Good to know - Cheap tickets San Diego — Chicago
| Cheapest flight found | $44 |
|---|---|
| Minimal flight time | 3h 27m |
| Flight distance | 2787 km |
| Most popular airline | Southwest Airlines |
Airfare San Diego – Chicago by month
Here you can find out in what months how much a ticket San Diego – Chicago costs to buy cheap plane tickets.
| Month | One-way | Round-trip |
|---|---|---|
| March 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 San Diego — Chicago
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 06:15 | 12:37 | daily | AA518 | American Airlines | 4h 22m | San Diego International Airport — O'Hare International Airport | Select dates |
| 06:19 | 12:39 | tue | AA518 | American Airlines | 4h 20m | San Diego International Airport — O'Hare International Airport | Select dates |
| 06:35 | 12:40 | mon, thu, fri, sun | WN3176 | Southwest Airlines | 4h 5m | San Diego International Airport — Chicago Midway International Airport | Select dates |
| 06:35 | 12:54 | mon, fri, sat, sun | UA2343 | United Airlines | 4h 19m | San Diego International Airport — O'Hare International Airport | Select dates |
| 06:40 | 12:59 | mon, thu, fri, sat, sun | UA2343 | United Airlines | 4h 19m | San Diego International Airport — O'Hare International Airport | Select dates |
| 06:55 | 12:55 | thu, fri, sun | WN202 | Southwest Airlines | 4h 0m | San Diego International Airport — Chicago Midway International Airport | Select dates |
| 07:20 | 13:25 | sat | WN2927 | Southwest Airlines | 4h 5m | San Diego International Airport — Chicago Midway International Airport | Select dates |
| 08:00 | 13:55 | tue, wed | WN594 | Southwest Airlines | 3h 55m | San Diego International Airport — Chicago Midway International Airport | Select dates |
| 08:15 | 14:20 | wed | WN3176 | Southwest Airlines | 4h 5m | San Diego International Airport — Chicago Midway International Airport | Select dates |
| 10:15 | 16:39 | sat | AA2343 | American Airlines | 4h 24m | San Diego International Airport — O'Hare International Airport | Select dates |
Popular airlines flying San Diego — Chicago
Flight San Diego – Chicago is served by 25 airlines. 4 airlines operate direct flights.
Airlines with direct flights
Other airlines flying with transfers
Sales of tickets from San Diego to Chicago in the last 48 hours
Dynamics airfare San Diego — Chicago 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 San Diego — Chicago
The graph shows that booking flights San Diego — Chicago is best planned for August and flights San Diego — Chicago — San Diego in the month of September.
Flights San Diego — Chicago
The selection of cheap flights San Diego — Chicago
Here you can find and purchase the cheapest flights San Diego — Chicago from $44 and San Diego — Chicago — San Diego from $36.
The price of the flight San Diego — Chicago (United States) — San Diego from $36 (round-trip).
The average price of the flight San Diego — Chicago (United States) — San Diego $418 (round-trip).
- Departure city: San Diego
- IATA code of the city of origin: SAN
- Departure airports: Montgomery Field, Miramar MS, North Island NAS, San Diego International Airport, Brown Field Municipalcipal, Gillespie Field, McClellan-Palomar Airport
- Departure country: United States
- Destination city: Chicago
- IATA code of the destination city: CHI
- Destination 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
- Destination country: United States
Low cost flights San Diego — Chicago (SAN — CHI)
The distance between San Diego and Chicago 1732 miles (or 2787 kilometres).
The time difference between San Diego and Chicago is 2 h.
Minimal flight time from San Diego to Chicago 3h 27m.
LowCostClub always do a comparison of airfares San Diego — Chicago with several airlines (include American Airlines, Southwest Airlines, United Airlines). They will always give you all available options so you can find the cheapest flight to Chicago. In addition, you can choose the platform where you want to place your orders. There are also special offers for air tickets San Diego — Chicago. Last week, for instance, the cheapest round-trip prices stood at $36 while the cheapest one-way price that was available within the last week cost $44
Routes from nearby cities to Chicago
A flight from a neighbouring city can help you save money on plane tickets.
The most frequent flight to Chicago is from Los Angeles. The cheapest airfare can be purchased with a flight from Phoenix from $31. The nearest airports from San Diego with a flight to Chicago are in Prescott.
Popular International routes from San Diego
Popular routes from Chicago
If you are going to fly from Chicago, then study the popular flights. The most popular flights from Chicago:
Popular domestic routes from San Diego
FAQ about San Diego — Chicago
Are there any direct flights San Diego — Chicago?
Yes, they do: AA518, WN3176, UA2343, WN202, WN2927, WN594, AA2343, UA1712, UA2677, WN557, WN2921, WN3685, AA2131, WN457, UA2628, WN2189, WN3997, AA2309, AA3134, WN3797, F91856, UA2486, WN2053, UA2352, UA1726, UA2624, AA2065, UA8233, F99862
Can we fly from San Diego to Chicago?
Yes, you can fly from San Diego to Chicago. San Diego has 7 airports (Montgomery Field, Miramar MS, North Island NAS, San Diego International Airport, Brown Field Municipalcipal, Gillespie Field, McClellan-Palomar Airport) for flights. American Airlines, Southwest Airlines, United Airlines, Frontier (Ward the Beaver Livery) depart from San Diego on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through 21 Air, Air Canada, Alaska Airlines, Allegiant Air, AlphaSky, Baker Aviation, British Airways, Contour Aviation, Copa Airlines, Delta Air Lines, FedEx, Japan Airlines, Jet Linx Aviation, JetBlue, Kalitta Air, KLM, Lufthansa, National Airlines, NetJets, Phoenix Air, SkyWest Airlines, Spirit Airlines, Sun Country Airlines, UPS, WestJet.
How long does it take to fly from San Diego to Chicago?
A direct flight lasts an average of 3h 27m, during which time the aircraft covers a distance of 2787 km.
How much do flights San Diego — Chicago cost?
The price of flights San Diego — Chicago starts from $44.
What days does the plane fly San Diego — Chicago?
Planes fly San Diego — Chicago 7 times a week on the following days: mon, tue, wed, thu, fri, sat, sun
What airports are there in San Diego and Chicago?
In San Diego — Montgomery Field, Miramar MS, North Island NAS, San Diego International Airport, Brown Field Municipalcipal, Gillespie Field, McClellan-Palomar Airport. 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.
What flights are currently flying from San Diego to Chicago?
The following flights fly between San Diego and Chicago: AA518, AA518, WN3176, UA2343, UA2343, WN202, WN2927, WN594, WN3176, AA2343, UA1712, WN202, UA2677, UA2677, AA2343, AA2343, AA2343, WN557, WN2921, WN3685, AA2131, AA2131, WN457, UA2628, WN2189, WN3997, AA2309, AA3134, WN3797, WN457, F91856, UA2486, UA2486, UA2486, UA2486, UA2486, UA2486, WN3797, UA2486, WN3997, WN3797, WN2053, WN3797, WN3997, UA2352, UA1726, UA2624, AA2065, AA2065, UA8233, F99862
What month is the cheapest to fly from San Diego to Chicago?
High season is considered to be March and the cheapest month is August. Enter your preferred airports (or cities) and dates into the search form above to unlock the latest San Diego — Chicago flight deals.
Which airlines direct fly from San Diego to Chicago?
The following airlines have direct flights San Diego — Chicago: American Airlines, Southwest Airlines, United Airlines, Frontier (Ward the Beaver Livery).
Which airlines fly from San Diego to Chicago?
All the following airlines flights San Diego — Chicago: 21 Air, Air Canada, Alaska Airlines, Allegiant Air, AlphaSky, American Airlines, Baker Aviation, British Airways, Contour Aviation, Copa Airlines, Delta Air Lines, FedEx, Frontier (Ward the Beaver Livery), Japan Airlines, Jet Linx Aviation, JetBlue, Kalitta Air, KLM, Lufthansa, National Airlines, NetJets, Phoenix Air, SkyWest Airlines, Southwest Airlines, Spirit Airlines, Sun Country Airlines, United Airlines, UPS, WestJet.