Plan for traffic when heading to SAN. Arrive early to avoid stress, especially during peak hours like 4:00-6:15 a.m. and 9:30 a.m.-12:30 p.m.
Most accurate provider | FlightHub 3 stars |
---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $191 (Mytrip) |
One-way from | $82 (Cheapflightsfares) |
Popular in | December |
Cheapest in | October |
Average price | $427 |
Good round-trip deal | $398 or less |
Good one-way deal | $193 or less |
Fly from
Fly to
Route
Depart
Return
Price
San DiegoChicago
SAN - ORD
SANORD
San Diego
Mon 5/12
6:58 pm-10:55 am
1 stop13h 57m
Chicago O'Hare Intl
Mon 5/19
9:02 pm-11:56 pm
1 stop28h 54m
San DiegoChicago
SAN - ORD
SANORD
San Diego
Thu 7/31
4:15 pm-10:31 pm
Nonstop4h 16m
Chicago O'Hare Intl
Sat 8/16
1:08 pm-3:30 pm
Nonstop4h 22m
San DiegoChicago
SAN - ORD
SANORD
San Diego
Wed 7/30
11:40 am-7:46 pm
1 stop6h 06m
Chicago O'Hare Intl
Tue 8/5
1:08 pm-3:30 pm
Nonstop4h 22m
San DiegoChicago
SAN - MDW
SANMDW
San Diego
Fri 4/18
9:19 pm-5:23 am
1 stop6h 04m
Chicago Midway
Sun 4/20
6:45 am-11:29 am
1 stop6h 44m
San DiegoChicago
SAN - RFD
SANRFD
San Diego
Thu 4/24
6:15 am-8:46 pm
1 stop12h 31m
Chicago Greater Rockford
Thu 5/1
9:36 pm-7:34 am
1 stop11h 58m
San DiegoChicago
SAN - MDW
SANMDW
San Diego
Fri 4/25
10:35 am-7:06 pm
1 stop6h 31m
Chicago Midway
Sun 4/27
6:15 am-12:42 am
1 stop20h 27m
San DiegoChicago
SAN - ORD
SANORD
San Diego
Fri 5/23
6:20 pm-12:27 pm
1 stop16h 07m
Chicago O'Hare Intl
Mon 5/26
9:05 pm-11:45 am
1 stop16h 40m
San DiegoChicago
SAN - ORD
SANORD
San Diego
Wed 4/30
6:15 am-5:04 pm
1 stop8h 49m
Chicago O'Hare Intl
Sat 5/3
6:35 am-11:00 am
1 stop6h 25m
San DiegoChicago
SAN - MDW
SANMDW
San Diego
Sat 5/3
6:15 am-2:22 pm
1 stop6h 07m
Chicago Midway
Wed 5/7
6:00 am-12:33 pm
1 stop8h 33m
San DiegoChicago
SAN - MDW
SANMDW
San Diego
Wed 4/16
5:55 pm-11:55 pm
Nonstop4h 00m
Chicago Midway
Sun 4/20
8:25 pm-10:45 pm
Nonstop4h 20m
Provider | Price Accuracy | Trust Score* |
---|---|---|
Price Accuracy1 star | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy1 star | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*2 stars | |
Price Accuracy1 star | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*2 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*3 stars |
The price you pay for your flight from San Diego to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 11 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, August is the cheapest month in which you can book a flight from San Diego to Chicago (average of $245). Flying from San Diego to Chicago in March is currently the most expensive (average of $323). 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 San Diego to Chicago in the afternoon. By choosing this option you can save up to 18% on the cost of your flight, compared to a flight in the morning.
Travelers seeking maximum savings on their San Diego to Chicago flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from SAN to CHI are scheduled on a Thursday (37 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (11 on average).
In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.
If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Boarding
Comfort
Food
Entertainment
Overall
Crew
Reviews
Merlyn,Feb 2025
LAX - SMF
Boarding
Comfort
Food
Entertainment
Overall
Crew
Reviews
Merlyn,Feb 2025
LAX - SMF
Boarding
Comfort
Food
Entertainment
Overall
Crew
Reviews
Merlyn,Feb 2025
LAX - SMF
Boarding
Comfort
Food
Entertainment
Overall
Crew
Reviews
Merlyn,Feb 2025
LAX - SMF
Boarding
Comfort
Food
Entertainment
Overall
Crew
Reviews
Merlyn,Feb 2025
LAX - SMF
Boarding
Comfort
Food
Entertainment
Overall
Crew
Reviews
Merlyn,Feb 2025
LAX - SMF
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$90 | Average$203 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$93 | Average$198 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$217 | Average$427 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$249 | Average$473 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$258 | Average$386 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$332 | Average$475 | FlexibilityNo cancel fee | On-time63% | |
Cheapest$391 | Average$798 | FlexibilityNo cancel fee | On-time75% |