United Cheap Flights from Chicago to San Diego

View €104 flight on Wed, 1 Apr 2026Opens in a new window

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Prices were available within the past 7 days and start at €104 for one-way flights and €190 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Sat, 21 Feb - Sat, 28 Feb
ORD
Chicago
SAN
San Diego
€190 Return, found 3 days ago
€190
Return
found 3 days ago
Select United flight, departing Sat, 21 Feb from Chicago to San Diego, returning Sat, 28 Feb, priced at €190 found 3 days ago
United
Sat, 21 Feb - Sat, 28 Feb
ORD
Chicago
SAN
San Diego
€198 Return, found 3 days ago
€198
Return
found 3 days ago
Select United flight, departing Sat, 21 Feb from Chicago to San Diego, returning Sat, 28 Feb, priced at €198 found 3 days ago
United
Sun, 1 Mar - Sun, 15 Mar
ORD
Chicago
SAN
San Diego
€206 Return, found 11 hours ago
€206
Return
found 11 hours ago
Select United flight, departing Sun, 1 Mar from Chicago to San Diego, returning Sun, 15 Mar, priced at €206 found 11 hours ago
United
Sun, 1 Mar - Sun, 15 Mar
ORD
Chicago
SAN
San Diego
€213 Return, found 11 hours ago
€213
Return
found 11 hours ago
Select United flight, departing Sun, 1 Mar from Chicago to San Diego, returning Sun, 15 Mar, priced at €213 found 11 hours ago
United
Sun, 1 Mar - Sun, 15 Mar
ORD
Chicago
SAN
San Diego
€226 Return, found 11 hours ago
€226
Return
found 11 hours ago
Select United flight, departing Sun, 1 Mar from Chicago to San Diego, returning Sun, 15 Mar, priced at €226 found 11 hours ago
United
Sat, 21 Feb - Sat, 28 Feb
ORD
Chicago
SAN
San Diego
€231 Return, found 3 days ago
€231
Return
found 3 days ago
Select United flight, departing Sat, 21 Feb from Chicago to San Diego, returning Sat, 28 Feb, priced at €231 found 3 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. Average driving time to city centre is 38 minutes. Flights from €477
CLD
McClellan-Palomar
Average driving time to city centre38 min
Flights from €477

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

February is typically the cheapest month to fly

From €87 - €146 per traveller.
Chicago to San Diego route information
Origin airport
O'Hare Intl.
Destination airport
San Diego Intl.
Airlines serving
American Airlines, Delta, JetBlue Airways, United
Popular airline
American Airlines
Distance
2752 km
Average flight time
3 hours 1 min

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 €190 from ORD to SAN. Affordable one-way options from €104 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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