S$179 Cheap Flights from Chicago to San Diego

View S$179 flight on Sat, 9 May, 2026Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to San Diego Intl. Airport (SAN)

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 40% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheap Flights from Chicago to San Diego (ORD-SAN)

Prices were available within the past 7 days and start at S$179 for one-way flights and S$329 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, 2 May - Sat, 9 May
ORD
Chicago
SAN
San Diego
S$329 Return, found 1 day ago
S$329
Return
found 1 day ago
Select Delta flight, departing Sat, 2 May from Chicago to San Diego, returning Sat, 9 May, priced at S$329 found 1 day ago
American Airlines
Sat, 2 May - Sat, 9 May
ORD
Chicago
SAN
San Diego
S$373 Return, found 1 day ago
S$373
Return
found 1 day ago
Select American Airlines flight, departing Sat, 2 May from Chicago to San Diego, returning Sat, 9 May, priced at S$373 found 1 day ago
United
Sat, 2 May - Sat, 9 May
ORD
Chicago
SAN
San Diego
S$380 Return, found 1 day ago
S$380
Return
found 1 day ago
Select United flight, departing Sat, 2 May from Chicago to San Diego, returning Sat, 9 May, priced at S$380 found 1 day ago
United
Sat, 2 May - Sat, 9 May
ORD
Chicago
SAN
San Diego
S$386 Return, found 1 day ago
S$386
Return
found 1 day ago
Select United flight, departing Sat, 2 May from Chicago to San Diego, returning Sat, 9 May, priced at S$386 found 1 day ago
United
Sat, 2 May - Sat, 9 May
ORD
Chicago
SAN
San Diego
S$392 Return, found 1 day ago
S$392
Return
found 1 day ago
Select United flight, departing Sat, 2 May from Chicago to San Diego, returning Sat, 9 May, priced at S$392 found 1 day ago
American Airlines
Sat, 2 May - Sat, 9 May
ORD
Chicago
SAN
San Diego
S$417 Return, found 1 day ago
S$417
Return
found 1 day ago
Select American Airlines flight, departing Sat, 2 May from Chicago to San Diego, returning Sat, 9 May, priced at S$417 found 1 day ago
American Airlines
Sat, 2 May - Sat, 9 May
ORD
Chicago
SAN
San Diego
S$425 Return, found 1 day ago
S$425
Return
found 1 day ago
Select American Airlines flight, departing Sat, 2 May from Chicago to San Diego, returning Sat, 9 May, priced at S$425 found 1 day ago
United
Sat, 2 May - Sat, 9 May
ORD
Chicago
SAN
San Diego
S$430 Return, found 1 day ago
S$430
Return
found 1 day ago
Select United flight, departing Sat, 2 May from Chicago to San Diego, returning Sat, 9 May, priced at S$430 found 1 day ago
United
Sat, 2 May - Sat, 9 May
ORD
Chicago
SAN
San Diego
S$432 Return, found 1 day ago
S$432
Return
found 1 day ago
Select United flight, departing Sat, 2 May from Chicago to San Diego, returning Sat, 9 May, priced at S$432 found 1 day ago
Delta
Thu, 30 Apr - Mon, 4 May
ORD
Chicago
SAN
San Diego
S$433 Return, found 4 days ago
S$433
Return
found 4 days ago
Select Delta flight, departing Thu, 30 Apr from Chicago to San Diego, returning Mon, 4 May, priced at S$433 found 4 days ago

Alternative airports near San Diego

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to McClellan-Palomar CLD. Cheapest option available. Average driving time to city centre is 38 minutes. Flights from S$725
CLD
McClellan-Palomar
Cheapest
Average driving time to city centre38 min
Flights from S$725

Find the cheapest month to fly from Chicago (ORD) to San Diego (SAN)

May is typically the cheapest month to fly

From S$207 - S$310 per traveller.

Frequently asked questions

How much is a flight from O'Hare Airport to San Diego Intl. Airport (SAN)?
The lowest price advertised for a round-trip journey between O'Hare Intl. Airport (ORD) and San Diego Airport is S$329. But you better act fast. This price is based on fares listed within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from ORD to SAN?
This can differ between airlines, as each has its own set of terms and conditions. Visit the Customer Service Portal, where there are simple instructions on how to cancel your flight online.
How do I find cheap flights from ORD to San Diego Intl. Airport (SAN) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for ORD to San Diego Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from O'Hare Airport to San Diego Intl. Airport (SAN)?
The flying distance between O'Hare Airport and SAN is 2,800 kilometres. Close your eyes or get stuck into a book and the journey will whiz by.
Which airlines fly direct from ORD to SAN?
With 121 monthly flights operating from ORD to San Diego Intl. Airport (SAN), United Airlines (UA) is a top choice. If you'd like more options, check out the ticket prices from American Airlines (AA). This airlines operates 91 monthly flights between these airports.
Are ORD to SAN flight tickets cheaper when they're purchased at the last minute?
Late planners can sometimes nab a bargain, with some of the cheapest airfares from O'Hare Airport to San Diego Intl. Airport (SAN) appearing a few weeks before the date of departure. If you'd rather book ahead of time, Expedia compares and updates all the best flight deals frequently — as early as a year in advance in some cases. It depends on the carrier though, as not all airlines publish prices that far in advance.

Travel information

Origin airport
O'Hare Intl.
Destination airport
San Diego Intl.
Airlines serving
American Airlines, Delta, United
Return price
S$328
Distance
2752 km
Average flight time
2 hours 36 mins

Explore a world of travel with Expedia

*Available to Expedia members.