$101+ 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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
Mar 18 — Mar 251
1 adult, Economy
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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 February 16, 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 February 16, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/14. 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 3/612:59 pm
ORD
- SJD
1 stop22h 46m
Multiple Airlines
Mon 3/95:05 pm
SJD
- ORD
1 stop16h 14m
Multiple Airlines
Deal found 2/14![Multiple Airlines logo]()
$461
This Mytrip deal was found by Cheapflights users on 2/12. 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.
Wed 5/61:40 am
ORD
- SJD
2 stops15h 11m
Volaris
Thu 5/1412:02 pm
SJD
- ORD
2 stops14h 58m
Volaris
Deal found 2/12![Volaris logo]()
$462
This Mytrip deal was found by Cheapflights users on 2/12. 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.
Fri 3/612:59 pm
ORD
- SJD
2 stops27h 20m
Volaris
Mon 3/911:59 am
SJD
- ORD
2 stops21h 20m
Volaris
Deal found 2/12![Volaris logo]()
$463
This Mytrip deal was found by Cheapflights users on 2/13. 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 3/812:59 pm
ORD
- SJD
2 stops24h 15m
Volaris
Sun 3/154:34 pm
SJD
- ORD
2 stops11h 02m
Volaris
Deal found 2/13![Volaris logo]()
$464
This United Airlines deal was found by Cheapflights users on 2/13. 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 3/207:15 am
ORD
- SJD
Nonstop4h 53m
United Airlines
Wed 3/251:11 pm
SJD
- ORD
1 stop7h 57m
United Airlines
Deal found 2/13![United Airlines logo]()
$465
This Alaska Airlines deal was found by Cheapflights users on 2/16. 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.
Fri 5/17:59 pm
ORD
- SJD
1 stop17h 45m
Alaska Airlines
Mon 5/410:41 am
SJD
- ORD
1 stop11h 02m
Alaska Airlines
Deal found 2/16![Alaska Airlines logo]()
$466
This Orbitz deal was found by Cheapflights users on 2/14. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/134:44 pm
ORD
- SJD
1 stop19h 32m
Multiple Airlines
Mon 3/1611:31 am
SJD
- ORD
1 stop10h 28m
Multiple Airlines
Deal found 2/14![Multiple Airlines logo]()
$467
This Kiwi.com deal was found by Cheapflights users on 2/15. 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 2/2612:59 pm
ORD
- SJD
2 stops22h 37m
Volaris
Mon 3/23:36 pm
SJD
- ORD
1 stop18h 43m
Volaris
Deal found 2/15![Volaris logo]()
$468
This Delta deal was found by Cheapflights users on 2/14. 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 3/205:40 pm
ORD
- SJD
1 stop17h 50m
Delta
Fri 3/272:19 pm
SJD
- ORD
1 stop16h 11m
Delta
Deal found 2/14![Delta logo]()
$469
This Mytrip deal was found by Cheapflights users on 2/14. 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 2/1711:59 pm
ORD
- SJD
1 stop12h 31m
Volaris
Thu 2/1911:11 am
SJD
- ORD
1 stop16h 25m
Volaris
Deal found 2/14![Volaris logo]()
$470
This Alaska Airlines deal was found by Cheapflights users on 2/15. 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 5/77:59 pm
ORD
- SJD
1 stop17h 45m
Alaska Airlines
Sun 5/1012:54 pm
SJD
- ORD
2 stops22h 19m
Alaska Airlines
Deal found 2/15![Alaska Airlines logo]()
$471
This Booking.com deal was found by Cheapflights users on 2/15. 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.
Thu 3/191:15 am
ORD
- SJD
1 stop7h 45m
Viva
Mon 3/238:40 am
SJD
- ORD
1 stop14h 05m
Viva
Deal found 2/15![Viva logo]()
$472
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 February 16, 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 February 16, 2026.
This United Airlines deal was found by Cheapflights users on 2/15. 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
Thu 4/91:17 pm
SJD
- ORD
1 stop8h 11m
United Airlines
Deal found 2/15![United Airlines logo]()
$465
This Alaska Airlines deal was found by Cheapflights users on 2/16. 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.
Fri 5/17:59 pm
ORD
- SJD
1 stop17h 45m
Alaska Airlines
Mon 5/410:41 am
SJD
- ORD
1 stop11h 02m
Alaska Airlines
Deal found 2/16![Alaska Airlines logo]()
$466
This Delta deal was found by Cheapflights users on 2/14. 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.
Thu 3/197:14 pm
ORD
- SJD
1 stop18h 13m
Delta
Fri 3/272:19 pm
SJD
- ORD
1 stop16h 11m
Delta
Deal found 2/14![Delta logo]()
$469
This United Airlines deal was found by Cheapflights users on 2/13. 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 3/267:15 am
ORD
- SJD
Nonstop4h 53m
United Airlines
Thu 4/21:44 pm
SJD
- ORD
1 stop9h 42m
United Airlines
Deal found 2/13![United Airlines logo]()
$465
This Delta deal was found by Cheapflights users on 2/14. 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 3/205:40 pm
ORD
- SJD
1 stop17h 50m
Delta
Fri 3/272:19 pm
SJD
- ORD
1 stop16h 11m
Delta
Deal found 2/14![Delta logo]()
$469
This Alaska Airlines deal was found by Cheapflights users on 2/13. 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 3/73:07 pm
ORD
- SJD
2 stops22h 18m
Alaska Airlines
Sat 3/1412:51 pm
SJD
- ORD
1 stop9h 08m
Alaska Airlines
Deal found 2/13![Alaska Airlines logo]()
$469
This United Airlines deal was found by Cheapflights users on 2/14. 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
Wed 4/81:44 pm
SJD
- ORD
1 stop9h 01m
United Airlines
Deal found 2/14![United Airlines logo]()
$465
This Delta deal was found by Cheapflights users on 2/13. 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.
Sun 3/85:30 am
ORD
- SJD
2 stops14h 13m
Delta
Sat 3/1410:35 am
SJD
- ORD
1 stop7h 42m
Delta
Deal found 2/13![Delta logo]()
$469
This Alaska Airlines deal was found by Cheapflights users on 2/14. 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 5/78:48 pm
ORD
- SJD
1 stop19h 49m
Alaska Airlines
Sun 5/1012:54 pm
SJD
- ORD
2 stops22h 19m
Alaska Airlines
Deal found 2/14![Alaska Airlines logo]()
$471
This United Airlines deal was found by Cheapflights users on 2/15. 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 3/269:15 pm
ORD
- SJD
1 stop13h 50m
United Airlines
Tue 3/312:50 pm
SJD
- ORD
1 stop7h 40m
United Airlines
Deal found 2/15![United Airlines logo]()
$469
This United Airlines deal was found by Cheapflights users on 2/15. 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.
Sun 3/87:15 am
ORD
- SJD
Nonstop4h 53m
United Airlines
Wed 3/1111:50 am
SJD
- ORD
Nonstop4h 09m
United Airlines
Deal found 2/15![United Airlines logo]()
$469
Last-minute flights from O'Hare Intl to Los CabosDiscover last-minute flight deals from O'Hare Intl to Los Cabos. Data last updated February 16, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Los Cabos. Data last updated February 16, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 2/14. 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 2/1711:59 pm
ORD
- SJD
1 stop12h 31m
Volaris
Thu 2/1911:11 am
SJD
- ORD
1 stop16h 25m
Volaris
Deal found 2/14![Volaris logo]()
$470
This Mytrip deal was found by Cheapflights users on 2/14. 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 2/2112:15 am
ORD
- SJD
1 stop8h 00m
Multiple Airlines
Fri 2/279:00 am
SJD
- ORD
3 stops21h 54m
Multiple Airlines
Deal found 2/14![Multiple Airlines logo]()
$473
This Kiwi.com deal was found by Cheapflights users on 2/15. 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 2/2612:59 pm
ORD
- SJD
2 stops22h 37m
Volaris
Mon 3/23:36 pm
SJD
- ORD
1 stop18h 43m
Volaris
Deal found 2/15![Volaris logo]()
$468
This Kiwi.com deal was found by Cheapflights users on 2/14. 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 3/612:59 pm
ORD
- SJD
1 stop22h 46m
Multiple Airlines
Mon 3/95:05 pm
SJD
- ORD
1 stop16h 14m
Multiple Airlines
Deal found 2/14![Multiple Airlines logo]()
$461
This Mytrip deal was found by Cheapflights users on 2/12. 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.
Fri 3/612:59 pm
ORD
- SJD
2 stops27h 20m
Volaris
Mon 3/911:59 am
SJD
- ORD
2 stops21h 20m
Volaris
Deal found 2/12![Volaris logo]()
$463
This American Airlines deal was found by Cheapflights users on 2/15. 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.
Sun 3/89:38 pm
ORD
- SJD
1 stop14h 58m
American Airlines
Sun 3/151:36 pm
SJD
- ORD
Nonstop4h 19m
American Airlines
Deal found 2/15![American Airlines logo]()
$464
This Orbitz deal was found by Cheapflights users on 2/14. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/134:44 pm
ORD
- SJD
1 stop19h 32m
Multiple Airlines
Mon 3/1611:31 am
SJD
- ORD
1 stop10h 28m
Multiple Airlines
Deal found 2/14![Multiple Airlines logo]()
$467
This Alaska Airlines deal was found by Cheapflights users on 2/14. 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.
Fri 3/133:07 pm
ORD
- SJD
2 stops24h 28m
Alaska Airlines
Mon 3/1611:31 am
SJD
- ORD
1 stop10h 28m
Alaska Airlines
Deal found 2/14![Alaska Airlines logo]()
$471
This Booking.com deal was found by Cheapflights users on 2/15. 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.
Thu 3/191:15 am
ORD
- SJD
1 stop7h 45m
Viva
Mon 3/238:40 am
SJD
- ORD
1 stop14h 05m
Viva
Deal found 2/15![Viva logo]()
$472
This United Airlines deal was found by Cheapflights users on 2/13. 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 3/207:15 am
ORD
- SJD
Nonstop4h 53m
United Airlines
Thu 4/211:32 am
SJD
- ORD
1 stop11h 54m
United Airlines
Deal found 2/13![United Airlines logo]()
$465
This Delta deal was found by Cheapflights users on 2/14. 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 3/205:40 pm
ORD
- SJD
1 stop17h 50m
Delta
Fri 3/272:19 pm
SJD
- ORD
1 stop16h 11m
Delta
Deal found 2/14![Delta logo]()
$469
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 February 16, 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 February 16, 2026.
This Mytrip deal was found by Cheapflights users on 2/13. 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.
Mon 5/111:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 2/13![Volaris logo]()
$101
This Mytrip deal was found by Cheapflights users on 2/15. 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.
Mon 5/47:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 2/15![Volaris logo]()
$104
This Cheapflightsfares deal was found by Cheapflights users on 2/16. 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.
Mon 4/277:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 2/16![Volaris logo]()
$105
This Cheapflightsfares deal was found by Cheapflights users on 2/14. 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.
Fri 4/177:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 2/14![Volaris logo]()
$108
This Gotogate deal was found by Cheapflights users on 2/15. 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.
Mon 4/131:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 2/15![Volaris logo]()
$111
This Gotogate deal was found by Cheapflights users on 2/16. 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.
Sat 5/27:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 2/16![Volaris logo]()
$112
This Gotogate deal was found by Cheapflights users on 2/15. 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.
Tue 4/211:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 2/15![Volaris logo]()
$113
This Gotogate deal was found by Cheapflights users on 2/15. 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.
Tue 4/72:19 am
ORD
- SJD
1 stop7h 35m
Volaris
Deal found 2/15![Volaris logo]()
$115
This Mytrip deal was found by Cheapflights users on 2/16. 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 3/317:35 am
ORD
- SJD
1 stop13h 30m
Volaris
Deal found 2/16![Volaris logo]()
$117
This Cheapflightsfares deal was found by Cheapflights users on 2/16. 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.
Tue 3/312:19 am
ORD
- SJD
1 stop7h 35m
Volaris
Deal found 2/16![Volaris logo]()
$118
This Gotogate deal was found by Cheapflights users on 2/16. 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.
Thu 4/237:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 2/16![Volaris logo]()
$119
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 February 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $461 (Kiwi.com) |
One-way from | $101 (Mytrip) |
Popular in | March |
Cheapest in | September |
Average price | $626 |
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 February 16, 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
O'Hare Intl
Fly to
Los Cabos
Route
Depart
Return
Price
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
Thu 4/9
1:17 pm-11:28 pm
1 stop8h 11m
$465
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Thu 3/26
7:15 am-10:08 am
Nonstop4h 53m
San José del Cabo Los Cabos
Thu 4/2
1:44 pm-1:26 am
1 stop9h 42m
$465
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
Wed 4/8
1:44 pm-12:45 am
1 stop9h 01m
$465
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Fri 5/1
7:59 pm-11:44 am
1 stop17h 45m
San José del Cabo Los Cabos
Mon 5/4
10:41 am-11:43 pm
1 stop11h 02m
$466
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Thu 3/19
7:14 pm-11:27 am
1 stop18h 13m
San José del Cabo Los Cabos
Fri 3/27
2:19 pm-8:30 am
1 stop16h 11m
$469
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Fri 3/20
5:40 pm-9:30 am
1 stop17h 50m
San José del Cabo Los Cabos
Fri 3/27
2:19 pm-8:30 am
1 stop16h 11m
$469
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Sat 3/7
3:07 pm-12:25 pm
2 stops22h 18m
San José del Cabo Los Cabos
Sat 3/14
12:51 pm-11:59 pm
1 stop9h 08m
$469
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Sun 3/8
5:30 am-5:43 pm
2 stops14h 13m
San José del Cabo Los Cabos
Sat 3/14
10:35 am-8:17 pm
1 stop7h 42m
$469
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Thu 3/26
9:15 pm-9:05 am
1 stop13h 50m
San José del Cabo Los Cabos
Tue 3/31
2:50 pm-12:30 am
1 stop7h 40m
$469
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Sun 3/8
7:15 am-10:08 am
Nonstop4h 53m
San José del Cabo Los Cabos
Wed 3/11
11:50 am-5:59 pm
Nonstop4h 09m
$469
Showing 1-10 of 23 results
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, May is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Los Cabos (average of $338). 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 February 16, 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 February 16, 2026.
The most flights from ORD to zzKPG are scheduled on a Monday (4 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (2 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 February 16, 2026.
Read reviews from past customers who have flown Delta, United Airlines, and American 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.
Entertainment
7.8
Crew
8.5
Comfort
7.9
Boarding
8.1
Food
7.2
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Crew
8.5
Comfort
7.9
Boarding
8.1
Food
7.2
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Crew
8.5
Comfort
7.9
Boarding
8.1
Food
7.2
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Crew
8.5
Comfort
7.9
Boarding
8.1
Food
7.2
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Crew
8.5
Comfort
7.9
Boarding
8.1
Food
7.2
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Crew
8.5
Comfort
7.9
Boarding
8.1
Food
7.2
Overall
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 February 16, 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 February 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$252 | Average$387 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$266 | Average$358 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$278 | Average$543 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$417 | Average$607 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$418 | Average$637 | FlexibilityNo cancel fee | On-time69% |