United Cheap Flights from Chicago to San Diego

View €106 flight on Sat, 7 Mar 2026Opens in a new window
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Prices were available within the past 7 days and start at €106 for one-way flights and €177 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Sat, 24 Jan - Sat, 31 Jan
ORD
Chicago
SAN
San Diego
€177 Return, found 12 hours ago
€177
Return
found 12 hours ago
Select United flight, departing Sat, 24 Jan from Chicago to San Diego, returning Sat, 31 Jan, priced at €177 found 12 hours ago
United
Sat, 24 Jan - Sat, 31 Jan
ORD
Chicago
SAN
San Diego
€211 Return, found 12 hours ago
€211
Return
found 12 hours ago
Select United flight, departing Sat, 24 Jan from Chicago to San Diego, returning Sat, 31 Jan, priced at €211 found 12 hours ago
United
Sat, 10 Jan - Sat, 17 Jan
ORD
Chicago
SAN
San Diego
€212 Return, just found
€212
Return
just found
Select United flight, departing Sat, 10 Jan from Chicago to San Diego, returning Sat, 17 Jan, priced at €212 just found
United
Sat, 7 Mar - Sun, 8 Mar
ORD
Chicago
SAN
San Diego
€220 Return, found 2 days ago
€220
Return
found 2 days ago
Select United flight, departing Sat, 7 Mar from Chicago to San Diego, returning Sun, 8 Mar, priced at €220 found 2 days ago
United
Sat, 24 Jan - Sat, 31 Jan
ORD
Chicago
SAN
San Diego
€227 Return, found 12 hours ago
€227
Return
found 12 hours ago
Select United flight, departing Sat, 24 Jan from Chicago to San Diego, returning Sat, 31 Jan, priced at €227 found 12 hours ago
United
Sat, 24 Jan - Sat, 31 Jan
ORD
Chicago
SAN
San Diego
€232 Return, found 12 hours ago
€232
Return
found 12 hours ago
Select United flight, departing Sat, 24 Jan from Chicago to San Diego, returning Sat, 31 Jan, priced at €232 found 12 hours ago

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

February is typically the cheapest month to fly

From €78 - €143 per traveller.
Chicago to San Diego route information
Origin airport
O'Hare Intl.
Destination airport
San Diego Intl.
Airlines serving
American Airlines, Delta, United
Popular airline
United
Distance
2752 km
Average flight time
2 hours 34 mins

Frequently asked questions

How much is a United Airlines flight from O'Hare Intl. Airport (ORD) to San Diego Intl. Airport (SAN)?
Make use of the "Price (lowest to highest)" filter on Expedia to look for cheap United Airlines round-trip flights from €177 from ORD to SAN. Affordable one-way options from €106 are also on offer.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly from ORD to SAN with United Airlines?
United Airlines flights to San Diego are typically more affordable in the quieter months of January and November. Whether you're searching for a return or one-way ticket, you could find a better deal then.
Does United Airlines fly nonstop from O'Hare Intl. Airport (ORD) to San Diego Intl. Airport (SAN)?
United Airlines operates direct flights from O'Hare Intl. Airport (ORD) to San Diego Intl. Airport (SAN), with 25 departures each week. Simply choose the "Nonstop" and "Airline" filters during your search on Expedia to show all direct United Airlines flights to SAN.
How long does it take to fly from ORD to SAN with United Airlines?
Leave O'Hare Intl. Airport (ORD) for San Diego Intl. Airport (SAN) on a nonstop United Airlines flight, and you'll be airborne for around 4h 35m.
Which day of the week has the most United Airlines flights from O'Hare Intl. Airport (ORD) to San Diego Intl. Airport (SAN)?
United Airlines has the most flights from O'Hare Intl. Airport (ORD) to San Diego Intl. Airport (SAN) on Saturday. With up to 4 daily departures, you'll get the most choice and flexibility on this day.
What airports does United Airlines fly into in San Diego?
United Airlines flights from O'Hare Intl. Airport (ORD) to San Diego arrive at San Diego Intl. Airport (SAN). This is the main gateway here.
What type of plane does United Airlines fly from O'Hare Intl. Airport (ORD) to San Diego Intl. Airport (SAN)?
United Airlines typically uses Airbus A321neo planes for flights from O'Hare Intl. Airport (ORD) to San Diego Intl. Airport (SAN). This airline also operates the Boeing 737 MAX 8 on this route. Keep in mind that aircraft type can change due to operational requirements, so the plane you board could be different when you leave.
Can I change or cancel my United Airlines flight from O'Hare Intl. Airport (ORD) to San Diego Intl. Airport (SAN)?
Changes are typically free within 24 hours of making a booking, but your airline may charge a fee after that time. For more details about altering your reservation, head to your "Trips," select your flight and click on "Manage Booking." If you want the freedom to update your itinerary without being charged, check the "Changes included" and "No cancel fee" filters when planning your next escape.

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