For a quick departure, take the "L" train to ORD, avoiding Chicago traffic delays common with taxis or rideshares.

Most accurate provider | CheapOair 3 stars |
|---|---|
Most trusted provider | CheapOair 3 stars |
Round-trip from | $161 (American Airlines) |
One-way from | $79 (Kiwi.com) |
Popular in | March |
Cheapest in | October |
Average price | $319 |
Good round-trip deal | $180 or less |
Good one-way deal | $98 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Tue 2/3
2:15 pm-8:50 pm
2 stops8h 35m
San Diego
Tue 2/10
9:40 am-10:35 pm
2 stops10h 55m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Tue 1/20
1:00 pm-7:10 pm
1 stop8h 10m
San Diego
Mon 1/26
10:30 am-9:50 pm
1 stop9h 20m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Wed 1/21
1:00 pm-8:50 pm
2 stops9h 50m
San Diego
Tue 1/27
9:00 am-10:35 pm
2 stops11h 35m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Fri 2/6
3:44 pm-6:26 pm
Nonstop4h 42m
San Diego
Tue 2/10
6:15 am-5:10 pm
1 stop8h 55m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Wed 1/7
9:00 am-11:43 am
Nonstop4h 43m
San Diego
Tue 1/13
11:49 am-11:50 pm
1 stop10h 01m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Wed 1/21
7:15 am-11:50 am
1 stop6h 35m
San Diego
Sat 1/24
2:20 pm-10:35 pm
1 stop6h 15m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Thu 1/15
3:44 pm-6:26 pm
Nonstop4h 42m
San Diego
Mon 1/19
5:10 pm-11:37 pm
Nonstop4h 27m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Tue 1/13
7:15 am-2:45 pm
2 stops9h 30m
San Diego
Wed 1/21
9:40 am-10:35 pm
2 stops10h 55m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Mon 1/19
9:00 am-11:43 am
Nonstop4h 43m
San Diego
Sun 1/25
6:15 am-11:50 pm
1 stop15h 35m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Wed 1/28
2:20 pm-10:42 pm
1 stop10h 22m
San Diego
Sat 1/31
11:00 am-11:53 pm
1 stop10h 53m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*2 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
The price you pay for your flight from Chicago O'Hare Intl Airport to San Diego may vary depending on when you book. For the best chance of a lower fare, look to book 71 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San Diego (average of $88). Flying from Chicago O'Hare Intl Airport to San Diego in May is currently the most expensive (average of $198). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
It’s optimal to fly from Chicago O'Hare Intl Airport to San Diego at noon. By choosing this option you can save up to 32% on the cost of your flight, compared to a flight in the afternoon.
Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to San Diego flight should consider departing on Saturday at noon when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Food
Crew
Boarding
Overall
Entertainment
Comfort
Reviews
Hannah,Aug 2025
SFO - SAN
Food
Crew
Boarding
Overall
Entertainment
Comfort
Reviews
Hannah,Aug 2025
SFO - SAN
Food
Crew
Boarding
Overall
Entertainment
Comfort
Reviews
Hannah,Aug 2025
SFO - SAN
Food
Crew
Boarding
Overall
Entertainment
Comfort
Reviews
Hannah,Aug 2025
SFO - SAN
Food
Crew
Boarding
Overall
Entertainment
Comfort
Reviews
Hannah,Aug 2025
SFO - SAN
Food
Crew
Boarding
Overall
Entertainment
Comfort
Reviews
Hannah,Aug 2025
SFO - SAN
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$87 | Average$199 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$103 | Average$205 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$142 | Average$238 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$164 | Average$358 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$166 | Average$385 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$168 | Average$237 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$256 | Average$312 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$261 | Average$501 | FlexibilityNo cancel fee | On-time63% |