$111+ 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 7/12. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
Jul 11 — Jul 181
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 June 11, 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 June 11, 2026.
This FlightHub deal was found by Cheapflights users on 6/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/297:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Fri 7/312:02 pm
SJD
- ORD
1 stop9h 45m
Volaris
Deal found 6/7![Volaris logo]()
$384
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 7/72:53 am
ORD
- SJD
1 stop10h 36m
Volaris
Mon 7/133:36 pm
SJD
- ORD
1 stop7h 19m
Volaris
Deal found 6/8![Volaris logo]()
$385
This Viva deal was found by Cheapflights users on 6/9. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1112:30 am
ORD
- SJD
1 stop18h 08m
Viva
Mon 11/168:15 am
SJD
- ORD
1 stop13h 30m
Viva
Deal found 6/9![Viva logo]()
$386
This FlightHub deal was found by Cheapflights users on 6/8. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/102:53 am
ORD
- SJD
1 stop7h 23m
Volaris
Sat 7/183:36 pm
SJD
- ORD
1 stop11h 05m
Volaris
Deal found 6/8![Volaris logo]()
$387
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 7/91:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Fri 7/103:36 pm
SJD
- ORD
1 stop7h 19m
Volaris
Deal found 6/8![Volaris logo]()
$388
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 6/291:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Thu 7/23:36 pm
SJD
- ORD
1 stop11h 05m
Volaris
Deal found 6/10![Volaris logo]()
$389
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Sat 9/127:35 am
ORD
- SJD
1 stop13h 29m
Multiple Airlines
Sat 9/198:05 am
SJD
- ORD
2 stops14h 50m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$390
This Kiwi.com deal was found by Cheapflights users on 6/10. 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.
Fri 7/36:21 am
ORD
- SJD
1 stop7h 08m
Volaris
Tue 7/712:02 pm
SJD
- ORD
1 stop9h 45m
Volaris
Deal found 6/10![Volaris logo]()
$391
This Volaris deal was found by Cheapflights users on 6/10. 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.
Sun 10/257:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Sat 10/317:47 pm
SJD
- ORD
1 stop7h 49m
Volaris
Deal found 6/10![Volaris logo]()
$392
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 12/36:23 am
ORD
- SJD
1 stop10h 12m
Volaris
Fri 12/113:36 pm
SJD
- ORD
1 stop7h 03m
Volaris
Deal found 6/9![Volaris logo]()
$393
This FlightHub deal was found by Cheapflights users on 6/8. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/187:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Mon 6/227:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 6/8![Volaris logo]()
$394
This Kiwi.com deal was found by Cheapflights users on 6/10. 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.
Tue 6/307:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Fri 7/37:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 6/10![Volaris logo]()
$395
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 June 11, 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 June 11, 2026.
This Volaris deal was found by Cheapflights users on 6/8. 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 7/192:53 am
ORD
- SJD
1 stop7h 23m
Volaris
Mon 7/2712:02 pm
SJD
- ORD
1 stop9h 45m
Volaris
Deal found 6/8![Volaris logo]()
$495
This Delta deal was found by Cheapflights users on 6/10. 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 8/116:40 am
ORD
- SJD
2 stops10h 51m
Delta
Sat 8/156:10 am
SJD
- ORD
2 stops15h 47m
Delta
Deal found 6/10![Delta logo]()
$552
This United Airlines deal was found by Cheapflights users on 6/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/115:30 am
ORD
- SJD
1 stop7h 00m
United Airlines
Sat 8/1511:52 am
SJD
- ORD
Nonstop4h 15m
United Airlines
Deal found 6/10![United Airlines logo]()
$577
This Alaska Airlines deal was found by Cheapflights users on 6/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/127:20 am
ORD
- SJD
2 stops12h 18m
Alaska Airlines
Sun 8/1610:45 am
SJD
- ORD
1 stop10h 51m
Alaska Airlines
Deal found 6/7![Alaska Airlines logo]()
$616
This Volaris deal was found by Cheapflights users on 6/10. 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.
Thu 6/187:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Mon 6/223:36 pm
SJD
- ORD
1 stop7h 19m
Volaris
Deal found 6/10![Volaris logo]()
$512
This Volaris deal was found by Cheapflights users on 6/9. 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 6/232:53 am
ORD
- SJD
1 stop10h 36m
Volaris
Sun 6/287:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 6/9![Volaris logo]()
$512
This Delta deal was found by Cheapflights users on 6/10. 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.
Sun 8/95:30 am
ORD
- SJD
1 stop7h 37m
Delta
Sun 8/166:10 am
SJD
- ORD
2 stops15h 47m
Delta
Deal found 6/10![Delta logo]()
$587
This Volaris deal was found by Cheapflights users on 6/6. 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.
Sat 8/82:53 am
ORD
- SJD
1 stop7h 23m
Volaris
Sun 8/1612:02 pm
SJD
- ORD
1 stop9h 45m
Volaris
Deal found 6/6![Volaris logo]()
$530
This Volaris deal was found by Cheapflights users on 6/10. 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.
Sun 6/287:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Fri 7/37:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 6/10![Volaris logo]()
$539
This Volaris deal was found by Cheapflights users on 6/8. 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.
Fri 7/242:53 am
ORD
- SJD
1 stop7h 23m
Volaris
Sat 8/112:02 pm
SJD
- ORD
1 stop9h 45m
Volaris
Deal found 6/8![Volaris 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 June 11, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Los Cabos. Data last updated June 11, 2026 and is based on user searches.
This FlightHub deal was found by Cheapflights users on 6/6. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/152:53 am
ORD
- SJD
1 stop10h 36m
Volaris
Sat 6/203:36 pm
SJD
- ORD
1 stop7h 19m
Volaris
Deal found 6/6![Volaris logo]()
$398
This Kiwi.com deal was found by Cheapflights users on 6/6. 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.
Tue 6/162:53 am
ORD
- SJD
1 stop10h 36m
Multiple Airlines
Tue 6/238:00 am
SJD
- ORD
2 stops14h 55m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$413
This FlightHub deal was found by Cheapflights users on 6/8. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/177:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Sun 6/217:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 6/8![Volaris logo]()
$391
This Super.com deal was found by Cheapflights users on 6/7. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/187:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Sun 6/217:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 6/7![Volaris logo]()
$393
This FlightHub deal was found by Cheapflights users on 6/8. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/187:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Mon 6/227:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 6/8![Volaris logo]()
$394
This Justfly.com deal was found by Cheapflights users on 6/8. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/192:53 am
ORD
- SJD
1 stop10h 36m
Volaris
Wed 6/243:36 pm
SJD
- ORD
1 stop8h 45m
Volaris
Deal found 6/8![Volaris logo]()
$387
This Super.com deal was found by Cheapflights users on 6/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/197:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Sun 6/2112:02 pm
SJD
- ORD
1 stop9h 45m
Volaris
Deal found 6/10![Volaris logo]()
$399
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 June 11, 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 June 11, 2026.
This Super.com deal was found by Cheapflights users on 6/7. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/126:21 am
ORD
- SJD
1 stop10h 30m
Volaris
Deal found 6/7![Volaris logo]()
$111
This Super.com deal was found by Cheapflights users on 6/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/77:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 6/10![Volaris logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 6/6. 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.
Tue 6/301:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 6/6![Volaris logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 6/10. 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.
Fri 7/106:21 am
ORD
- SJD
1 stop10h 30m
Volaris
Deal found 6/10![Volaris logo]()
$118
This CheapOair deal was found by Cheapflights users on 6/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 6/5![Volaris logo]()
$119
This Super.com deal was found by Cheapflights users on 6/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 6/10![Volaris logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 7/81:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 6/9![Volaris logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 6/6. 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 8/301:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 6/6![Volaris logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 6/5. 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.
Sun 7/56:21 am
ORD
- SJD
1 stop7h 08m
Volaris
Deal found 6/5![Volaris logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 6/10. 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.
Tue 9/87:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 6/10![Volaris logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 7/62:53 am
ORD
- SJD
1 stop10h 36m
Volaris
Deal found 6/9![Volaris logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Sun 7/51:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 6/9![Volaris logo]()
$128
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 June 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $384 (FlightHub) |
One-way from | $111 (Super.com) |
Popular in | March |
Cheapest in | September |
Average price | $603 |
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 June 11, 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
Sun 7/19
2:53 am-8:16 am
1 stop7h 23m
San José del Cabo Los Cabos
Mon 7/27
12:02 pm-11:47 pm
1 stop9h 45m
$495
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Thu 6/18
7:35 am-7:04 pm
1 stop13h 29m
San José del Cabo Los Cabos
Mon 6/22
3:36 pm-12:55 am
1 stop7h 19m
$512
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Tue 6/23
2:53 am-11:29 am
1 stop10h 36m
San José del Cabo Los Cabos
Sun 6/28
7:47 pm-5:52 am
1 stop8h 05m
$512
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Sat 8/8
2:53 am-8:16 am
1 stop7h 23m
San José del Cabo Los Cabos
Sun 8/16
12:02 pm-11:47 pm
1 stop9h 45m
$530
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Sun 6/28
7:35 am-7:04 pm
1 stop13h 29m
San José del Cabo Los Cabos
Fri 7/3
7:47 pm-5:52 am
1 stop8h 05m
$539
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Tue 8/11
6:40 am-3:31 pm
2 stops10h 51m
San José del Cabo Los Cabos
Sat 8/15
6:10 am-11:57 pm
2 stops15h 47m
$552
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Fri 7/24
2:53 am-8:16 am
1 stop7h 23m
San José del Cabo Los Cabos
Sat 8/1
12:02 pm-11:47 pm
1 stop9h 45m
$574
Quickest round-trip
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Tue 8/11
5:30 am-10:30 am
1 stop7h 00m
San José del Cabo Los Cabos
Sat 8/15
11:52 am-6:07 pm
Nonstop4h 15m
$577
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Sun 8/9
5:30 am-11:07 am
1 stop7h 37m
San José del Cabo Los Cabos
Sun 8/16
6:10 am-11:57 pm
2 stops15h 47m
$587
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Wed 8/12
7:20 am-5:38 pm
2 stops12h 18m
San José del Cabo Los Cabos
Sun 8/16
10:45 am-11:36 pm
1 stop10h 51m
$616
Showing 1-10 of 20 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
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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 $185). Flying from Chicago O'Hare Intl Airport to Los Cabos in August is currently the most expensive (average of $362). 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 June 11, 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.
How far ahead should I book a flight from Chicago O'Hare Intl Airport to Los Cabos?
To ensure you get the cheapest price possible for a flight from Chicago O'Hare Intl Airport to Los Cabos, you should look to book at least 16 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
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 June 11, 2026.
Read reviews from past customers who have flown United Airlines,American Airlines, andViva 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.
Overall
7.4
Boarding
7.7
Food
6.6
Crew
8.1
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Overall
7.4
Boarding
7.7
Food
6.6
Crew
8.1
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Overall
7.4
Boarding
7.7
Food
6.6
Crew
8.1
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Overall
7.4
Boarding
7.7
Food
6.6
Crew
8.1
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Overall
7.4
Boarding
7.7
Food
6.6
Crew
8.1
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
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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O'Hare Intl and Los Cabos flights
Browse other O'Hare Intl and Los Cabos flight options. Last updated on June 11, 2026.
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Top 4 airlines flying from O'Hare Intl to Los Cabos
Discover the top 4 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 June 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$185 | Average$391 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$223 | Average$470 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$417 | Average$640 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$417 | Average$633 | FlexibilityNo cancel fee | On-time71% |