Good to know - Cheap tickets Chicago — San Diego
| Cheapest flight found | $44 |
|---|---|
| Minimal flight time | 4h 20m |
| Flight distance | 2787 km |
| Most popular airline | United Airlines |
Airfare Chicago – San Diego by month
Here you can find out in what months how much a ticket Chicago – San Diego costs to buy cheap plane tickets.
| Month | One-way | Round-trip |
|---|---|---|
| May 2026 | ||
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Remember that the optimal time for booking air tickets is 59 days before the departure date, this is the average time at which air tickets were sold at the lowest prices.
Schedule of direct flights Chicago — San Diego
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 07:10 | 09:40 | mon, tue, thu, fri, sat, sun | UA1571 | United Airlines | 4h 30m | O'Hare International Airport — San Diego International Airport | Select dates |
| 08:00 | 10:35 | mon, thu, fri, sun | WN2755 | Southwest Airlines | 4h 35m | Chicago Midway International Airport — San Diego International Airport | Select dates |
| 08:15 | 10:48 | tue, wed | AA1861 | American Eagle | 4h 33m | O'Hare International Airport — San Diego International Airport | Select dates |
| 08:15 | 10:50 | mon, tue, wed, fri | WN1656 | Southwest Airlines | 4h 35m | Chicago Midway International Airport — San Diego International Airport | Select dates |
| 08:25 | 11:05 | sat | WN2755 | Southwest Airlines | 4h 40m | Chicago Midway International Airport — San Diego International Airport | Select dates |
| 09:00 | 11:43 | daily | AS1470 | Alaska Airlines | 4h 43m | O'Hare International Airport — San Diego International Airport | Select dates |
| 09:05 | 11:48 | daily | UA660 | United Airlines | 4h 43m | O'Hare International Airport — San Diego International Airport | Select dates |
| 10:30 | 13:08 | mon, tue, wed, sun | AA2131 | American Eagle | 4h 38m | O'Hare International Airport — San Diego International Airport | Select dates |
| 11:45 | 14:16 | mon, thu, sat | AA1861 | American Eagle | 4h 31m | O'Hare International Airport — San Diego International Airport | Select dates |
| 13:00 | 15:33 | mon, thu, fri, sun | UA2683 | United Airlines | 4h 33m | O'Hare International Airport — San Diego International Airport | Select dates |
Popular airlines flying Chicago — San Diego
Flight Chicago – San Diego is served by 25 airlines. 4 airlines operate direct flights.
Airlines with direct flights
Other airlines flying with transfers
Sales of tickets from Chicago to San Diego in the last 48 hours
Dynamics airfare Chicago — San Diego by month for the last year
according to LowCost.Club for the last year
The airfare depends on the departure date. Our chart shows the low season prices on route Chicago — San Diego
The graph shows that booking flights Chicago — San Diego is best planned for September and flights Chicago — San Diego — Chicago in the month of February.
Flights Chicago — San Diego
The selection of cheap flights Chicago — San Diego
Here you can find and purchase the cheapest flights Chicago — San Diego from $44 and Chicago — San Diego — Chicago from $37.
The price of the flight Chicago — San Diego (United States) — Chicago from $37 (round-trip).
The average price of the flight Chicago — San Diego (United States) — Chicago $398 (round-trip).
- Departure city: Chicago
- IATA code of the city of origin: CHI
- Departure airports: Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport
- Departure country: United States
- Destination city: San Diego
- IATA code of the destination city: SAN
- Destination airports: Montgomery Field, Miramar MS, North Island NAS, San Diego International Airport, Brown Field Municipalcipal, Gillespie Field, McClellan-Palomar Airport
- Destination country: United States
Low cost flights Chicago — San Diego (CHI — SAN)
The distance between Chicago and San Diego 1732 miles (or 2787 kilometres).
The time difference between Chicago and San Diego is 2 h.
Minimal flight time from Chicago to San Diego 4h 20m.
LowCostClub always do a comparison of airfares Chicago — San Diego with several airlines (include United Airlines, Southwest Airlines, American Eagle). They will always give you all available options so you can find the cheapest flight to San Diego. In addition, you can choose the platform where you want to place your orders. There are also special offers for air tickets Chicago — San Diego. Last week, for instance, the cheapest round-trip prices stood at $37 while the cheapest one-way price that was available within the last week cost $44
Routes from nearby cities to San Diego
A flight from a neighbouring city can help you save money on plane tickets.
Most often, departures to San Diego are from Madison, this is the cheapest flight from $57. The nearest airports from Chicago with a flight to San Diego are located in Peoria.
Popular International routes from Chicago
Popular routes from San Diego
If you are going to fly from San Diego, then study the popular flights. The most popular flights from San Diego:
Popular domestic routes from Chicago
FAQ about Chicago — San Diego
Are there any direct flights Chicago — San Diego?
Yes, they do: UA1571, WN2755, AA1861, WN1656, AS1470, UA660, AA2131, UA2683, WN1482, AA1543, UA2472
Can we fly from Chicago to San Diego?
Yes, you can fly from Chicago to San Diego. Chicago has 8 airports (Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport) for flights. United Airlines, Southwest Airlines, American Eagle, Alaska Airlines depart from Chicago on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through Air Canada, AlphaSky, Breeze Airways, British Airways, Contour Aviation, Copa Airlines, Delta Air Lines, DHL, FedEx, Frontier (Pike the Sea Otter Livery), GlobalX, Japan Airlines, Jet Linx Aviation, JetBlue (Puerto Rico Livery), JSX, Kalitta Air, Lufthansa, NetJets, Phoenix Air, SkyWest Airlines, SkyWest Charter, Sun Country Airlines, UPS, Volaris, WestJet.
How long does it take to fly from Chicago to San Diego?
A direct flight lasts an average of 4h 20m, during which time the aircraft covers a distance of 2787 km.
How much do flights Chicago — San Diego cost?
The price of flights Chicago — San Diego starts from $44.
What days does the plane fly Chicago — San Diego?
Planes fly Chicago — San Diego 7 times a week on the following days: mon, tue, wed, thu, fri, sat, sun
What airports are there in Chicago and San Diego?
In Chicago — Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport. In San Diego — Montgomery Field, Miramar MS, North Island NAS, San Diego International Airport, Brown Field Municipalcipal, Gillespie Field, McClellan-Palomar Airport.
What flights are currently flying from Chicago to San Diego?
The following flights fly between Chicago and San Diego: UA1571, WN2755, AA1861, WN1656, WN2755, AS1470, UA660, AA2131, AA1861, UA2683, UA2683, WN1482, AA1543, AA1543, AA1543, AA1543, AA1543, AA1543, AA1543, AA1543, WN1656, WN2755, AA1543, UA2472, WN1656
What month is the cheapest to fly from Chicago to San Diego?
High season is considered to be June and the cheapest month is September. Enter your preferred airports (or cities) and dates into the search form above to unlock the latest Chicago — San Diego flight deals.
Which airlines direct fly from Chicago to San Diego?
The following airlines have direct flights Chicago — San Diego: United Airlines, Southwest Airlines, American Eagle, Alaska Airlines.
Which airlines fly from Chicago to San Diego?
All the following airlines flights Chicago — San Diego: Air Canada, Alaska Airlines, AlphaSky, American Eagle, Breeze Airways, British Airways, Contour Aviation, Copa Airlines, Delta Air Lines, DHL, FedEx, Frontier (Pike the Sea Otter Livery), GlobalX, Japan Airlines, Jet Linx Aviation, JetBlue (Puerto Rico Livery), JSX, Kalitta Air, Lufthansa, NetJets, Phoenix Air, SkyWest Airlines, SkyWest Charter, Southwest Airlines, Sun Country Airlines, United Airlines, UPS, Volaris, WestJet.