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Flights Chicago — San Diego

Chicago
CHI
San Diego
SAN

Cheap flights Chicago — San Diego

Below you can see the best deals on flights Chicago — San Diego for upcoming dates. Direct and connecting flights from various airlines — compare prices and choose the right ticket.

The lowest price for the next 2 months is on 19 August, from AED 365.

Top 10 cheap flights Chicago — San Diego

Direct flights Chicago — San Diego

Direct flight options for Chicago — San Diego with no stopovers on upcoming dates. A direct flight is faster and more convenient — especially when travelling with luggage or children.

The fastest direct flight is operated by American Airlines — travel time is 4 h 24 min.

Top 10 direct flights Chicago — San Diego

About the Chicago — San Diego flight

On this page, you can find and book flights from Chicago to San Diego at the best rates. This 2,792 km route is busy, with about 83 flights per week, ensuring a wide selection of departure times.

Flights are operated by airlines such as United Airlines, American Airlines, and Southwest. Since ticket prices change constantly, we recommend using the low-price calendar and the price trend graph to find the best deal. You can also find out how to get to Chicago airport and explore transportation options from San Diego airport in advance.

Flight schedule Chicago — San Diego

The table shows direct flights Chicago → San Diego on the selected date. The flight takes approximately 4 h 15 min. Regular flights are operated by American Airlines, United Airlines, Hawaiian Airlines and Alaska Airlines. Departures from O'Hare International Airport, Chicago Midway International Airport and Midway International Airport airports, arrivals at San Diego International Airport.

For each flight, the following details are shown: departure time (local), arrival city and airport, flight number and airline, terminal or gate, and status. Click on a flight to open its details and go to ticket search. To view flights on a different day, change the date above the table.

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Flight ticket prices by day: Chicago — San Diego

Below is a calendar of the lowest flight ticket prices for Chicago — San Diego by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from AED 365 in ,, and the most expensive are around AED 793 in r. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.

 
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Prices by month

Chicago → San Diego, average one-way price

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
JanAED 652mediumMayAED 838highSepAED 652low
FebAED 605lowJunAED 838highOctAED 652low
MarAED 885highJulAED 838highNovAED 699medium
AprAED 699mediumAugAED 792highDecAED 838high

Some values are estimated based on seasonality.

When to fly

According to weather data, the warmest and sunniest weather in San Diego occurs in August, when temperatures reach 26.1°C. March is considered the coolest and wettest period, with maximum temperatures around 16.9°C and the highest rainfall of the year.

The lowest flight price was recorded in August, starting AED 365. June is the most expensive month to plan a trip, with airfares starting AED 793.

September is an optimal choice for a balance of weather and cost: the sea remains warm, and tickets can be found AED 388. We recommend avoiding booking for June if your goal is to maximize your budget savings.

Temperature · San Diego

Dry and wet days · San Diego

Wind speed and direction · San Diego

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How to get the best deal on a Chicago — San Diego ticket

  • Keep an eye on deals from low-cost carriers Southwest Airlines (WN) and Frontier (F9)—they often offer fares starting AED 363 on this route; however, always check the baggage policy before paying.
  • Try to book your tickets for a Tuesday or Wednesday, as midweek flights are usually cheaper than departures on Fridays or Sundays.
  • Use the low-price calendar on this page to compare flight costs for nearby dates; a difference of just one or two days can save you more than AED 116.
  • Given the distance of 2,792 km, choose direct flights from United Airlines or American Airlines to spend about 4 hours in transit instead of 7–10 hours for connecting options.

Airlines

There are 7 airlines operating on the route from Chicago to San Diego, with United Airlines, Southwest Airlines, and American Airlines being the main carriers. Passengers have access to about 83 flights per week, including regular direct flights and connecting options. To see detailed schedules for specific days and choose the right type of flight, check out the airline cards in the list below.

  • American Airlines
    American AirlinesAA
    21x/week
    WebsiteFleet: 965211M pax/year
    • Direct flight ORD → SAN21x/week
      Duration
      4h 23m
      Days
      MTWTFSS
    25.2%Open →
  • United Airlines
    United AirlinesUA
    21x/week
    WebsiteFleet: 956165M pax/year
    • Direct flight ORD → SAN21x/week
      Duration
      4h 31m
      Days
      MTWTFSS
    24.8%Open →
  • Hawaiian Airlines
    Hawaiian AirlinesHA
    20x/week
    WebsiteFleet: 7511M pax/year
    • Direct flight ORD → SAN20x/week
    24.0%Open →
  • Alaska Airlines
    Alaska AirlinesAS
    14x/week
    WebsiteFleet: 31545M pax/year
    • Direct flight ORD → SAN14x/week
      Duration
      4h 34m
      Days
      MTWTFSS
    16.8%Open →
  • Frontier Airlines
    Frontier AirlinesF9
    6x/week
    WebsiteFleet: 15329M pax/year
    • Direct flight ORD → SAN6x/week
    6.8%Open →
  • Qatar Airways
    Qatar AirwaysQR
    1x/week
    WebsiteFleet: 26640M pax/year
    • Direct flight ORD → SAN1x/week
    1.6%Open →
  • Southwest Airlines
    Southwest AirlinesWN
    1x/week
    WebsiteFleet: 817140M pax/year
    • Direct flight MDW → SAN1x/week
      Duration
      4h 5m
      Days
      MTWTFSS
    0.8%Open →

Cities and airports on the Chicago — San Diego route

Flights Chicago — San Diego depart from O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport and arrive at San Diego International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.

Departure

Chicago

CHI
United States
About the cityHow to get thereWeatherAll about the country United States
Arrival

San Diego

SAN
United States
About the cityHow to get thereWeatherAll about the country United States
Departure airports
Arrival airports

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Frequently asked questions about the Chicago — San Diego flight

How long is the flight from Chicago to San Diego?

The average travel time for a direct flight is approximately 4 hours. Flight time with connections depends on the chosen route and the duration of the layover at the transit airport.

Which airlines operate flights on this route?

7 airlines fly from Chicago to San Diego, including United Airlines, American Airlines, Southwest, and Frontier.

Are there direct flights from Chicago to San Diego?

Yes, there are about 83 flights per week on this route, many of which are direct non-stop flights.

Which airport does the flight arrive at?

All flights on this route arrive at San Diego International Airport (SAN).

How can I find the cheapest flight?

Ticket prices are dynamic and depend on demand. You can find the current minimum for specific dates in the low-price calendar and the price trend graph on this page.

How far in advance should I buy tickets?

To get a good price, it's recommended to book tickets 4–6 weeks before your planned departure, especially if the trip is during the summer months.

Where else you can fly from Chicago

New York CityTorontoDetroitWashington, D.C.AtlantaMinneapolisLos AngelesSeattleBostonDallasHoustonOrlandoDenverNashvilleLondonIndianapolisMontrealMilwaukeeSt. LouisCharlottePhiladelphiaColumbusKansas CityMiamiPhoenixLas VegasCincinnatiGrand RapidsDes MoinesRaleighSan FranciscoMadisonDaytonGreen BayTampaPittsburghLouisvilleKnoxvilleRochesterCleveland

Where else you can fly from San Diego

San FranciscoSeattleLas VegasNew York CityAtlantaLos AngelesBostonHonoluluWashington, D.C.Amsterdam
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