Cheap flights from Chicago to San Diego

Chicago FSS
CHI
San Diego
SAN

Flight deals from Chicago to 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 14 September, from $89.

Top 10 cheap flights from Chicago to San Diego

F9
F9
$ 89

Chicago — San Diego

06:30—15:59
14 Sep 2026
35 h 29 m
1 stop
F9
F9
$ 112

Chicago — San Diego

20:55—16:59
14 Sep 2026
22 h 4 m
1 stop
F9
F9
$ 116

Chicago — San Diego

06:30—15:58
14 Sep 2026
11 h 28 m
1 stop
F9
F9
$ 116

Chicago — San Diego

06:30—23:51
14 Sep 2026
19 h 21 m
1 stop
F9
F9
$ 116

Chicago — San Diego

06:30—15:58
12 Sep 2026
11 h 28 m
1 stop
F9
F9
$ 116

Chicago — San Diego

06:30—23:51
12 Sep 2026
19 h 21 m
1 stop
F9
DL
$ 118

Chicago — San Diego

20:55—14:16
14 Sep 2026
19 h 21 m
1 stop
F9
DL
DL
$ 120

Chicago — San Diego

20:55—10:10
14 Sep 2026
15 h 15 m
2 stops
F9
DL
DL
$ 120

Chicago — San Diego

20:55—19:13
14 Sep 2026
24 h 18 m
2 stops
F9
F9
$ 122

Chicago — San Diego

06:30—15:59
9 Sep 2026
11 h 29 m
1 stop

Prices were found in the last 72 hours and may change — check the exact price when you continue.

About the Chicago — San Diego flight

Looking for cheap flights from Chicago to San Diego? Compare fares from different airlines, check the flight schedule and travel time — and book your Chicago — San Diego ticket online at the best price.

The route has direct flights — around 250 flights per week, flights are operated by American Airlines, United Airlines, Hawaiian Airlines, Alaska Airlines and 3 more airlines, a nonstop flight takes about 4 h 15 min, the distance between the cities is around 2,792 km.

Planning your trip? You may find our San Diego travel guide, how to get from the airport into town and San Diego weather forecast useful. To catch a low fare, use the low-price calendar and the monthly price chart on this page.

Facts about this route

from $89Min. price
SeptemberCheapest
JunePeak season
YesDirect flights
2,792 kmDistance
4 h 15 minTravel time
7Airlines
250 / wkFlights

Flight schedule from Chicago to San Diego

The table shows direct flights from Chicago to 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.

Today
Any time
Last update: 15 Aug 2026

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 $89 in September, and the most expensive are around $195 in June. 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

Average one-way fares from Chicago to San Diego by month. Tickets are usually cheapest in February (around $156) and priciest in March (about $228) — use the table and chart below to pick the best time to fly.

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
Jan$168mediumMay$216highSep$168low
Feb$156lowJun$216highOct$168low
Mar$228highJul$216highNov$180medium
Apr$180mediumAug$204highDec$216high

Some values are estimated based on seasonality.

When to fly

Weather in San Diego: it is warmest in August (up to 26 °C on average) and coolest in March (around 17 °C). The driest month is July.

Tickets are usually cheapest in September and most expensive in June. Compare prices and weather by month in the charts below to pick the best time to fly.

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

  • Book ahead: fares for Chicago — San Diego are usually lower 3–8 weeks before departure than at the last minute.
  • Play with your dates — Tuesday, Wednesday and Saturday departures are often cheaper than Friday and Sunday.
  • Chicago is served by more than one airport — compare fares and travel time to each before you book.
  • The cheapest month to fly to San Diego is usually September — plan your trip around it if your dates are flexible.
  • Compare direct and connecting flights: nonstop is faster, while a connection is sometimes noticeably cheaper.
  • Watch the low-price calendar and the monthly price trend on this page — they make it easier to catch a good date.
  • Travelling light? Pick a cabin-baggage-only fare — tickets without checked luggage are noticeably cheaper.
  • Get to the airport in good time — about 2–3 hours before an international departure and roughly an hour before a domestic one.

Airlines

Flights on the Chicago — San Diego route are operated by 7 airlines; American Airlines runs the most flights (around 25% of all flights). Compare carriers, flight shares and schedules below.

  • American AirlinesAA
    21x/week
    WebsiteFleet: 965211M pax/year
    • Direct flight ORD → SAN21x/week
      Duration
      4h 16m
      Days
      MTWTFSS
    25.2%Open →
  • United AirlinesUA
    21x/week
    WebsiteFleet: 956165M pax/year
    • Direct flight ORD → SAN21x/week
      Duration
      4h 28m
      Days
      MTWTFSS
    24.8%Open →
  • Hawaiian AirlinesHA
    20x/week
    WebsiteFleet: 7511M pax/year
    • Direct flight ORD → SAN20x/week
    24.0%
  • Alaska AirlinesAS
    14x/week
    WebsiteFleet: 31545M pax/year
    • Direct flight ORD → SAN14x/week
      Duration
      4h 29m
      Days
      MTWTFSS
    16.8%Open →
  • Frontier AirlinesF9
    6x/week
    WebsiteFleet: 15329M pax/year
    • Direct flight ORD → SAN6x/week
    6.8%Open →
  • Qatar AirwaysQR
    1x/week
    WebsiteFleet: 26640M pax/year
    • Direct flight ORD → SAN1x/week
      Duration
      2h
      Days
      MTWTFSS
    1.6%Open →
  • Southwest AirlinesWN
    1x/week
    WebsiteFleet: 817140M pax/year
    • Direct flight MDW → SAN1x/week
      Duration
      4h 28m
      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?

A nonstop Chicago — San Diego flight takes about 4 h 15 min — the distance between the cities is around 2,792 km.

How far is it from Chicago to San Diego?

The distance from Chicago to San Diego is about 2,792 km, which a nonstop flight covers in around 4 h 15 min.

Are there direct flights from Chicago to San Diego?

Yes, there are nonstop flights Chicago — San Diego — around 250 flights per week.

Which airlines fly from Chicago to San Diego?

Airlines operating Chicago — San Diego include American Airlines, United Airlines, Hawaiian Airlines, Alaska Airlines, Frontier Airlines. See the full list with schedules in the "Airlines" section on this page.

Which airports do Chicago — San Diego flights use?

Flights from Chicago depart from O'Hare International Airport, Chicago Midway International Airport, Midway International Airport, and arrive at San Diego International Airport. If a city has more than one airport, check which one your ticket uses before you travel.

How much is a ticket from Chicago to San Diego?

The price of a Chicago — San Diego ticket depends on your travel date, season and demand: it is usually cheapest to fly in September, and most expensive in June. Tickets typically cost between $89 and $195. Check the current lowest fare and low-price calendar on this page.

When is the best time to book flights Chicago — San Diego?

Flights Chicago — San Diego are usually cheaper when booked in advance — a few weeks before departure and away from peak dates; the most budget-friendly month to fly is September. Compare prices by month in the price trend chart on this page.

How can I find the cheapest flights from Chicago to San Diego?

To catch a low fare Chicago — San Diego, book a few weeks in advance, keep your dates flexible, and compare airlines and connecting options. The low-price calendar and monthly price chart on this page show the cheapest days and months at a glance: the most budget-friendly month to fly is usually September.

How early should I arrive at the airport?

For international flights, plan to be at the airport about 2–3 hours before departure, and around an hour before a domestic flight. Allow extra time during busy travel seasons and at large hubs, where check-in and security lines can be longer.

Where else you can fly from Chicago

See all
New York CityTorontoDetroitWashington, D.C.AtlantaMinneapolisLos AngelesSeattleBostonDallasHoustonOrlandoDenverNashvilleLondonIndianapolisMontrealMilwaukeeSt. LouisCharlottePhiladelphiaColumbusKansas CityPhoenixMiamiLas VegasCincinnatiGrand RapidsDes MoinesRaleighSan FranciscoMadisonDaytonGreen BayTampaPittsburghLouisvilleKnoxvilleRochesterCleveland

Where else you can fly from San Diego

See all
San FranciscoSeattleLas VegasSan JosePhoenixDenverSacramentoNew York CityDallasSalt Lake CityAtlantaFresnoLos AngelesPortlandBostonHonoluluOrlandoAustinSanta RosaWashington, D.C.OaklandVancouverSan Jose del CaboBoiseRedmondRenoMinneapolisCharlotteKahuluiSan Luis ObispoHoustonEugeneDetroitMiamiTorontoMontrealMontereyFort LauderdaleKailua-KonaTampa

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