
Popular airlines from San Diego Intl. Airport (SAN) to Chicago O'Hare International Airport (ORD)
- Alaska Airlines
Alaska Airlines
- Spirit Airlines
Spirit Airlines
- Frontier Airlines
Frontier Airlines
- American Airlines
American Airlines
- United
United
- Delta
Delta
- Southwest Airlines
Southwest Airlines
- Plan, book, fly with confidence
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Cheap Flights from San Diego (SAN) to Chicago (ORD)
Prices were available within the past 7 days and start at ฿3,745 for one-way flights and ฿8,385 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, 22 Sep - Fri, 26 Sep
SAN
San Diego
ORD
Chicago
฿8,385 Return, found 5 days ago
฿8,385
Return
found 5 days ago

Mon, 22 Sep - Fri, 26 Sep
SAN
San Diego
ORD
Chicago
฿8,880 Return, found 5 days ago
฿8,880
Return
found 5 days ago

Mon, 22 Sep - Fri, 26 Sep
SAN
San Diego
ORD
Chicago
฿9,050 Return, found 5 days ago
฿9,050
Return
found 5 days ago

Mon, 22 Sep - Fri, 26 Sep
SAN
San Diego
ORD
Chicago
฿9,200 Return, found 5 days ago
฿9,200
Return
found 5 days ago

Mon, 22 Sep - Fri, 26 Sep
SAN
San Diego
ORD
Chicago
฿9,370 Return, found 5 days ago
฿9,370
Return
found 5 days ago

Mon, 22 Sep - Fri, 26 Sep
SAN
San Diego
ORD
Chicago
฿9,375 Return, found 5 days ago
฿9,375
Return
found 5 days ago

Mon, 22 Sep - Fri, 26 Sep
SAN
San Diego
ORD
Chicago
฿9,375 Return, found 5 days ago
฿9,375
Return
found 5 days ago

Mon, 22 Sep - Fri, 26 Sep
SAN
San Diego
ORD
Chicago
฿9,380 Return, found 5 days ago
฿9,380
Return
found 5 days ago

Mon, 22 Sep - Fri, 26 Sep
SAN
San Diego
ORD
Chicago
฿9,525 Return, found 5 days ago
฿9,525
Return
found 5 days ago

Mon, 22 Sep - Fri, 26 Sep
SAN
San Diego
ORD
Chicago
฿9,545 Return, found 5 days ago
฿9,545
Return
found 5 days ago
Find the cheapest month to fly from San Diego (SAN) to Chicago (ORD)
September is typically the cheapest month to fly
From ฿2,984 - ฿5,819 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 | ฿8,385 |
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 ฿3,745 and roundtrip prices from ฿8,385. 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
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