$86+ Cheap flights from O'Hare Intl (ORD) to Los Cabos
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/21. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
Apr 9 — Apr 161
Round-trip
1 adult, Economy
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from O'Hare Intl to Los CabosExplore the most affordable flight options available from O'Hare Intl to Los Cabos. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 10, 2026.
Explore the most affordable flight options available from O'Hare Intl to Los Cabos. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 10, 2026.
This Mytrip deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/16:23 am
ORD
- SJD
1 stop9h 57m
Multiple Airlines
Sat 11/712:02 pm
SJD
- ORD
3 stops32h 18m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$443
This Aeromexico deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:05 pm
ORD
- SJD
2 stops25h 43m
Aeromexico
Wed 5/1310:24 am
SJD
- ORD
2 stops23h 36m
Aeromexico
Deal found 3/9![Aeromexico logo]()
$444
This Aeromexico deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/87:10 am
ORD
- SJD
2 stops12h 39m
Aeromexico
Wed 4/1510:28 am
SJD
- ORD
2 stops23h 32m
Aeromexico
Deal found 3/9![Aeromexico logo]()
$446
This Volaris deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/191:19 am
ORD
- SJD
1 stop11h 10m
Volaris
Fri 11/274:08 pm
SJD
- ORD
1 stop11h 28m
Volaris
Deal found 3/9![Volaris logo]()
$447
This American Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/810:05 am
ORD
- SJD
Nonstop4h 45m
American Airlines
Wed 4/1511:32 am
SJD
- ORD
Nonstop4h 25m
American Airlines
Deal found 3/9![American Airlines logo]()
$448
This American Airlines deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/205:00 am
ORD
- SJD
1 stop7h 53m
American Airlines
Wed 5/2712:48 pm
SJD
- ORD
Nonstop4h 35m
American Airlines
Deal found 3/10![American Airlines logo]()
$449
This Aeromexico deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/43:45 pm
ORD
- SJD
1 stop8h 43m
Aeromexico
Mon 5/116:44 pm
SJD
- ORD
2 stops20h 11m
Aeromexico
Deal found 3/10![Aeromexico logo]()
$450
This Booking.com deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/612:20 pm
ORD
- SJD
1 stop26h 05m
Viva
Sun 4/128:15 pm
SJD
- ORD
1 stop26h 30m
Viva
Deal found 3/9![Viva logo]()
$451
This Mytrip deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/147:09 am
ORD
- SJD
3 stops29h 00m
Volaris
Thu 6/183:36 pm
SJD
- ORD
1 stop7h 19m
Volaris
Deal found 3/9![Volaris logo]()
$453
This Volaris deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/177:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Tue 7/2112:02 pm
SJD
- ORD
1 stop9h 45m
Volaris
Deal found 3/9![Volaris logo]()
$454
This Alaska Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/93:52 pm
ORD
- SJD
2 stops24h 45m
Alaska Airlines
Sat 5/162:42 pm
SJD
- ORD
1 stop20h 32m
Alaska Airlines
Deal found 3/9![Alaska Airlines logo]()
$455
Best flights from O'Hare Intl to Los CabosDiscover carefully curated flight deals from O'Hare Intl to Los Cabos that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 10, 2026.
Discover carefully curated flight deals from O'Hare Intl to Los Cabos that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 10, 2026.
This Volaris deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/291:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Mon 8/37:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 3/6![Volaris logo]()
$475
This Delta deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:24 am
ORD
- SJD
2 stops13h 26m
Delta
Wed 5/2010:25 am
SJD
- ORD
2 stops11h 34m
Delta
Deal found 3/6![Delta logo]()
$489
This United Airlines deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/28:40 am
ORD
- SJD
Nonstop4h 45m
United Airlines
Sat 5/911:52 am
SJD
- ORD
Nonstop4h 17m
United Airlines
Deal found 3/5![United Airlines logo]()
$519
This Alaska Airlines deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/282:10 pm
ORD
- SJD
2 stops22h 00m
Alaska Airlines
Thu 6/410:41 am
SJD
- ORD
1 stop11h 14m
Alaska Airlines
Deal found 3/6![Alaska Airlines logo]()
$545
This United Airlines deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/265:40 am
ORD
- SJD
1 stop7h 03m
United Airlines
Mon 3/3011:52 am
SJD
- ORD
Nonstop4h 17m
United Airlines
Deal found 3/5![United Airlines logo]()
$546
This Delta deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/52:01 am
ORD
- SJD
1 stop13h 36m
Delta
Sun 5/1010:24 am
SJD
- ORD
2 stops11h 35m
Delta
Deal found 3/8![Delta logo]()
$550
This United Airlines deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/48:40 am
ORD
- SJD
Nonstop4h 45m
United Airlines
Sat 4/111:17 pm
SJD
- ORD
1 stop7h 41m
United Airlines
Deal found 3/5![United Airlines logo]()
$547
This Alaska Airlines deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/63:52 pm
ORD
- SJD
2 stops24h 45m
Alaska Airlines
Sun 5/1012:54 pm
SJD
- ORD
2 stops22h 19m
Alaska Airlines
Deal found 3/6![Alaska Airlines logo]()
$604
This Delta deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:25 am
ORD
- SJD
2 stops13h 23m
Delta
Sun 5/1010:24 am
SJD
- ORD
2 stops11h 35m
Delta
Deal found 3/8![Delta logo]()
$554
This Volaris deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/297:35 am
ORD
- SJD
1 stop13h 30m
Volaris
Thu 4/23:36 pm
SJD
- ORD
1 stop7h 19m
Volaris
Deal found 3/8![Volaris logo]()
$644
This United Airlines deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/28:40 am
ORD
- SJD
Nonstop4h 45m
United Airlines
Mon 4/62:50 pm
SJD
- ORD
1 stop7h 39m
United Airlines
Deal found 3/5![United Airlines logo]()
$552
This United Airlines deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/248:40 am
ORD
- SJD
Nonstop4h 45m
United Airlines
Mon 4/2711:52 am
SJD
- ORD
Nonstop4h 17m
United Airlines
Deal found 3/6![United Airlines logo]()
$574
Last-minute flights from O'Hare Intl to Los CabosDiscover last-minute flight deals from O'Hare Intl to Los Cabos. Data last updated March 10, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Los Cabos. Data last updated March 10, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/141:15 am
ORD
- SJD
1 stop7h 45m
Viva
Wed 3/189:00 am
SJD
- ORD
2 stops13h 45m
Viva
Deal found 3/7![Viva logo]()
$464
This Kiwi.com deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/151:15 am
ORD
- SJD
2 stops35h 59m
Multiple Airlines
Sat 3/213:36 pm
SJD
- ORD
1 stop17h 43m
Multiple Airlines
Deal found 3/6![Multiple Airlines logo]()
$484
This Volaris deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/167:23 am
ORD
- SJD
1 stop9h 57m
Volaris
Fri 3/2012:11 pm
SJD
- ORD
1 stop8h 18m
Volaris
Deal found 3/7![Volaris logo]()
$458
This Volaris deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1711:59 pm
ORD
- SJD
1 stop13h 31m
Volaris
Sat 3/2112:11 pm
SJD
- ORD
1 stop8h 18m
Volaris
Deal found 3/10![Volaris logo]()
$477
This Kiwi.com deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1812:59 pm
ORD
- SJD
2 stops23h 37m
Multiple Airlines
Sun 3/227:40 am
SJD
- ORD
1 stop25h 39m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$455
This Kiwi.com deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/1912:59 pm
ORD
- SJD
1 stop20h 01m
Multiple Airlines
Sun 3/227:40 am
SJD
- ORD
1 stop25h 39m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$454
This Kiwi.com deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/1912:59 pm
ORD
- SJD
1 stop20h 01m
Multiple Airlines
Thu 3/2612:11 pm
SJD
- ORD
1 stop8h 18m
Multiple Airlines
Deal found 3/5![Multiple Airlines logo]()
$486
This Kiwi.com deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/2012:59 pm
ORD
- SJD
1 stop23h 46m
Multiple Airlines
Mon 3/235:05 pm
SJD
- ORD
1 stop27h 24m
Multiple Airlines
Deal found 3/6![Multiple Airlines logo]()
$493
One-way flights from O'Hare Intl to Los CabosSearch for one-way flight options from O'Hare Intl to Los Cabos. Find affordable one-way fares based on user searches. Data last updated March 10, 2026.
Search for one-way flight options from O'Hare Intl to Los Cabos. Find affordable one-way fares based on user searches. Data last updated March 10, 2026.
This Mytrip deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/212:35 am
ORD
- SJD
1 stop10h 57m
Volaris
Deal found 3/6![Volaris logo]()
$86
This Kiwi.com deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/101:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 3/10![Volaris logo]()
$88
This Booking.com deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/118:25 pm
ORD
- SJD
1 stop11h 50m
Viva
Deal found 3/10![Viva logo]()
$100
This Booking.com deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/238:25 pm
ORD
- SJD
1 stop11h 50m
Viva
Deal found 3/6![Viva logo]()
$103
This Booking.com deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/311:30 am
ORD
- SJD
1 stop19h 35m
Viva
Deal found 3/6![Viva logo]()
$105
This Cheapflightsfares deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/112:35 am
ORD
- SJD
1 stop10h 57m
Volaris
Deal found 3/6![Volaris logo]()
$107
This Kissandfly.com deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/172:19 am
ORD
- SJD
1 stop11h 10m
Volaris
Deal found 3/6![Volaris logo]()
$108
This Trip.com deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/57:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 3/8![Volaris logo]()
$110
This Gotogate deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/211:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 3/5![Volaris logo]()
$113
This Mytrip deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/302:15 am
ORD
- SJD
1 stop7h 45m
Viva
Deal found 3/10![Viva logo]()
$114
This Mytrip deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 3/6![Volaris logo]()
$115
Find flight deals from O'Hare Intl to Los Cabos
Keep the following information in mind while searching for O'Hare Intl to Los Cabos flight deals. Data was last updated March 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $443 (Gotogate) |
One-way from | $86 (Mytrip) |
Popular in | March |
Cheapest in | September |
Average price | $722 |
Cheapflights Fare Finder
Customize your flight search to find flights from O'Hare Intl to Los Cabos that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 10, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Los Cabos that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Wed 7/29
1:40 am-10:09 am
1 stop10h 29m
San José del Cabo Los Cabos
Mon 8/3
7:47 pm-5:52 am
1 stop8h 05m
$475
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Fri 5/15
6:24 am-5:50 pm
2 stops13h 26m
San José del Cabo Los Cabos
Wed 5/20
10:25 am-11:59 pm
2 stops11h 34m
$489
Quickest round-trip
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Sat 5/2
8:40 am-11:25 am
Nonstop4h 45m
San José del Cabo Los Cabos
Sat 5/9
11:52 am-6:09 pm
Nonstop4h 17m
$519
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Thu 5/28
2:10 pm-10:10 am
2 stops22h 00m
San José del Cabo Los Cabos
Thu 6/4
10:41 am-11:55 pm
1 stop11h 14m
$545
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Thu 3/26
5:40 am-10:43 am
1 stop7h 03m
San José del Cabo Los Cabos
Mon 3/30
11:52 am-6:09 pm
Nonstop4h 17m
$546
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Sat 4/4
8:40 am-11:25 am
Nonstop4h 45m
San José del Cabo Los Cabos
Sat 4/11
1:17 pm-10:58 pm
1 stop7h 41m
$547
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Tue 5/5
2:01 am-1:37 pm
1 stop13h 36m
San José del Cabo Los Cabos
Sun 5/10
10:24 am-11:59 pm
2 stops11h 35m
$550
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Thu 4/2
8:40 am-11:25 am
Nonstop4h 45m
San José del Cabo Los Cabos
Mon 4/6
2:50 pm-12:29 am
1 stop7h 39m
$552
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Tue 5/5
6:25 am-5:48 pm
2 stops13h 23m
San José del Cabo Los Cabos
Sun 5/10
10:24 am-11:59 pm
2 stops11h 35m
$554
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Fri 4/24
8:40 am-11:25 am
Nonstop4h 45m
San José del Cabo Los Cabos
Mon 4/27
11:52 am-6:09 pm
Nonstop4h 17m
$574
Showing 1-10 of 24 resultsSorted by cheapest first
Best time to book a flight from O'Hare Intl to Los Cabos
Have a flexible travel schedule? Discover the best time to fly to Los Cabos from O'Hare Intl with our price prediction graph.
ORD-SJD
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago O'Hare Intl Airport to Los Cabos
ORD-zzKPG
ORD-SJD
What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Los Cabos?
Currently, April is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Los Cabos (average of $304). Flying from Chicago O'Hare Intl Airport to Los Cabos in February is currently the most expensive (average of $417). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from ORD to KPG?
Find hourly flight availability from O'Hare Intl to Los Cabos. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 10, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago O'Hare Intl Airport to Los Cabos as you normally would.
Weekly flight availability from Chicago O'Hare Intl Airport to Los Cabos
Explore weekly flight availability from O'Hare Intl to Los Cabos. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated March 10, 2026.
The most flights from ORD to zzKPG are scheduled on a Monday (5 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 on average).
Reviews of airlines servicing Los Cabos
Get insights into the airlines that provide service to Los Cabos. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Los Cabos. Reviews last updated March 10, 2026.
Read reviews from past customers who have flown Delta,United Airlines, andAmerican Airlines from Chicago O'Hare Intl Airport to Los Cabos. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.2
Overall
7.9
Entertainment
7.8
Crew
8.5
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Overall
7.9
Entertainment
7.8
Crew
8.5
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Overall
7.9
Entertainment
7.8
Crew
8.5
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Overall
7.9
Entertainment
7.8
Crew
8.5
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Overall
7.9
Entertainment
7.8
Crew
8.5
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Overall
7.9
Entertainment
7.8
Crew
8.5
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Related info for your journey
Find useful and relevant information for your journey from O'Hare Intl to Los Cabos. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for O'Hare Intl to Los Cabos
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Complete your trip
Complete your trip to Los Cabos by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from O'Hare Intl to Los Cabos by cabin class
Find flights from O'Hare Intl to Los Cabos, based on your preferred cabin class, be it economy, premium economy, business, or first class.
O'Hare Intl and Los Cabos flights
Browse other O'Hare Intl and Los Cabos flight options. Last updated on March 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 5 airlines flying from O'Hare Intl to Los Cabos
Discover the top 5 airlines that operate flights from O'Hare Intl to Los Cabos. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$184 | Average$500 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$185 | Average$388 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$266 | Average$358 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$415 | Average$617 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$416 | Average$607 | FlexibilityNo cancel fee | On-time71% |