$107+ 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 4/16. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
Mar 10 — Mar 171
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 February 8, 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 8, 2026.
This Alaska Airlines deal was found by Cheapflights users on 2/6. 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.
Sat 2/282:07 pm
ORD
- SJD
2 stops22h 14m
Alaska Airlines
Sat 3/71:51 pm
SJD
- ORD
1 stop9h 08m
Alaska Airlines
Deal found 2/6![Alaska Airlines logo]()
$475
This CheapOair deal was found by Cheapflights users on 2/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/215:05 am
ORD
- SJD
1 stop9h 18m
Multiple Airlines
Tue 2/245:10 pm
SJD
- ORD
1 stop28h 35m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$476
This Alaska Airlines deal was found by Cheapflights users on 2/7. 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.
Tue 5/269:00 am
ORD
- SJD
1 stop9h 36m
Alaska Airlines
Tue 6/211:20 am
SJD
- ORD
1 stop10h 39m
Alaska Airlines
Deal found 2/7![Alaska Airlines logo]()
$477
This CheapOair deal was found by Cheapflights users on 2/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/281:00 am
ORD
- SJD
1 stop20h 35m
Viva
Thu 4/28:40 am
SJD
- ORD
1 stop14h 05m
Viva
Deal found 2/7![Viva logo]()
$479
This American Airlines deal was found by Cheapflights users on 2/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/158:15 am
ORD
- SJD
Nonstop4h 46m
American Airlines
Wed 2/183:53 pm
SJD
- ORD
1 stop6h 43m
American Airlines
Deal found 2/7![American Airlines logo]()
$480
This Alaska Airlines deal was found by Cheapflights users on 2/6. 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.
Sat 3/77:00 am
ORD
- SJD
2 stops12h 19m
Alaska Airlines
Thu 3/1211:31 am
SJD
- ORD
1 stop10h 28m
Alaska Airlines
Deal found 2/6![Alaska Airlines logo]()
$481
This Kiwi.com deal was found by Cheapflights users on 2/8. 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 2/2612:15 am
ORD
- SJD
1 stop8h 00m
Multiple Airlines
Mon 3/23:36 pm
SJD
- ORD
1 stop18h 43m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$483
This United Airlines deal was found by Cheapflights users on 2/6. 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.
Sun 2/158:40 am
ORD
- SJD
1 stop7h 02m
United Airlines
Mon 3/1611:50 am
SJD
- ORD
Nonstop4h 09m
United Airlines
Deal found 2/6![United Airlines logo]()
$484
This American Airlines deal was found by Cheapflights users on 2/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1510:05 am
ORD
- SJD
Nonstop4h 45m
American Airlines
Fri 5/2212:47 pm
SJD
- ORD
Nonstop4h 31m
American Airlines
Deal found 2/7![American Airlines logo]()
$485
This CheapOair deal was found by Cheapflights users on 2/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/145:05 am
ORD
- SJD
1 stop9h 18m
Multiple Airlines
Wed 2/185:10 pm
SJD
- ORD
1 stop28h 35m
Multiple Airlines
Deal found 2/7![Multiple Airlines logo]()
$486
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 8, 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 8, 2026.
This United Airlines deal was found by Cheapflights users on 2/6. 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.
Mon 2/239:03 am
ORD
- SJD
Nonstop5h 00m
United Airlines
Sat 2/2812:50 pm
SJD
- ORD
Nonstop4h 11m
United Airlines
Deal found 2/6![United Airlines logo]()
$475
This Alaska Airlines deal was found by Cheapflights users on 2/7. 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.
Tue 3/33:07 pm
ORD
- SJD
2 stops25h 50m
Alaska Airlines
Fri 3/612:31 pm
SJD
- ORD
2 stops24h 40m
Alaska Airlines
Deal found 2/7![Alaska Airlines logo]()
$482
This Delta deal was found by Cheapflights users on 2/8. 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.
Sat 2/216:15 am
ORD
- SJD
2 stops16h 00m
Delta
Tue 2/243:14 pm
SJD
- ORD
1 stop7h 42m
Delta
Deal found 2/8![Delta logo]()
$489
This United Airlines deal was found by Cheapflights users on 2/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/287:10 am
ORD
- SJD
1 stop8h 32m
United Airlines
Sat 3/712:10 pm
SJD
- ORD
Nonstop4h 09m
United Airlines
Deal found 2/7![United Airlines logo]()
$489
This Delta deal was found by Cheapflights users on 2/8. 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.
Sat 5/98:10 am
ORD
- SJD
2 stops11h 40m
Delta
Sat 5/1610:20 am
SJD
- ORD
1 stop11h 55m
Delta
Deal found 2/8![Delta logo]()
$494
This Alaska Airlines deal was found by Cheapflights users on 2/6. 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.
Tue 3/175:29 pm
ORD
- SJD
1 stop21h 01m
Alaska Airlines
Sat 3/211:54 pm
SJD
- ORD
2 stops22h 27m
Alaska Airlines
Deal found 2/6![Alaska Airlines logo]()
$515
This United Airlines deal was found by Cheapflights users on 2/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/195:40 am
ORD
- SJD
1 stop9h 52m
United Airlines
Mon 3/2311:10 am
SJD
- ORD
Nonstop4h 09m
United Airlines
Deal found 2/7![United Airlines logo]()
$494
This Delta deal was found by Cheapflights users on 2/8. 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.
Fri 2/277:15 am
ORD
- SJD
1 stop8h 22m
Delta
Sat 2/284:44 pm
SJD
- ORD
2 stops14h 54m
Delta
Deal found 2/8![Delta logo]()
$499
This Delta deal was found by Cheapflights users on 2/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/243:50 pm
ORD
- SJD
1 stop8h 40m
Delta
Mon 4/272:00 pm
SJD
- ORD
2 stops15h 40m
Delta
Deal found 2/7![Delta logo]()
$504
This United Airlines deal was found by Cheapflights users on 2/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/229:03 am
ORD
- SJD
Nonstop5h 00m
United Airlines
Thu 2/2612:50 pm
SJD
- ORD
Nonstop4h 11m
United Airlines
Deal found 2/8![United Airlines logo]()
$507
This Delta deal was found by Cheapflights users on 2/6. 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.
Wed 3/115:30 am
ORD
- SJD
2 stops14h 13m
Delta
Wed 3/1810:32 am
SJD
- ORD
2 stops11h 22m
Delta
Deal found 2/6![Delta logo]()
$513
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 8, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Los Cabos. Data last updated February 8, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 2/5. 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.
Fri 2/136:30 am
ORD
- SJD
2 stops29h 15m
Multiple Airlines
Wed 2/183:36 pm
SJD
- ORD
1 stop18h 43m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$524
This CheapOair deal was found by Cheapflights users on 2/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/145:05 am
ORD
- SJD
1 stop9h 18m
Multiple Airlines
Wed 2/185:10 pm
SJD
- ORD
1 stop28h 35m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$481
This Delta deal was found by Cheapflights users on 2/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/146:30 pm
ORD
- SJD
2 stops15h 10m
Delta
Wed 2/184:56 pm
SJD
- ORD
2 stops14h 42m
Delta
Deal found 2/7![Delta logo]()
$489
This Delta deal was found by Cheapflights users on 2/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/146:30 pm
ORD
- SJD
2 stops15h 10m
Delta
Sat 2/213:14 pm
SJD
- ORD
1 stop7h 42m
Delta
Deal found 2/7![Delta logo]()
$494
This CheapOair deal was found by Cheapflights users on 2/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/145:05 am
ORD
- SJD
1 stop9h 18m
Frontier
Sat 2/212:38 pm
SJD
- ORD
1 stop19h 08m
Frontier
Deal found 2/8![Frontier logo]()
$497
This American Airlines deal was found by Cheapflights users on 2/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/158:15 am
ORD
- SJD
Nonstop4h 46m
American Airlines
Wed 2/183:53 pm
SJD
- ORD
1 stop6h 43m
American Airlines
Deal found 2/7![American Airlines logo]()
$480
This United Airlines deal was found by Cheapflights users on 2/6. 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.
Sun 2/158:40 am
ORD
- SJD
1 stop7h 02m
United Airlines
Mon 3/1611:50 am
SJD
- ORD
Nonstop4h 09m
United Airlines
Deal found 2/6![United Airlines logo]()
$484
This Mytrip deal was found by Cheapflights users on 2/6. 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.
Sun 2/156:23 am
ORD
- SJD
1 stop9h 57m
Volaris
Mon 3/1611:59 am
SJD
- ORD
3 stops32h 30m
Volaris
Deal found 2/6![Volaris logo]()
$487
This American Airlines deal was found by Cheapflights users on 2/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/158:15 am
ORD
- SJD
Nonstop4h 46m
American Airlines
Thu 2/192:36 pm
SJD
- ORD
Nonstop4h 19m
American Airlines
Deal found 2/8![American Airlines logo]()
$510
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 8, 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 8, 2026.
This Mytrip deal was found by Cheapflights users on 2/7. 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.
Thu 4/161:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 2/7![Volaris logo]()
$107
This Mytrip deal was found by Cheapflights users on 2/7. 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.
Thu 4/167:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 2/7![Volaris logo]()
$108
This Mytrip deal was found by Cheapflights users on 2/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:23 am
ORD
- SJD
1 stop9h 57m
Volaris
Deal found 2/5![Volaris logo]()
$109
This Mytrip deal was found by Cheapflights users on 2/5. 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 Mytrip 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
Deal found 2/5![Volaris logo]()
$110
This Mytrip deal was found by Cheapflights users on 2/8. 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.
Mon 4/277:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 2/8![Volaris logo]()
$111
This Mytrip deal was found by Cheapflights users on 2/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:23 am
ORD
- SJD
1 stop9h 57m
Volaris
Deal found 2/5![Volaris logo]()
$112
This Mytrip deal was found by Cheapflights users on 2/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2111:59 pm
ORD
- SJD
1 stop12h 31m
Volaris
Deal found 2/5![Volaris logo]()
$113
This Mytrip deal was found by Cheapflights users on 2/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/188:53 pm
ORD
- SJD
2 stops20h 11m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$114
This Mytrip deal was found by Cheapflights users on 2/6. 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.
Mon 3/301:28 am
ORD
- SJD
1 stop10h 42m
Volaris
Deal found 2/6![Volaris logo]()
$115
This Mytrip deal was found by Cheapflights users on 2/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/61:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 2/5![Volaris logo]()
$116
This Cheapflightsfares deal was found by Cheapflights users on 2/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/17:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 2/5![Volaris logo]()
$117
This Cheapflightsfares deal was found by Cheapflights users on 2/7. 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.
Mon 3/26:23 am
ORD
- SJD
1 stop9h 57m
Volaris
Deal found 2/7![Volaris logo]()
$118
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 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $475 (United Airlines) |
One-way from | $107 (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 8, 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
Mon 2/23
9:03 am-1:03 pm
Nonstop5h 00m
San José del Cabo Los Cabos
Sat 2/28
12:50 pm-6:01 pm
Nonstop4h 11m
$475
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Tue 3/3
3:07 pm-3:57 pm
2 stops25h 50m
San José del Cabo Los Cabos
Fri 3/6
12:31 pm-2:11 pm
2 stops24h 40m
$482
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Sat 2/21
6:15 am-9:15 pm
2 stops16h 00m
San José del Cabo Los Cabos
Tue 2/24
3:14 pm-11:56 pm
1 stop7h 42m
$489
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Sat 2/28
7:10 am-2:42 pm
1 stop8h 32m
San José del Cabo Los Cabos
Sat 3/7
12:10 pm-5:19 pm
Nonstop4h 09m
$489
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Sat 5/9
8:10 am-5:50 pm
2 stops11h 40m
San José del Cabo Los Cabos
Sat 5/16
10:20 am-12:15 am
1 stop11h 55m
$494
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Thu 3/19
5:40 am-1:32 pm
1 stop9h 52m
San José del Cabo Los Cabos
Mon 3/23
11:10 am-5:19 pm
Nonstop4h 09m
$494
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Fri 2/27
7:15 am-2:37 pm
1 stop8h 22m
San José del Cabo Los Cabos
Sat 2/28
4:44 pm-8:38 am
2 stops14h 54m
$499
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Fri 4/24
3:50 pm-10:30 pm
1 stop8h 40m
San José del Cabo Los Cabos
Mon 4/27
2:00 pm-7:40 am
2 stops15h 40m
$504
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Sun 2/22
9:03 am-1:03 pm
Nonstop5h 00m
San José del Cabo Los Cabos
Thu 2/26
12:50 pm-6:01 pm
Nonstop4h 11m
$507
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Wed 3/11
5:30 am-5:43 pm
2 stops14h 13m
San José del Cabo Los Cabos
Wed 3/18
10:32 am-11:54 pm
2 stops11h 22m
$513
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.
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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, May is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Los Cabos (average of $336). 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 8, 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.
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 8, 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.
Comfort
7.9
Overall
7.9
Food
7.2
Boarding
8.1
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Overall
7.9
Food
7.2
Boarding
8.1
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Overall
7.9
Food
7.2
Boarding
8.1
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Overall
7.9
Food
7.2
Boarding
8.1
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Overall
7.9
Food
7.2
Boarding
8.1
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Overall
7.9
Food
7.2
Boarding
8.1
Crew
8.5
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
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Complete your trip
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O'Hare Intl and Los Cabos flights
Browse other O'Hare Intl and Los Cabos flight options. Last updated on February 8, 2026.
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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 8, 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% |