S$179 Cheap Flights from San Diego to Chicago

View S$179 flight on Sat, 2 May, 2026Opens in a new window

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

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

Prices were available within the past 7 days and start at S$179 for one-way flights and S$357 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, 2 May - Sat, 9 May
SAN
San Diego
ORD
Chicago
S$357 Return, found 2 days ago
S$357
Return
found 2 days ago
Select Delta flight, departing Sat, 2 May from San Diego to Chicago, returning Sat, 9 May, priced at S$357 found 2 days ago
American Airlines
Sat, 2 May - Sat, 9 May
SAN
San Diego
ORD
Chicago
S$389 Return, found 2 days ago
S$389
Return
found 2 days ago
Select American Airlines flight, departing Sat, 2 May from San Diego to Chicago, returning Sat, 9 May, priced at S$389 found 2 days ago
Delta
Sat, 2 May - Sat, 9 May
SAN
San Diego
ORD
Chicago
S$396 Return, found 2 days ago
S$396
Return
found 2 days ago
Select Delta flight, departing Sat, 2 May from San Diego to Chicago, returning Sat, 9 May, priced at S$396 found 2 days ago
Delta
Sat, 2 May - Sat, 9 May
SAN
San Diego
ORD
Chicago
S$409 Return, found 2 days ago
S$409
Return
found 2 days ago
Select Delta flight, departing Sat, 2 May from San Diego to Chicago, returning Sat, 9 May, priced at S$409 found 2 days ago
Delta
Sat, 2 May - Sat, 9 May
SAN
San Diego
ORD
Chicago
S$410 Return, found 2 days ago
S$410
Return
found 2 days ago
Select Delta flight, departing Sat, 2 May from San Diego to Chicago, returning Sat, 9 May, priced at S$410 found 2 days ago
American Airlines
Sat, 2 May - Sat, 9 May
SAN
San Diego
ORD
Chicago
S$421 Return, found 2 days ago
S$421
Return
found 2 days ago
Select American Airlines flight, departing Sat, 2 May from San Diego to Chicago, returning Sat, 9 May, priced at S$421 found 2 days ago
United
Sat, 2 May - Sat, 9 May
SAN
San Diego
ORD
Chicago
S$440 Return, found 2 days ago
S$440
Return
found 2 days ago
Select United flight, departing Sat, 2 May from San Diego to Chicago, returning Sat, 9 May, priced at S$440 found 2 days ago
United
Sat, 2 May - Sat, 9 May
SAN
San Diego
ORD
Chicago
S$446 Return, found 2 days ago
S$446
Return
found 2 days ago
Select United flight, departing Sat, 2 May from San Diego to Chicago, returning Sat, 9 May, priced at S$446 found 2 days ago
United
Sat, 2 May - Sat, 9 May
SAN
San Diego
ORD
Chicago
S$449 Return, found 2 days ago
S$449
Return
found 2 days ago
Select United flight, departing Sat, 2 May from San Diego to Chicago, returning Sat, 9 May, priced at S$449 found 2 days ago
United
Sat, 2 May - Sat, 9 May
SAN
San Diego
ORD
Chicago
S$454 Return, found 2 days ago
S$454
Return
found 2 days ago
Select United flight, departing Sat, 2 May from San Diego to Chicago, returning Sat, 9 May, priced at S$454 found 2 days ago

Frequently asked questions

How much is a flight from San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD)?
If you're planning on travelling between SAN and ORD, round-trip journeys start from S$357. This figure is based on fares quoted within the last 7 days on Expedia for flights departing within the next year, so don't let a good deal slip through your fingers. Book today and save yourself money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from SAN to ORD?
The majority of flights can be cancelled online, but whether you are charged a fee differs between airlines. If you do have to cancel your trip, follow the easy instructions in the Customer Service Portal.
How do I find cheap flights from San Diego Airport to O'Hare Intl. Airport (ORD) 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 San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from San Diego Intl. Airport (SAN) to ORD?
The flying distance between SAN and O'Hare Airport is 2,800 kilometres. Squeeze in a nap or make a start on the latest bestseller and the journey will zip by.
Which airlines fly direct from San Diego Airport to O'Hare Intl. Airport (ORD)?
A leading airline that flies from San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD) is United Airlines (UA). It offers 121 flights monthly. If you'd like more options, check out the ticket prices from American Airlines (AA). This airlines operates 91 flights a month between these airports.
Are San Diego Intl. Airport (SAN) to O'Hare Airport flight tickets cheaper when they're purchased at the last minute?
It is possible to pick up amazing last-minute deals from San Diego Intl. Airport (SAN) to O'Hare Airport, but it can also be hit-or-miss. As many airlines publish prices up to a year in advance, it's worthwhile keeping an eye on fares early and being ready to book when you spot a bargain. Expedia compares air carrier prices and updates flight deals often, so you can rest assured you're always getting the latest offers.

Travel information

Origin airport
San Diego Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, United
Return price
S$357
Distance
2752 km
Average flight time
6 hours 14 mins

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