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 | $160 (Kiwi.com) |
One-way from | $77 (United Airlines) |
Popular in | March |
Cheapest in | October |
Average price | $267 |
Good round-trip deal | $190 or less |
Good one-way deal | $97 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Thu 1/29
9:05 am-11:48 am
Nonstop4h 43m
San Diego
Sat 2/7
10:52 am-5:05 pm
Nonstop4h 13m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Wed 1/21
9:05 am-11:48 am
Nonstop4h 43m
San Diego
Sun 1/25
2:11 pm-8:25 pm
Nonstop4h 14m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Wed 1/7
2:40 pm-8:49 pm
1 stop8h 09m
San Diego
Fri 1/16
2:11 pm-8:25 pm
Nonstop4h 14m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Sat 12/20
8:58 pm-11:44 pm
Nonstop4h 46m
San Diego
Thu 12/25
1:30 pm-8:02 pm
Nonstop4h 32m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Thu 12/4
7:10 am-9:40 am
Nonstop4h 30m
San Diego
Sun 12/7
5:08 pm-11:15 pm
Nonstop4h 07m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Fri 12/12
4:25 pm-10:10 pm
1 stop7h 45m
San Diego
Tue 12/16
2:50 pm-10:35 pm
1 stop5h 45m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Sat 1/17
3:44 pm-6:26 pm
Nonstop4h 42m
San Diego
Wed 1/21
6:03 pm-1:10 pm
1 stop17h 07m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Wed 2/11
8:00 am-5:20 pm
1 stop11h 20m
San Diego
Wed 2/18
8:35 am-2:58 pm
Nonstop4h 23m
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
9:37 am-11:50 pm
1 stop12h 13m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Sat 12/6
6:37 pm-12:15 am
1 stop7h 38m
San Diego
Wed 12/10
5:08 pm-11:15 pm
Nonstop4h 07m
| 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 Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | 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 36% 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 afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Boarding
Crew
Food
Entertainment
Overall
Comfort
Reviews
Hannah,Aug 2025
SFO - SAN
Boarding
Crew
Food
Entertainment
Overall
Comfort
Reviews
Hannah,Aug 2025
SFO - SAN
Boarding
Crew
Food
Entertainment
Overall
Comfort
Reviews
Hannah,Aug 2025
SFO - SAN
Boarding
Crew
Food
Entertainment
Overall
Comfort
Reviews
Hannah,Aug 2025
SFO - SAN
Boarding
Crew
Food
Entertainment
Overall
Comfort
Reviews
Hannah,Aug 2025
SFO - SAN
Boarding
Crew
Food
Entertainment
Overall
Comfort
Reviews
Hannah,Aug 2025
SFO - SAN
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$87 | Average$201 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$104 | Average$204 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$142 | Average$230 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$165 | Average$370 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$168 | Average$237 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$172 | Average$426 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$223 | Average$330 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$296 | Average$501 | FlexibilityNo cancel fee | On-time63% |