S$185 Cheap Flights from Chicago to San Diego

View S$185 flight on Wed, 18 Feb, 2026Opens in a new window

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

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

Prices were available within the past 7 days and start at S$185 for one-way flights and S$305 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, 18 Feb - Sat, 21 Feb
ORD
Chicago
SAN
San Diego
S$305 Return, found 5 days ago
S$305
Return
found 5 days ago
Select Delta flight, departing Wed, 18 Feb from Chicago to San Diego, returning Sat, 21 Feb, priced at S$305 found 5 days ago
United
Wed, 18 Feb - Sat, 21 Feb
ORD
Chicago
SAN
San Diego
S$313 Return, found 5 days ago
S$313
Return
found 5 days ago
Select United flight, departing Wed, 18 Feb from Chicago to San Diego, returning Sat, 21 Feb, priced at S$313 found 5 days ago
American Airlines
Wed, 18 Feb - Sat, 21 Feb
ORD
Chicago
SAN
San Diego
S$319 Return, found 5 days ago
S$319
Return
found 5 days ago
Select American Airlines flight, departing Wed, 18 Feb from Chicago to San Diego, returning Sat, 21 Feb, priced at S$319 found 5 days ago
United
Wed, 18 Feb - Sat, 21 Feb
ORD
Chicago
SAN
San Diego
S$320 Return, found 5 days ago
S$320
Return
found 5 days ago
Select United flight, departing Wed, 18 Feb from Chicago to San Diego, returning Sat, 21 Feb, priced at S$320 found 5 days ago
Delta
Wed, 18 Feb - Sun, 22 Feb
ORD
Chicago
SAN
San Diego
S$326 Return, found 5 days ago
S$326
Return
found 5 days ago
Select Delta flight, departing Wed, 18 Feb from Chicago to San Diego, returning Sun, 22 Feb, priced at S$326 found 5 days ago
American Airlines
Wed, 18 Feb - Sun, 22 Feb
ORD
Chicago
SAN
San Diego
S$332 Return, found 5 days ago
S$332
Return
found 5 days ago
Select American Airlines flight, departing Wed, 18 Feb from Chicago to San Diego, returning Sun, 22 Feb, priced at S$332 found 5 days ago
United
Wed, 18 Feb - Sun, 22 Feb
ORD
Chicago
SAN
San Diego
S$333 Return, found 5 days ago
S$333
Return
found 5 days ago
Select United flight, departing Wed, 18 Feb from Chicago to San Diego, returning Sun, 22 Feb, priced at S$333 found 5 days ago
American Airlines
Wed, 18 Feb - Sat, 21 Feb
ORD
Chicago
SAN
San Diego
S$338 Return, found 5 days ago
S$338
Return
found 5 days ago
Select American Airlines flight, departing Wed, 18 Feb from Chicago to San Diego, returning Sat, 21 Feb, priced at S$338 found 5 days ago
Delta
Wed, 18 Feb - Sat, 21 Feb
ORD
Chicago
SAN
San Diego
S$345 Return, found 5 days ago
S$345
Return
found 5 days ago
Select Delta flight, departing Wed, 18 Feb from Chicago to San Diego, returning Sat, 21 Feb, priced at S$345 found 5 days ago
Delta
Wed, 18 Feb - Sat, 21 Feb
ORD
Chicago
SAN
San Diego
S$352 Return, found 5 days ago
S$352
Return
found 5 days ago
Select Delta flight, departing Wed, 18 Feb from Chicago to San Diego, returning Sat, 21 Feb, priced at S$352 found 5 days ago

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

February is typically the cheapest month to fly

From S$117 - S$216 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$305. 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$305
Distance
2752 km
Average flight time
3 hours 1 min

Book with confidence

Perfect flights from Chicago to San Diego

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*Note: Prices may vary based on availability and are subject to change.
Perfect flights from Chicago to San Diego

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