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Flight Deals from Chicago to San Diego from $87

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Stops

  • Nonstop
    from $160
  • Up to 1 stop
    $234
  • Up to 2 stops
    $340

Airlines

  • Alaska Airlines
    $255
  • American Airlines
    $326
  • Delta Air Lines
    $316
  • Frontier Airlines
    $160
  • Hawaiian Airlines
    $304
  • Spirit Airlines
    $234
  • United Airlines
    $326
  • Virgin Atlantic
    $350

Cabin Class

  • Economy
    $160

Departure Airports

  • Chicago Midway Airport
    $333
  • Chicago O Hare Airport
    $160

Arrival Airports

  • Mc Clellan-Palomar Airport
    $331
  • San Diego International Airport
    $160

Layover Airports

  • Denver International Airport
    $261
  • Detroit Metropolitan Airport
    $316
  • George Bush Intercontinental Houston Airport
    $366
  • Harry Reid International Airport
    $234
  • Hartsfield Jackson Atlanta International Airport
    $316
  • Los Angeles International Airport
    $401
  • Minneapolis-St Paul International/Wold-Chamberlain Airport
    $332
  • Norman Y. Mineta San Jose International Airport
    $354
  • Phoenix Sky Harbor International Airport
    $284
  • Portland International Airport
    $255
  • Salt Lake City International Airport
    $350
  • San Francisco International Airport
    $340
  • Seattle Tacoma International Airport
    $276

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On average save $240 per traveler
Frontier Airlines Logo
Frontier Airlines

06/17/25

ORD
2h 12m
Direct

06/17/25

SAN
Frontier Airlines Logo
Frontier Airlines

06/24/25

SAN
6h 3m
Direct

06/24/25

ORD
$160
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

06/15/25

ORD
2h 12m
Direct

06/15/25

SAN
Frontier Airlines Logo
Frontier Airlines

06/24/25

SAN
6h 3m
Direct

06/24/25

ORD
$162
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

06/13/25

ORD
6h 36m
LAS

06/13/25

SAN
Spirit Airlines Logo
Spirit Airlines

06/20/25

SAN
12h 22m
LAS

06/21/25

ORD
$234
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

06/06/25

ORD
6h 13m
LAS

06/06/25

SAN
Spirit Airlines Logo
Spirit Airlines

06/13/25

SAN
12h 22m
LAS

06/14/25

ORD
$250
Free cancellation within 83 hours of booking
Alaska Airlines Logo
Alaska Airlines

06/03/25

ORD
6h 4m
PDX

06/03/25

SAN
Alaska Airlines Logo
Alaska Airlines

06/10/25

SAN
9h 53m
PDX

06/10/25

ORD
$255
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

06/08/25

ORD
4h 2m
DEN

06/08/25

SAN
Frontier Airlines Logo
Frontier Airlines

06/15/25

SAN
6h 3m
Direct

06/15/25

ORD
$261
Free cancellation within 83 hours of booking
Alaska Airlines Logo
Alaska Airlines

06/17/25

ORD
7h 46m
SEA

06/17/25

SAN
Alaska Airlines Logo
Alaska Airlines

06/24/25

SAN
10h 35m
SEA

06/25/25

ORD
$276
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

06/13/25

ORD
2h 12m
Direct

06/13/25

SAN
Frontier Airlines Logo
Frontier Airlines

06/20/25

SAN
9h 32m
PHX

06/20/25

ORD
$284
Free cancellation within 83 hours of booking
Hawaiian Airlines Logo
Hawaiian Airlines

06/17/25

ORD
7h 46m
SEA

06/17/25

SAN
Hawaiian Airlines Logo
Hawaiian Airlines

06/24/25

SAN
10h 35m
SEA

06/25/25

ORD
$304
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

06/02/25

ORD
4h 2m
DEN

06/02/25

SAN
Frontier Airlines Logo
Frontier Airlines

06/09/25

SAN
8h 6m
LAS

06/09/25

ORD
$307
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

07/01/25

ORD
7h 59m
ATL

07/01/25

SAN
Delta Air Lines Logo
Delta Air Lines

07/05/25

SAN
10h 26m
DTW

07/06/25

ORD
$316
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

06/23/25

ORD
2h 12m
Direct

06/23/25

SAN
Frontier Airlines Logo
Frontier Airlines

06/30/25

SAN
9h 32m
PHX

06/30/25

ORD
$318
Free cancellation within 83 hours of booking
Hawaiian Airlines Logo
Hawaiian Airlines

06/07/25

ORD
6h 4m
PDX

06/07/25

SAN
Hawaiian Airlines Logo
Hawaiian Airlines

06/09/25

SAN
12h 41m
SEA

06/10/25

ORD
$324
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

06/11/25

ORD
2h 24m
Direct

06/11/25

SAN
United Airlines Logo
United Airlines

06/14/25

SAN
6h 15m
Direct

06/14/25

ORD
$326
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

06/07/25

ORD
2h 22m
Direct

06/07/25

SAN
American Airlines Logo
American Airlines

06/14/25

SAN
6h 17m
Direct

06/14/25

ORD
$326
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

06/14/25

ORD
2h 22m
Direct

06/14/25

SAN
American Airlines Logo
American Airlines

06/17/25

SAN
6h 17m
Direct

06/17/25

ORD
$326
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

06/10/25

ORD
2h 22m
Direct

06/10/25

SAN
United Airlines Logo
United Airlines

06/11/25

SAN
6h 15m
Direct

06/11/25

ORD
$326
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

06/11/25

ORD
7h 2m
PHX

06/11/25

CLD
American Airlines Logo
American Airlines

06/14/25

CLD
6h 20m
Direct

06/14/25

ORD
$331
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

06/10/25

ORD
5h 7m
MSP

06/10/25

SAN
Delta Air Lines Logo
Delta Air Lines

06/17/25

SAN
12h 51m
SEA

06/18/25

ORD
$332
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

06/28/25

MDW
4h 56m
DTW

06/28/25

SAN
Delta Air Lines Logo
Delta Air Lines

07/05/25

SAN
10h 26m
DTW

07/06/25

MDW
$333
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

07/02/25

ORD
4h 20m
MSP

07/02/25

SAN
Delta Air Lines Logo
Delta Air Lines

07/08/25

SAN
8h 48m
MSP

07/08/25

ORD
$337
Free cancellation within 83 hours of booking
Alaska Airlines Logo
Alaska Airlines

06/04/25

ORD
8h 42m
SEA

06/04/25

SAN
Alaska Airlines Logo
Alaska Airlines

06/11/25

SAN
17h 6m
SFO
SEA

06/12/25

ORD
$340
Free cancellation within 83 hours of booking
Virgin Atlantic Logo
Virgin Atlantic

06/18/25

ORD
4h 24m
SLC

06/18/25

SAN
Virgin Atlantic Logo
Virgin Atlantic

06/25/25

SAN
8h 39m
SLC

06/25/25

ORD
$350
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

06/04/25

ORD
4h 38m
SLC

06/04/25

SAN
Delta Air Lines Logo
Delta Air Lines

06/14/25

SAN
8h 41m
SLC

06/14/25

ORD
$350
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

06/11/25

ORD
4h 20m
MSP

06/11/25

SAN
Delta Air Lines Logo
Delta Air Lines

06/14/25

SAN
11h 39m
ATL

06/15/25

ORD
$350
Free cancellation within 83 hours of booking
Alaska Airlines Logo
Alaska Airlines

06/04/25

ORD
11h 8m
SEA
SJC

06/04/25

SAN
Alaska Airlines Logo
Alaska Airlines

06/11/25

SAN
17h 6m
SFO
SEA

06/12/25

ORD
$354
Free cancellation within 83 hours of booking
Alaska Airlines Logo
Alaska Airlines

06/10/25

ORD
10h 41m
SEA
SJC

06/10/25

SAN
Alaska Airlines Logo
Alaska Airlines

07/02/25

SAN
12h 3m
SFO

07/02/25

ORD
$362
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

07/02/25

ORD
7h 16m
IAH

07/02/25

SAN
United Airlines Logo
United Airlines

07/08/25

SAN
6h 14m
Direct

07/08/25

ORD
$366
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

06/14/25

ORD
2h 28m
Direct

06/14/25

SAN
United Airlines Logo
United Airlines

06/17/25

SAN
11h 14m
IAH

06/17/25

ORD
$401
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

06/21/25

ORD
2h 22m
Direct

06/21/25

SAN
United Airlines Logo
United Airlines

06/23/25

SAN
9h 10m
LAX

06/23/25

ORD
$401
Free cancellation within 83 hours of booking

Top Deals on flights from Chicago to San Diego

Chicago, US (CHI) - San Diego, US (SAN)

Frontier Airlines Logo
Frontier Airlines

Jun 13

ORD
2h 12m
Direct

Jun 13

SAN

as low as

$87

Chicago, US (CHI) - San Diego, US (SAN)

Spirit Airlines Logo
Spirit Airlines

May 27

ORD
10h 11m
LAS

May 28

SAN

as low as

$105

Chicago, US (CHI) - San Diego, US (SAN)

Frontier Airlines Logo
Frontier Airlines

May 19

MDW
4h 10m
DEN

May 20

SAN

as low as

$113

Chicago, US (CHI) - San Diego, US (SAN)

Alaska Airlines Logo
Alaska Airlines

Jun 7

ORD
11h 40m
SFO

Jun 8

SAN

as low as

$126

Chicago, US (CHI) - San Diego, US (SAN)

Alaska Airlines Logo
Alaska Airlines

May 28

ORD
5h 54m
PDX

May 28

SAN

as low as

$128

Chicago, US (CHI) - San Diego, US (SAN)

Hawaiian Airlines Logo
Hawaiian Airlines

Jun 7

ORD
11h 40m
SFO

Jun 8

SAN

as low as

$140

Chicago, US (CHI) - San Diego, US (SAN)

Alaska Airlines Logo
Alaska Airlines

Jun 4

ORD
6h 42m
SEA

Jun 4

SAN

as low as

$147

Chicago, US (CHI) - San Diego, US (SAN)

Delta Air Lines Logo
Delta Air Lines

May 25

MDW
6h 42m
MSP

May 25

SAN

as low as

$158

Chicago, US (CHI) - San Diego, US (SAN)

Delta Air Lines Logo
Delta Air Lines

May 30

ORD
5h 5m
SLC

May 30

SAN

as low as

$158

Chicago, US (CHI) - San Diego, US (SAN)

Delta Air Lines Logo
Delta Air Lines

May 31

ORD
5h 25m
DTW

May 31

SAN

as low as

$158

Chicago, US (CHI) - San Diego, US (SAN)

Delta Air Lines Logo
Delta Air Lines

May 28

ORD
8h 23m
ATL

May 28

SAN

as low as

$158

Chicago, US (CHI) - San Diego, US (SAN)

United Airlines Logo
United Airlines

Jun 10

ORD
2h 22m
Direct

Jun 10

SAN

as low as

$163

Frequently Asked Questions

What is the typical flight duration from Chicago to San Diego?
The typical flight duration from Chicago to San Diego generally takes between 3 to 4 hours, depending on weather conditions and the specific flight path chosen. While this time frame applies mainly to direct flights, connecting flights may extend the travel duration considerably. Travelers departing from Chicago to San Diego should consider potential delays and check with their airlines for real-time updates. It is advisable to arrive at the airport at least 90 minutes in advance to ensure a smoother boarding process.
Are there any direct flights from Chicago to San Diego?
Yes, there are direct flights available from Chicago to San Diego. These non-stop options typically provide a faster travel experience, saving time over routes with layovers. When flying from Chicago to San Diego, check with airlines such as American or Southwest for direct flight availability. Booking well in advance may also secure better rates and preferred seating. It is recommended to compare schedules and prices to fit your travel needs efficiently.
What are the best transportation options from San Diego airport to downtown or popular attractions?
Travelers arriving at San Diego airport can choose from several practical transportation options. Taxis and rideshare services like Uber and Lyft are readily available and usually cost between $25 to $45 for a ride to downtown or key attractions. Additionally, shuttle services and public buses offer more economical, though slower, alternatives with fares ranging from $10 to $20. For those preferring convenience, renting a car may be a good option, with daily rates varying between $40 to $70.
What are the must-see attractions in San Diego for travelers arriving from Chicago?
Visitors traveling from Chicago should not miss iconic attractions in San Diego like Balboa Park, the San Diego Zoo, and USS Midway Museum. Exploring beaches such as La Jolla Cove or Coronado Beach offers scenic vistas and relaxation opportunities. These attractions provide a mix of cultural, natural, and historical experiences unique to San Diego. Additionally, dining in areas like the Gaslamp Quarter can be exciting, offering a vibrant atmosphere with diverse culinary options that enhance the overall travel experience.
Which local dishes should travelers from Chicago try when visiting San Diego?
Travelers from Chicago should indulge in San Diego’s culinary offerings by trying local specialties such as fish tacos, California burritos, and fresh seafood dishes. The coastal influence ensures high-quality ingredients, and many eateries offer a range of flavors from spicy to tangy. Some local spots even serve gourmet versions of these traditional dishes. Visitors are encouraged to explore popular neighborhoods and food markets where these dishes typically range in price from $10 to $25, allowing for an affordable and authentic dining experience.
What are the best family-friendly activities in San Diego for visitors from Chicago?
Families traveling from Chicago will find a variety of fun and enriching activities in San Diego. The renowned San Diego Zoo and SeaWorld offer interactive exhibits that delight children, while beaches such as Mission Beach provide a safe environment for sand play and water sports. Museums and educational centers in Balboa Park cater to curious young minds with hands-on experiences. Additionally, numerous parks and recreational areas host family events, making planning your day both dynamic and budget-friendly, with activities generally costing between $20 to $40 per person.
Is there a specific time of year when San Diego is best visited by travelers from Chicago?
Yes, the best time to visit San Diego for travelers coming from Chicago is typically during the spring (March to May) and fall (September to November) months. During these periods, the weather is pleasantly mild and less crowded compared to peak summer months. This allows visitors to comfortably explore outdoor attractions, enjoy local events, and venture to popular sites without extreme temperatures. Seasonal promotions for accommodations and attractions may also be available, offering excellent value during these periods.
What are the top outdoor activities in San Diego for travelers arriving from Chicago?
Outdoor enthusiasts from Chicago will appreciate the variety of activities available in San Diego. Options include surfing lessons at local beaches, paddleboarding, hiking in Torrey Pines State Natural Reserve, and cycling along scenic coastal paths. Kayaking in La Jolla or exploring tide pools also provides unique experiences. For those seeking relaxation, picnicking in well-maintained parks and outdoor dining at beachfront cafes are excellent choices. Prices for rentals or guided tours typically range between $30 to $70, providing ample choices based on your preferences.
Are there any seasonal events in San Diego that travelers from Chicago should not miss?
Yes, travelers from Chicago should plan to catch several seasonal events while in San Diego. Notably, the San Diego County Fair, Comic-Con International, and various music and film festivals significantly enhance the local cultural experience. Seasonal events bring the community together, providing unique opportunities for engagement with both art and entertainment. These events usually have a price range from free community events to tickets around $50 to $150 for larger festivals. It is a good idea to check event schedules in advance to plan your visit accordingly.
What are the most affordable dining options in San Diego for travelers from Chicago?
For travelers from Chicago seeking budget-friendly dining in San Diego, the city offers an array of affordable options. Food trucks and local markets in neighborhoods like North Park or Little Italy provide delicious meals typically ranging from $10 to $20. Additionally, casual dining spots offering Mexican and seafood specialties are popular, as well as small cafes and diners that serve hearty meals at competitive prices. Exploring local eateries during weekday lunch specials can also help reduce costs while providing an authentic taste of San Diego’s vibrant culinary scene.
What are the best car rental options in San Diego for travelers from Chicago?
Car rental options in San Diego for those traveling from Chicago are varied and competitive. Major rental companies such as Enterprise, Hertz, and Avis operate out of San Diego airport with daily rates typically ranging from $40 to $70. It is advisable to compare rates online and check for seasonal discounts or bundle packages that may include insurance and GPS services. Many companies offer streamlined pick-up and drop-off processes, making it easier for those new to the area to explore the city and its surroundings at their own pace.
What are the customs requirements for travelers flying from Chicago to San Diego?
This information is not applicable to San Diego or Chicago. Since the flight between Chicago and San Diego is a domestic route, travelers will not encounter international customs requirements. However, it is still important to carry valid identification, such as a driver’s license or passport, as required for domestic flights. Ensuring that all personal documents are up-to-date will help in avoiding any delays during security checks, making for a smoother travel experience overall.
What unique airport amenities can travelers expect at San Diego airport?
Travelers arriving from Chicago can expect several unique amenities at San Diego airport that enhance comfort and convenience. The airport offers a range of dining options, free WiFi, and comfortable lounges where families can relax before their flights. Additionally, there are interactive art installations and local boutiques that provide a taste of San Diego’s culture. Facilities such as charging stations, pet relief areas, and efficient security checkpoints further improve the travel experience. These services ensure that passengers enjoy a pleasant layover and have access to local information.
What are the best seating options for families traveling from Chicago to San Diego?
For families flying from Chicago to San Diego, selecting the best seating options can significantly improve comfort during the journey. Many airlines offer family seating arrangements with seats together in premium sections or bulkhead seats that provide extra legroom. Travelers should consider opting for seats towards the front of the cabin to simplify boarding and disembarkation, especially when managing luggage and small children. Pre-booking these options can cost slightly more, with price differences typically ranging from $10 to $30 per ticket, but the added convenience is often well worth the investment.
Are there any health precautions travelers from Chicago should be aware of when visiting San Diego?
Travelers from Chicago visiting San Diego should take some common-sense health precautions. Moderate sun exposure is one of the primary concerns, so packing sunscreen, hats, and sunglasses is advisable due to the consistent sunny weather. Staying hydrated, especially during outdoor activities, is crucial as temperatures can fluctuate. Although San Diego has excellent healthcare facilities, travelers should have a basic medical kit handy and check if any vaccinations are recommended based on current health advisories. It is also wise to review any travel insurance details before departure.
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