisco (SFO)Flights from LON-All Airports to NYC-All AirportsFlights from San Francisco (SFO) to Dublin (DUB)Flights from Los Angeles (LAX) to Shannon (SNN)Flights from London (LHR) to San Francisco (SFO)Flights from Cork (ORK) to Las Vegas (LAS)Flights from Dublin (DUB) to Fort Lauderdale (FLL)Flights from Dublin (DUB) to Chicago (ORD)Flights from Dublin (DUB) to Philadelphia (PHL)Flights from Chicago (ORD) to Dublin (DUB)Flights from Cork (ORK) to San Francisco (SFO)Flights from Dublin (DUB) to Los Angeles (LAX)Flights from Shannon (SNN) to Seattle (SEA)Flights from Boston (BOS) to New York (JFK)Flights from London (LHR) to Las Vegas (LAS)Flights from Dublin (DUB) to Boston (BOS)Flights from Dublin (DUB) to Seattle (SEA)Flights from Dublin (DUB) to Dallas (DFW)Flights from Dublin (DUB) to Las Vegas (LAS)
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