Take off on cheap flights from Chicago to San Jose Del Cabo, your adventure starts now!

Find cheap airline tickets from Chicago to San Jose Del Cabo by date

  • any
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • any
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • price
  • month of departure
  • month of return
$338
outward: Oct 25, 2018
9:00a ORD » 10:45p SJD
Interjet 1 stop (13h45m)
inbound: Oct 29, 2018
11:15p SJD » 7:40a ORD
Interjet 1 stop (8h25m)
$341
outward: Nov 9, 2018
8:55a ORD » 8:25p LAP
Interjet 1 stop (11h30m)
inbound: Nov 14, 2018
8:55p LAP » 7:40a ORD
Interjet 1 stop (10h45m)
$354
outward: Nov 9, 2018
7:55a ORD » 11:05p SJD
Interjet 1 stop (15h10m)
inbound: Nov 14, 2018
11:15p SJD » 7:40a ORD
Interjet 1 stop (8h25m)
$359
outward: Nov 9, 2018
8:55a ORD » 10:40p SJD
Interjet 1 stop (13h45m)
inbound: Nov 14, 2018
11:15p SJD » 7:40a ORD
Interjet 1 stop (8h25m)
$364
outward: Mar 30, 2019
8:00p ORD » 6:50p SJD
Interjet 1 stop (21h50m)
inbound: Apr 6, 2019
7:20p SJD » 6:40p ORD
Interjet 1 stop (23h20m)
$373
outward: Nov 9, 2018
7:55a ORD » 11:05p SJD
Interjet 1 stop (15h10m)
inbound: Nov 16, 2018
8:25p SJD » 12:30p ORD
Aeromexico 1 stop (16h05m)
$385
outward: Jan 11, 2019
7:20a ORD » 4:30p SJD
Aeromexico 1 stop (9h10m)
inbound: Jan 15, 2019
2:00p SJD » 3:45a ORD
Unknown Company 2 stops (13h45m)
$395
outward: Jan 17, 2019
3:00p ORD » 8:05p SJD
United Airlines 1 stop (29h05m)
inbound: Jan 20, 2019
9:50p SJD » 1:57a ORD
United Airlines direct (4h07m)
$395
outward: Jan 17, 2019
5:00p ORD » 9:51p SJD
United Airlines 1 stop (28h51m)
inbound: Jan 20, 2019
9:50p SJD » 1:57a ORD
United Airlines direct (4h07m)
$733
outward: Dec 22, 2018
2:25p ORD » 9:32p SJD
American Airlines 1 stop (7h07m)
inbound: Jan 3, 2019
12:05a SJD » 7:33a ORD
American Airlines 1 stop (7h28m)
$733
outward: Dec 22, 2018
2:25p ORD » 9:32p SJD
American Airlines 1 stop (7h07m)
inbound: Jan 3, 2019
12:05a SJD » 7:33a ORD
American Airlines 1 stop (7h28m)
$733
outward: Dec 22, 2018
2:25p ORD » 9:32p SJD
American Airlines 1 stop (7h07m)
inbound: Jan 3, 2019
12:05a SJD » 7:33a ORD
American Airlines 1 stop (7h28m)
$745
outward: Dec 21, 2018
9:25p ORD » 4:36a SJD
American Airlines 1 stop (7h11m)
inbound: Jan 2, 2019
8:40p SJD » 3:57a ORD
American Airlines 1 stop (7h17m)
$780
outward: Dec 23, 2018
4:40a ORD » 8:48p SJD
American Airlines 1 stop (16h08m)
inbound: Jan 2, 2019
8:40p SJD » 3:57a ORD
American Airlines 1 stop (7h17m)
$783
outward: Dec 23, 2018
4:40a ORD » 8:48p SJD
American Airlines 1 stop (16h08m)
inbound: Jan 2, 2019
8:40p SJD » 3:57a ORD
American Airlines 1 stop (7h17m)
$1,038
outward: Dec 21, 2018
8:55a ORD » 7:05p SJD
Interjet 1 stop (10h10m)
inbound: Jan 1, 2019
11:15p SJD » 7:40a ORD
Interjet 1 stop (8h25m)
$1,038
outward: Dec 21, 2018
8:55a ORD » 7:05p SJD
Interjet 1 stop (10h10m)
inbound: Jan 1, 2019
11:15p SJD » 7:40a ORD
Interjet 1 stop (8h25m)
$1,051
outward: Dec 21, 2018
8:55a ORD » 7:05p SJD
Interjet 1 stop (10h10m)
inbound: Jan 1, 2019
11:15p SJD » 7:40a ORD
Interjet 1 stop (8h25m)
$1,051
outward: Dec 21, 2018
8:55a ORD » 7:05p SJD
Interjet 1 stop (10h10m)
inbound: Jan 1, 2019
11:15p SJD » 7:40a ORD
Interjet 1 stop (8h25m)
$1,051
outward: Dec 21, 2018
8:55a ORD » 7:05p SJD
Interjet 1 stop (10h10m)
inbound: Jan 1, 2019
11:15p SJD » 7:40a ORD
Interjet 1 stop (8h25m)
$1,056
outward: Dec 21, 2018
8:55a ORD » 7:05p SJD
Interjet 1 stop (10h10m)
inbound: Jan 3, 2019
11:15p SJD » 7:40a ORD
Interjet 1 stop (8h25m)
$1,056
outward: Dec 21, 2018
8:55a ORD » 7:05p SJD
Interjet 1 stop (10h10m)
inbound: Jan 3, 2019
11:15p SJD » 7:40a ORD
Interjet 1 stop (8h25m)
$1,069
outward: Dec 21, 2018
8:55a ORD » 7:05p SJD
Interjet 1 stop (10h10m)
inbound: Jan 3, 2019
11:15p SJD » 7:40a ORD
Interjet 1 stop (8h25m)
$1,069
outward: Dec 21, 2018
8:55a ORD » 7:05p SJD
Interjet 1 stop (10h10m)
inbound: Jan 3, 2019
11:15p SJD » 7:40a ORD
Interjet 1 stop (8h25m)
$1,069
outward: Dec 21, 2018
8:55a ORD » 7:05p SJD
Interjet 1 stop (10h10m)
inbound: Jan 3, 2019
11:15p SJD » 7:40a ORD
Interjet 1 stop (8h25m)
$1,075
outward: Dec 21, 2018
8:55a ORD » 7:05p SJD
Interjet 1 stop (10h10m)
inbound: Jan 2, 2019
11:15p SJD » 7:40a ORD
Interjet 1 stop (8h25m)
$1,075
outward: Dec 21, 2018
8:55a ORD » 7:05p SJD
Interjet 1 stop (10h10m)
inbound: Jan 2, 2019
11:15p SJD » 7:40a ORD
Interjet 1 stop (8h25m)
$1,088
outward: Dec 21, 2018
8:55a ORD » 7:05p SJD
Interjet 1 stop (10h10m)
inbound: Jan 2, 2019
11:15p SJD » 7:40a ORD
Interjet 1 stop (8h25m)
$1,088
outward: Dec 21, 2018
8:55a ORD » 7:05p SJD
Interjet 1 stop (10h10m)
inbound: Jan 2, 2019
11:15p SJD » 7:40a ORD
Interjet 1 stop (8h25m)
$1,088
outward: Dec 21, 2018
8:55a ORD » 7:05p SJD
Interjet 1 stop (10h10m)
inbound: Jan 2, 2019
11:15p SJD » 7:40a ORD
Interjet 1 stop (8h25m)
Return
Departure
Choose when you'd like to depart to San Jose Del Cabo (Mexico):
Find the cheapest Chicago San Jose Del Cabo flight by browsing the dates below to find alternative flight prices found in the last days. To launch a flight search for Chicago - San Jose Del Cabo with these new dates, click on an offer. Want to depart from another city? Choose: Las Vegas - San Jose Del Cabo New York - San Jose Del Cabo London - San Jose Del Cabo Miami - San Jose Del Cabo San Francisco - San Jose Del Cabo See more routes

Airlines operating flights from Chicago to San Jose Del Cabo

  • any
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • all
  • American Airlines
  • Delta Air Lines
American Airlines
outbound: Dec 22, 2018
American Airlines 1 stop
return: Jan 2, 2019
American Airlines 1 stop
Delta Air Lines
outbound: Jan 17, 2019
Delta Air Lines 2 stops
return: Jan 20, 2019
Delta Air Lines 2 stops

Travel tips for flights Chicago - San Jose Del Cabo

Average flight duration: 13h22m (flight with stopovers)

  • Arrival city:
  • San Jose Del Cabo, Mexico
  • Airport(s):
  • Los Cabos International Airport (SJD)
  • Local time:
  • Sep 20, 2018 8:39 PM, GMT-6
  • Weather:
  • min. 74ºF, max. 86ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Sep 20, 2018 9:39 PM, GMT-5
  • Weather:
  • min. 55ºF, max. 67ºF