The flight attendants on both flights that were covering the back of the plane (where I was sitting) were wonderful. Very helpful and friendly. I had two kids so little things help. Lifting arm rest, making sure we had drinks when we woke up, so friendly.
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Lowest round trip fares by airline from Chicago and San Diego
Cheapest prices ($28 One Way, $49 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Thu, Jan 21 -
ORD
Chicagoto
SAN
San Diego$28
Fri, Jan 29 -
ORD
Chicagoto
SAN
San Diego$37
Sun, Dec 20 -
ORD
Chicagoto
SAN
San Diego$40
Fri, Jan 8 -
ORD
Chicagoto
SAN
San Diego$41
Fri, Dec 25 - Fri, Dec 25
ORD
Chicagoto
SAN
San Diego$49
Sat, Jan 16 - Sat, Jan 23
ORD
Chicagoto
SAN
San Diego$54
Thu, Dec 10 - Sun, Dec 13
ORD
Chicagoto
SAN
San Diego$55
Fri, Jan 29 -
ORD
Chicagoto
SAN
San Diego$58
Fri, Dec 25 - Tue, Dec 29
ORD
Chicagoto
SAN
San Diego$65
Thu, Feb 25 - Thu, Feb 25
ORD
Chicagoto
SAN
San Diego$72
Sun, Dec 20 -
ORD
Chicagoto
SAN
San Diego$40
Fri, Dec 25 - Fri, Dec 25
ORD
Chicagoto
SAN
San Diego$49
Thu, Dec 10 - Sun, Dec 13
ORD
Chicagoto
SAN
San Diego$55
Fri, Dec 25 - Tue, Dec 29
ORD
Chicagoto
SAN
San Diego$65
Thu, Jan 21 -
ORD
Chicagoto
SAN
San Diego$28
Fri, Jan 29 -
ORD
Chicagoto
SAN
San Diego$37
Fri, Jan 8 -
ORD
Chicagoto
SAN
San Diego$41
Sat, Jan 16 - Sat, Jan 23
ORD
Chicagoto
SAN
San Diego$54
Fri, Jan 29 -
ORD
Chicagoto
SAN
San Diego$58
Thu, Feb 25 - Thu, Feb 25
ORD
Chicagoto
SAN
San Diego$72
Great Deals On Cheap Hotels in San Diego
Price for 1 night 2 adults*
Pleasant Inn
4.1 out of 5 (7 reviews)
Located in Clairemont, this motel is within 6 mi (10 km) of Westfield UTC, Mission Bay Park, and Fashion Valley Mall. Hotel Circle and Balboa Park are also within ...
It was nice and clean the staff were very nice I would come back.
Per night/room
Dec 31 - Jan 1
E-Z 8 Motel Old Town
2.5 out of 5 (6 reviews)
Located in Mission Valley, this motel is within 1 mi (2 km) of Old Town Trolley Tours, Old Town San Diego State Park, and Hotel Circle. Mission Bay and University ...
Hdmi outlet didnt work Internet is 5.99 should be free
Per night/room
Dec 2 - Dec 3
Kings Inn San Diego - Seaworld - Zoo
4.2 out of 5 (12 reviews)
Located in Mission Valley, this hotel is within 2 mi (3 km) of Riverwalk Golf Club, Fashion Valley Mall, and Old Town San Diego State Park. University of San ...
We had a nice stay, the staff was very friendly. The only thing was it was a little noisy in the mornings when people would walk outside to check out and the walls are a little thin. Everything else was great!
Per night/room
Dec 3 - Dec 4
Flights Review
Fly From Chicago to San Diego
| Origin | Chicago |
|---|---|
| Destination | San Diego |
| Number of Daily Flights | 6 |
| Earliest Flight Departure Date | Dec 8 |
| Latest Flight Departure Date | Dec 9 |
| Popular Airlines | United Airlines |
Cheap flights from Chicago to San Diego
Cheap flights from Chicago to San Diego
When you're headed to San Diego from Chicago, get ready to enjoy warmth and sunshine as soon as you land. You may even want to choose a rental car that has a convertible top, so that you can make the most of your ground travel during your stay. In addition to beautiful weather year-round, San Diego offers both business and leisure guests many fun excursion opportunities such as Lego Land and the San Diego Zoo.
You can drive from the airport to the San Diego Bay and watch the cargo ships dock, or explore the many urban canyons, scattered between neighborhoods like Mission Beach and Ocean Beach. A rental car is a definite must for getting around this sprawling urban environment.
Key Facts
While in San Diego, you can take the short drive to the Mexican border. You may also want to visit the Cleveland National Forest, located just half an hour from downtown. Since San Diego is spread over such a large area, traffic during rush hour is manageable.
Hints and Tips
Your trip from O'Hare International Airport (ORD) to San Diego International Airport (SAN) should last about five hours. If you need an afternoon to acclimatize to the weather and time changes once you land, head over to the Tecolote Canyon Natural Park. The area is known for hosting many native and migratory birds.
Flights to Cities near San Diego
Other Flights to San Diego
- Chicago to San Diego
- Newark to San Diego
- Phoenix to San Diego
- Portland to San Diego
- Detroit to San Diego
- Boston to San Diego
- Minneapolis - St. Paul to San Diego
- Salt Lake City to San Diego
- Denver to San Diego
- Seattle to San Diego
- Dallas to San Diego
- Houston to San Diego
- Philadelphia to San Diego
- Orlando to San Diego
- Atlanta to San Diego
- San Francisco to San Diego
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