Cheap flights from Chicago to San Diego
Flights overview
Prices shown are for one adult in Economy class flights from Zürich to New York. This includes the cheapest Business class options where available.
Prices reflect the lowest available in the next three months, though they are subject to change and availability.
Last-minute deals apply to the cheapest weekend trips available in the next seven days, with weekend trips being flights departing between Thursday and Saturday and returning on Sunday or Monday.
Flight duration shown is based on nonstop flights or those with the fewest stops available.
Prices reflect the lowest available in the next three months, though they are subject to change and availability.
Last-minute deals apply to the cheapest weekend trips available in the next seven days, with weekend trips being flights departing between Thursday and Saturday and returning on Sunday or Monday.
Flight duration shown is based on nonstop flights or those with the fewest stops available.
Useful information for finding cheap flights from Chicago to San Diego and booking your next trip
| Cheapest round-trip flights | $221 |
Frontier
1 stop
14 hr
Thu, May 28 — Wed, Jun 3
|
The cheapest round-trip flight from Chicago to San Diego is currently $221 | |
|---|---|---|---|---|
| Cheapest one-way flight | $80 |
Frontier
1 stop
8 hr
Tue, May 12
|
The cheapest one-way flight from Chicago to San Diego is currently $80 | |
| Cheapest nonstop flights | $227 |
Alaska
Nonstop
5 hr
Thu, May 28 — Wed, Jun 3
|
The cheapest nonstop round-trip flight from Chicago to San Diego is currently $227 | |
| Last-minute weekend getaway | $380 |
Frontier
1 stop
23 hr
Thu, Apr 23 — Mon, Apr 27
|
The cheapest last-minute weekend getaway from Chicago to San Diego is currently $380 | |
| Cheapest business class flights | $478 |
Frontier
1 stop
14 hr
Sat, Jun 6 — Fri, Jun 12
|
The cheapest business class round-trip flight from Chicago to San Diego is currently $478 | |
| Fastest flight | 4 hr 5 min | The fastest nonstop flight from Chicago to San Diego takes 4 hr 5 min |
|---|---|---|
| Nonstop flights | Every day | There are direct flights on this route every day. |
When is the cheapest time to fly?
Typical prices for the least expensive flights for 1-week trips from Chicago to San Diego per month. Insights are based on fares observed in the last 12 months. Current prices may differ.
The cheapest month to fly from Chicago to San Diego is typically September. The most expensive month to fly is typically May.
| September Cheapest
|
Typical prices: $130–190 |
|---|---|
| May Most expensive
|
Typical prices: $185–270 |
Popular airlines from Chicago to San Diego
Popularity is based on the number of weekly nonstop and connecting flights the airline operates. Connecting flights do not include interline routes.
Flight suggestions are based on an airline's cheapest round-trip fares from Chicago to San Diego in the next 3 months. Prices include required taxes + fees for one adult. Optional charges and bag fees may apply.
Typical prices are based on fares observed in the past year for one-week round trips with the same origin, destination, and airline.
- SouthwestNonstopfrom $236Typical price: $185–43024 weekly nonstop flightsMDW - SAN Every day2684 weekly connecting flightsMDW, ORD - SAN Every day
- UnitedNonstopfrom $227Typical price: $175–44032 weekly nonstop flightsORD - SAN Every day362 weekly connecting flightsORD - SAN Every day
- AmericanNonstopfrom $227Typical price: $175–45528 weekly nonstop flightsORD - SAN Every day346 weekly connecting flightsORD - SAN Every day
- AlaskaNonstopfrom $227Typical price: $190–54018 weekly nonstop flightsORD - SAN Every day26 weekly connecting flightsORD - SAN Every day
- Deltafrom $247Typical price: $255–590358 weekly connecting flightsMDW, ORD - SAN Every day
- Frontierfrom $225Typical price: $175–42547 weekly connecting flightsMDW, ORD - SAN Every day
Popular airports near Chicago
Distance and driving time are relative to the city center. Airports are listed based on distance from Chicago center and popularity with travelers.
- Chicago O'Hare International Airport (ORD)Chicago United States 26 min 16 mi
- Chicago Midway International Airport (MDW)Chicago United States 25 min 9 mi
- Milwaukee Mitchell International Airport (MKE)Milwaukee United States 1 hr 23 min 75 mi
- Indianapolis International Airport (IND)Indianapolis United States 2 hr 58 min 165 mi
Popular airports near San Diego
Distance and driving time are relative to the city center. Airports are listed based on distance from San Diego center and popularity with travelers.
- San Diego International Airport (SAN)San Diego United States 10 min 2 mi
- Tijuana International Airport (TIJ)Tijuana Mexico 37 min 16 mi
- Los Angeles International Airport (LAX)Los Angeles United States 2 hr 2 min 111 mi
- John Wayne Airport (SNA)Santa Ana United States 1 hr 21 min 78 mi
Frequently asked questions about flying from Chicago to San Diego
The cheapest flights from Chicago to San Diego are usually in September. Typical ticket prices in September range from $130 to $190.
The cheapest round-trip flight from Chicago to San Diego recently found on Google Flights was with Frontier from $221. The cheapest one-way flight was with Frontier from $80.
Some of the cheapest round-trip deals we found with different airlines:
Some of the cheapest round-trip deals we found with different airlines:
- The cheapest Southwest flight from Chicago to San Diego is $236, flying from May 23 to May 30.
- The cheapest United flight from Chicago to San Diego is $227, flying from May 28 to Jun 3.
- The cheapest American flight from Chicago to San Diego is $227, flying from May 28 to Jun 3.
- The cheapest Alaska flight from Chicago to San Diego is $227, flying from May 28 to Jun 3.
- The cheapest Delta flight from Chicago to San Diego is $247, flying from May 28 to Jun 3.
- The cheapest Frontier flight from Chicago to San Diego is $225, flying from May 8 to May 16.
The cheapest round-trip flight from Chicago to San Diego starts at $221 from Thu, May 28 to Wed, Jun 3. The cheapest one-way flight starts at $80 and departs on Tue, May 12.
4 hr 5 min is the shortest flight time from Chicago to San Diego.
Jun–Aug is when most people visit San Diego, where the weather's temperate year-round. Beaches are less crowded Dec–Feb, which bring cooler temperatures but brighter sun. Whale-watching season is from mid-Dec–mid-Mar. Major annual events include Comic-Con International (Jul), a massive comic book convention with workshops and film screenings. Fleet Week (autumn) is a large military appreciation event featuring Navy ship tours, an air show and more.
It's easy to use Google Flights to find the cheapest days to fly from Chicago to San Diego.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.
You can also turn on price tracking to get alerts if the price changes for a route or flight.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.
You can also turn on price tracking to get alerts if the price changes for a route or flight.
What counts as the best airline for your flights from Chicago to San Diego really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Chicago to San Diego.
In terms of nonstop flights, United is the most popular. United offers 32 nonstop flights and 362 connecting flights per week. United flies from Chicago O'Hare International Airport (ORD) to San Diego International Airport (SAN) .
In terms of flights, Southwest is the most popular. Southwest offers 24 nonstop flights and 2,684 connecting flights per week. Southwest flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to San Diego International Airport (SAN) .
Other popular airlines flying from Chicago to San Diego are:
In terms of nonstop flights, United is the most popular. United offers 32 nonstop flights and 362 connecting flights per week. United flies from Chicago O'Hare International Airport (ORD) to San Diego International Airport (SAN) .
In terms of flights, Southwest is the most popular. Southwest offers 24 nonstop flights and 2,684 connecting flights per week. Southwest flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to San Diego International Airport (SAN) .
Other popular airlines flying from Chicago to San Diego are:
- American offers 28 nonstop flights and 346 connecting flights per week. American flies from Chicago O'Hare International Airport (ORD) to San Diego International Airport (SAN) .
- Alaska offers 18 nonstop flights and 26 connecting flights per week. Alaska flies from Chicago O'Hare International Airport (ORD) to San Diego International Airport (SAN) .
- Delta offers 358 connecting flights per week. Delta flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to San Diego International Airport (SAN) .
- Frontier offers 47 connecting flights per week. Frontier flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to San Diego International Airport (SAN) .
The cheapest round-trip flight from Chicago to San Diego recently found on Google Flights was with Frontier from $221. The cheapest one-way flight was with Frontier from $80.
Some of the cheapest round-trip deals we found with different airlines:
Some of the cheapest round-trip deals we found with different airlines:
- The cheapest Southwest flight from Chicago to San Diego is $236, flying from May 23 to May 30.
- The cheapest United flight from Chicago to San Diego is $227, flying from May 28 to Jun 3.
- The cheapest American flight from Chicago to San Diego is $227, flying from May 28 to Jun 3.
- The cheapest Alaska flight from Chicago to San Diego is $227, flying from May 28 to Jun 3.
- The cheapest Delta flight from Chicago to San Diego is $247, flying from May 28 to Jun 3.
- The cheapest Frontier flight from Chicago to San Diego is $225, flying from May 8 to May 16.
Southwest, United, American and Alaska fly direct from Chicago to San Diego.
- There are 24 Southwest direct flights from Chicago to San Diego per week. Flights are available every day.
- There are 32 United direct flights from Chicago to San Diego per week. Flights are available every day.
- There are 28 American direct flights from Chicago to San Diego per week. Flights are available every day.
- There are 18 Alaska direct flights from Chicago to San Diego per week. Flights are available every day.
The cheapest last-minute deal between Chicago and San Diego at price $380 is offered by Frontier from Thu, Apr 23 to Mon, Apr 27.
Southwest, United, American and Alaska fly direct from Chicago to San Diego.
- There are 24 Southwest direct flights from Chicago to San Diego per week. Flights are available every day.
- There are 32 United direct flights from Chicago to San Diego per week. Flights are available every day.
- There are 28 American direct flights from Chicago to San Diego per week. Flights are available every day.
- There are 18 Alaska direct flights from Chicago to San Diego per week. Flights are available every day.
There are direct flights from Chicago to San Diego on a daily basis.
The cheapest direct (nonstop) round-trip flights between Chicago and San Diego start at $227 from Thu, May 28 to Wed, Jun 3 with Alaska.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Chicago to San Diego, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
The cheapest business class round-trip flights between Chicago and San Diego start at $478 from Sat, Jun 6 to Fri, Jun 12 with Frontier.
The cheapest economy class round-trip flights between Chicago and San Diego start at $221 from Thu, May 28 to Wed, Jun 3.
To book business class trips from Chicago to San Diego, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.
You can also adjust the trip type to view one-way fares.
You can also adjust the trip type to view one-way fares.
The best last-minute getaway deal for the next weekend between Chicago and San Diego starts at $380 from Thu, Apr 23 to Mon, Apr 27 with Frontier.
The cheapest last-minute deal between Chicago and San Diego at price $380 is offered by Frontier from Thu, Apr 23 to Mon, Apr 27.
To find last-minute flight deals from Chicago to San Diego, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.
You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.
You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.
Search more flights
Popular trips from Chicago
These suggestions are based on the cheapest fares to popular destinations in the next six months.
Prices include required taxes + fees for 1 adult. Optional charges and bag fees may apply.
-
Honolulu$494Aug 31 — Sep 91 stop 11 hr 20 min Southwest
-
Miami$134Aug 10 — Aug 19Nonstop 3 hr 5 min Spirit
-
Paris$637May 3 — May 121 stop 10 hr 50 min Icelandair
-
Denver$86May 23 — May 30Nonstop 3 hr 7 min Frontier
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