$94+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
May 10 — May 171
Round-trip
1 adult, Economy
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Find cheap flights from O'Hare Intl to Los Cabos with Cheapflights
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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 April 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 April 10, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 4/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/287:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Thu 6/47:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/7![Volaris logo]()
$412
This Mytrip deal was found by Cheapflights users on 4/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/97:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Sat 5/167:37 pm
SJD
- ORD
2 stops14h 32m
Volaris
Deal found 4/8![Volaris logo]()
$414
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/77:35 am
ORD
- SJD
1 stop13h 29m
Multiple Airlines
Sun 5/107:50 pm
SJD
- ORD
3 stops17h 53m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$415
This Trip.com deal was found by Cheapflights users on 4/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/127:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Fri 4/177:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/7![Volaris logo]()
$416
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/51:40 am
ORD
- SJD
2 stops11h 52m
Volaris
Tue 5/127:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/8![Volaris logo]()
$417
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Tue 4/282:35 am
ORD
- SJD
1 stop11h 50m
Multiple Airlines
Thu 5/78:40 am
SJD
- ORD
1 stop14h 05m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$418
This Volaris deal was found by Cheapflights users on 4/9. 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.
Tue 7/281:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Wed 8/57:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/9![Volaris logo]()
$419
This Trip.com deal was found by Cheapflights users on 4/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/247:35 am
ORD
- SJD
1 stop13h 29m
Multiple Airlines
Sun 4/268:40 am
SJD
- ORD
1 stop14h 05m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$420
This Volaris deal was found by Cheapflights users on 4/6. 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.
Thu 4/167:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Wed 4/227:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/6![Volaris logo]()
$421
This Trip.com deal was found by Cheapflights users on 4/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/117:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Sat 4/183:36 pm
SJD
- ORD
1 stop7h 19m
Volaris
Deal found 4/6![Volaris logo]()
$422
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Fri 4/241:40 am
ORD
- SJD
1 stop10h 29m
Multiple Airlines
Fri 5/88:40 am
SJD
- ORD
1 stop14h 05m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$423
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 April 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 April 10, 2026.
This Volaris deal was found by Cheapflights users on 4/8. 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.
Thu 6/252:53 am
ORD
- SJD
1 stop7h 23m
Volaris
Mon 6/2912:02 pm
SJD
- ORD
1 stop9h 45m
Volaris
Deal found 4/8![Volaris logo]()
$419
This Delta deal was found by Cheapflights users on 4/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/203:45 pm
ORD
- SJD
1 stop8h 43m
Delta
Wed 5/2710:24 am
SJD
- ORD
2 stops11h 35m
Delta
Deal found 4/9![Delta logo]()
$472
This United Airlines deal was found by Cheapflights users on 4/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/308:40 am
ORD
- SJD
Nonstop4h 45m
United Airlines
Tue 6/211:32 am
SJD
- ORD
1 stop8h 04m
United Airlines
Deal found 4/9![United Airlines logo]()
$537
This Volaris deal was found by Cheapflights users on 4/10. 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.
Mon 5/117:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Thu 5/147:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/10![Volaris logo]()
$431
This Delta deal was found by Cheapflights users on 4/6. 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.
Sun 4/265:15 am
ORD
- SJD
2 stops14h 34m
Delta
Wed 5/136:07 am
SJD
- ORD
2 stops12h 19m
Delta
Deal found 4/6![Delta logo]()
$484
This Volaris deal was found by Cheapflights users on 4/10. 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.
Wed 5/277:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Sun 5/317:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/10![Volaris logo]()
$440
This Volaris deal was found by Cheapflights users on 4/6. 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.
Tue 7/142:53 am
ORD
- SJD
1 stop7h 23m
Volaris
Sun 7/197:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/6![Volaris logo]()
$452
This Delta deal was found by Cheapflights users on 4/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/265:15 am
ORD
- SJD
2 stops14h 34m
Delta
Wed 4/296:01 am
SJD
- ORD
2 stops13h 24m
Delta
Deal found 4/9![Delta logo]()
$504
This Volaris deal was found by Cheapflights users on 4/6. 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.
Tue 10/61:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Sun 10/117:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/6![Volaris logo]()
$458
This Delta deal was found by Cheapflights users on 4/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/81:15 pm
ORD
- SJD
2 stops11h 13m
Delta
Tue 9/156:04 am
SJD
- ORD
2 stops13h 41m
Delta
Deal found 4/10![Delta logo]()
$560
This Volaris deal was found by Cheapflights users on 4/9. 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.
Sat 5/97:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Sat 5/167:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/9![Volaris logo]()
$465
This Delta deal was found by Cheapflights users on 4/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/17:10 am
ORD
- SJD
1 stop7h 54m
Delta
Sun 5/310:28 am
SJD
- ORD
2 stops11h 31m
Delta
Deal found 4/10![Delta logo]()
$566
Last-minute flights from O'Hare Intl to Los CabosDiscover last-minute flight deals from O'Hare Intl to Los Cabos. Data last updated April 10, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Los Cabos. Data last updated April 10, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 4/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/117:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Sat 4/183:36 pm
SJD
- ORD
1 stop7h 19m
Volaris
Deal found 4/6![Volaris logo]()
$422
This Trip.com deal was found by Cheapflights users on 4/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/127:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Fri 4/177:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/7![Volaris logo]()
$416
This Volaris deal was found by Cheapflights users on 4/6. 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.
Thu 4/167:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Wed 4/227:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/6![Volaris logo]()
$421
This Trip.com deal was found by Cheapflights users on 4/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/247:35 am
ORD
- SJD
1 stop13h 29m
Multiple Airlines
Sun 4/268:40 am
SJD
- ORD
1 stop14h 05m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$420
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Fri 4/241:40 am
ORD
- SJD
1 stop10h 29m
Multiple Airlines
Fri 5/88:40 am
SJD
- ORD
1 stop14h 05m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$423
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Mon 4/271:40 am
ORD
- SJD
1 stop10h 29m
Multiple Airlines
Sun 5/37:40 am
SJD
- ORD
1 stop15h 05m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$419
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Tue 4/282:35 am
ORD
- SJD
1 stop11h 50m
Multiple Airlines
Thu 5/78:40 am
SJD
- ORD
1 stop14h 05m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$418
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/51:40 am
ORD
- SJD
2 stops11h 52m
Volaris
Tue 5/127:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/8![Volaris logo]()
$417
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/77:35 am
ORD
- SJD
1 stop13h 29m
Multiple Airlines
Sun 5/107:50 pm
SJD
- ORD
3 stops17h 53m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$415
This Mytrip deal was found by Cheapflights users on 4/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/97:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Sat 5/167:37 pm
SJD
- ORD
2 stops14h 32m
Volaris
Deal found 4/8![Volaris logo]()
$414
This Cheapflightsfares deal was found by Cheapflights users on 4/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/287:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Thu 6/47:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/7![Volaris logo]()
$412
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 April 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 April 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/77:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 4/8![Volaris logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com 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 4/8![Volaris logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 4/10. 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.
Mon 7/62:53 am
ORD
- SJD
1 stop10h 36m
Volaris
Deal found 4/10![Volaris logo]()
$107
This Trip.com deal was found by Cheapflights users on 4/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/52:35 am
ORD
- SJD
1 stop10h 57m
Volaris
Deal found 4/7![Volaris logo]()
$111
This Trip.com deal was found by Cheapflights users on 4/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/161:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 4/7![Volaris logo]()
$121
This Trip.com deal was found by Cheapflights users on 4/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/181:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 4/6![Volaris logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 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 4/8![Volaris logo]()
$124
This Trip.com deal was found by Cheapflights users on 4/9. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/21:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 4/9![Volaris logo]()
$127
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 April 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $412 (Cheapflightsfares) |
One-way from | $94 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $564 |
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 April 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
Thu 6/25
2:53 am-8:16 am
1 stop7h 23m
San José del Cabo Los Cabos
Mon 6/29
12:02 pm-11:47 pm
1 stop9h 45m
$419
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Mon 5/11
7:35 am-7:04 pm
1 stop13h 29m
San José del Cabo Los Cabos
Thu 5/14
7:47 pm-5:52 am
1 stop8h 05m
$431
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Wed 5/27
7:35 am-7:04 pm
1 stop13h 29m
San José del Cabo Los Cabos
Sun 5/31
7:47 pm-5:52 am
1 stop8h 05m
$440
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Tue 7/14
2:53 am-8:16 am
1 stop7h 23m
San José del Cabo Los Cabos
Sun 7/19
7:47 pm-5:52 am
1 stop8h 05m
$452
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Tue 10/6
1:40 am-10:09 am
1 stop10h 29m
San José del Cabo Los Cabos
Sun 10/11
7:47 pm-5:52 am
1 stop8h 05m
$458
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Sat 5/9
7:35 am-7:04 pm
1 stop13h 29m
San José del Cabo Los Cabos
Sat 5/16
7:47 pm-5:52 am
1 stop8h 05m
$465
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Wed 5/20
3:45 pm-10:28 pm
1 stop8h 43m
San José del Cabo Los Cabos
Wed 5/27
10:24 am-11:59 pm
2 stops11h 35m
$472
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Sun 4/26
5:15 am-5:49 pm
2 stops14h 34m
San José del Cabo Los Cabos
Wed 5/13
6:07 am-8:26 pm
2 stops12h 19m
$484
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Sun 4/26
5:15 am-5:49 pm
2 stops14h 34m
San José del Cabo Los Cabos
Wed 4/29
6:01 am-9:25 pm
2 stops13h 24m
$504
Quickest round-trip
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Sat 5/30
8:40 am-11:25 am
Nonstop4h 45m
San José del Cabo Los Cabos
Tue 6/2
11:32 am-9:36 pm
1 stop8h 04m
$537
Showing 1-10 of 22 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, June is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Los Cabos (average of $365). Flying from Chicago O'Hare Intl Airport to Los Cabos in May is currently the most expensive (average of $419). 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 April 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 April 10, 2026.
The most flights from ORD to zzKPG are scheduled on a Monday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 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 April 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.
Comfort
7.9
Food
7.2
Crew
8.5
Boarding
8.1
Overall
7.9
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Food
7.2
Crew
8.5
Boarding
8.1
Overall
7.9
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Food
7.2
Crew
8.5
Boarding
8.1
Overall
7.9
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Food
7.2
Crew
8.5
Boarding
8.1
Overall
7.9
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Food
7.2
Crew
8.5
Boarding
8.1
Overall
7.9
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Food
7.2
Crew
8.5
Boarding
8.1
Overall
7.9
Entertainment
7.8
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
See prices for flight routes from nearby airports that may be better suited for you.
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 April 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 April 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$177 | Average$439 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$184 | Average$500 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$185 | Average$384 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$415 | Average$620 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$416 | Average$612 | FlexibilityNo cancel fee | On-time71% |