Chicago to San Jose Cabo Flights

Best Departing Flights from Chicago to San Jose Cabo

Departure atTrip classStopsPriceDistanceFind tickets
19.03.2021EconomyDirect203 2929 ml203
19.03.2021Economy1 Stop149 2929 ml149
19.03.2021Economy2 Stops149 2929 ml149
20.03.2021EconomyDirect269 2929 ml269
20.03.2021Economy1 Stop150 2929 ml150
20.03.2021Economy2 Stops178 2929 ml178
28.03.2021EconomyDirect192 2929 ml192
28.03.2021Economy1 Stop145 2929 ml145
28.03.2021Economy2 Stops140 2929 ml140
29.03.2021EconomyDirect188 2929 ml188
29.03.2021Economy1 Stop137 2929 ml137
29.03.2021Economy2 Stops145 2929 ml145
30.03.2021EconomyDirect188 2929 ml188
30.03.2021Economy1 Stop148 2929 ml148
30.03.2021Economy2 Stops143 2929 ml143

CHI-SJD Flight Tickets Booking by Date


Book cheap flights to San Jose Cabo from Chicago today with using OutTrippin’s ticket finder. We help you compare flights, carriers and seating classes all year round. Be sure to find the right flight to match your budget, plans and travel preferences.

Direct Flights from Chicago to San Jose Cabo

Departure atFlightAirlineFind tickets
20.04.2021American Airlines (AA 1087)335

Round-trip Tickets from Chicago to San Jose Cabo

Departure atReturn atFlightStopsFind tickets
20.04.202128.04.2021American Airlines (AA 1087)Direct 335
05.05.202112.05.2021Volaris (Y4 973)1 Stop 251
05.05.202112.05.2021Frontier Airlines (F9 411)1 Stop 240
05.05.202112.05.2021Spirit Airlines (NK 903)1 Stop 265
20.04.202127.04.2021Spirit Airlines (NK 903)2 Stops 380

CHI-SJD Compare Airline Prices

Departure atReturn atStopsPriceFlight numberAirlineFind tickets
27.03.202104.04.20211 Stop354 687354
28.03.202104.04.20213358 903358
24.07.202131.07.20211 Stop376 687376
25.07.202101.08.20211 Stop297 941297
04.08.202112.08.20212 Stops321 687321
11.08.202115.08.20211 Stop334 687334
04.09.202108.09.20211 Stop224 973224
29.10.202104.11.20211 Stop289 973289
04.12.202112.12.20211 Stop348 687348

* Total price includes taxes + fees for 1 adult. Additional bag fees and other fees may apply.

Chicago-San Jose Cabo Flight is Served by Airlines

  • American Airlines Flights
  • British Airways Flights
  • United Airlines Flights

Departure O’Hare International Airport (Chicago)

Weather: [simple-weather location=”Chicago, United States” days=”2″]
  • Airport Name: O’Hare International Airport
  • Country Code: US
  • City Code: CHI
  • Airport Code: ORD
  • Flightable: Active
  • Time Zone: America/Chicago
  • Latitude: 41.976913
  • Longitude: -87.90488

Destination Los Cabos International Airport (San Jose Cabo)

Weather: [simple-weather location=”San Jose Cabo, Mexico” days=”2″]
  • Airport Name: Los Cabos International Airport
  • Country Code: MX
  • City Code: SJD
  • Airport Code: SJD
  • Flightable: Active
  • Time Zone: America/Mazatlan
  • Latitude: 23.162354
  • Longitude: -109.717285

*Flight prices are indicative, based on passenger numbers and may vary dependent on your individual flight dates. Complete a new search to view live pricing.

* Checked baggage is not included but may be added for a fee. Carry-on baggage limits, including size restrictions, will be strictly applied. Passengers with more than the applicable carry-on baggage allowance will need to check in baggage, and charges will apply.