$86+ Cheap flights from O'Hare Intl (ORD) to Cabo San Lucas, Mexico
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 4/27. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
Mar 4 — Mar 111
1 adult, Economy
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Find cheap flights from O'Hare Intl to Cabo San Lucas with Cheapflights
1. Tell us where you want to go
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago O'Hare Intl to Cabo San Lucas are usually found in September or August, booked 50 days in advance, depart on a Tuesday or Monday and return on a Thursday
Cheap flight deals from O'Hare Intl to Cabo San Lucas
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Best
Last-minute
One-way
Cheapest flights from O'Hare Intl to Cabo San LucasExplore the most affordable flight options available from O'Hare Intl to Cabo San Lucas. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 2, 2026.
Explore the most affordable flight options available from O'Hare Intl to Cabo San Lucas. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 2, 2026.
This CheapOair deal was found by Cheapflights users on 2/1. 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
Sat 2/2811:20 am
SJD
- ORD
1 stop10h 25m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$476
This United Airlines deal was found by Cheapflights users on 2/1. 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 3/79:05 am
ORD
- SJD
Nonstop4h 58m
United Airlines
Wed 3/1111:10 am
SJD
- ORD
Nonstop4h 09m
United Airlines
Deal found 2/1![United Airlines logo]()
$477
This Delta deal was found by Cheapflights users on 1/30. 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 2/192:54 pm
ORD
- SJD
1 stop8h 33m
Delta
Tue 2/244:56 pm
SJD
- ORD
2 stops14h 44m
Delta
Deal found 1/30![Delta logo]()
$478
This Delta deal was found by Cheapflights users on 1/31. 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 5/711:18 am
ORD
- SJD
2 stops13h 07m
Delta
Wed 5/1310:25 am
SJD
- ORD
2 stops11h 34m
Delta
Deal found 1/31![Delta logo]()
$479
This Alaska Airlines deal was found by Cheapflights users on 1/30. 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 6/24:39 pm
SJD
- ORD
2 stops20h 08m
Alaska Airlines
Deal found 1/30![Alaska Airlines logo]()
$480
This Delta deal was found by Cheapflights users on 1/31. 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 2/214:44 pm
SJD
- ORD
2 stops14h 56m
Delta
Deal found 1/31![Delta logo]()
$482
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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 2/275:29 pm
ORD
- SJD
1 stop23h 41m
Alaska Airlines
Mon 3/25:20 pm
SJD
- ORD
1 stop22h 13m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$483
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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.
Mon 2/93:44 pm
ORD
- SJD
1 stop22h 22m
Alaska Airlines
Fri 2/1312:21 pm
SJD
- ORD
1 stop10h 38m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$484
This United Airlines deal was found by Cheapflights users on 1/31. 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
Mon 3/23:46 pm
SJD
- ORD
1 stop7h 13m
United Airlines
Deal found 1/31![United Airlines logo]()
$485
This United Airlines deal was found by Cheapflights users on 1/31. 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 2/249:03 am
ORD
- SJD
Nonstop5h 00m
United Airlines
Tue 3/312:50 pm
SJD
- ORD
Nonstop4h 11m
United Airlines
Deal found 1/31![United Airlines logo]()
$486
This United Airlines deal was found by Cheapflights users on 1/30. 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 4/98:40 am
ORD
- SJD
Nonstop4h 45m
United Airlines
Tue 4/1411:52 am
SJD
- ORD
Nonstop4h 17m
United Airlines
Deal found 1/30![United Airlines logo]()
$487
Best flights from O'Hare Intl to Cabo San LucasDiscover carefully curated flight deals from O'Hare Intl to Cabo San Lucas that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 2, 2026.
Discover carefully curated flight deals from O'Hare Intl to Cabo San Lucas that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 2, 2026.
This Delta deal was found by Cheapflights users on 2/1. 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.
Mon 2/95:59 pm
ORD
- SJD
2 stops15h 41m
Delta
Wed 2/184:56 pm
SJD
- ORD
2 stops14h 44m
Delta
Deal found 2/1![Delta logo]()
$479
This United Airlines deal was found by Cheapflights users on 1/30. 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 4/98:40 am
ORD
- SJD
Nonstop4h 45m
United Airlines
Tue 4/1411:52 am
SJD
- ORD
Nonstop4h 17m
United Airlines
Deal found 1/30![United Airlines logo]()
$487
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 3/177:23 am
ORD
- SJD
1 stop9h 57m
Multiple Airlines
Sat 3/2111:20 am
SJD
- ORD
1 stop9h 09m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$490
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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 2/218:20 am
ORD
- SJD
1 stop29h 21m
Alaska Airlines
Sat 2/283:16 pm
SJD
- ORD
2 stops31h 43m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$506
This Delta deal was found by Cheapflights users on 2/1. 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 2/192:54 pm
ORD
- SJD
1 stop8h 33m
Delta
Tue 2/244:56 pm
SJD
- ORD
2 stops14h 44m
Delta
Deal found 2/1![Delta logo]()
$479
This United Airlines deal was found by Cheapflights users on 1/30. 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 2/85:40 am
ORD
- SJD
1 stop7h 03m
United Airlines
Sun 2/1512:50 pm
SJD
- ORD
Nonstop4h 11m
United Airlines
Deal found 1/30![United Airlines logo]()
$508
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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
Sun 3/2210:40 am
SJD
- ORD
1 stop11h 19m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$510
This Delta deal was found by Cheapflights users on 1/30. 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.
Mon 3/233:30 pm
ORD
- SJD
1 stop8h 59m
Delta
Mon 3/3010:49 am
SJD
- ORD
1 stop8h 37m
Delta
Deal found 1/30![Delta logo]()
$497
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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 3/137:00 am
ORD
- SJD
1 stop10h 07m
Alaska Airlines
Sun 3/2210:40 am
SJD
- ORD
1 stop11h 19m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$511
This Delta deal was found by Cheapflights users on 1/31. 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 3/179:50 am
ORD
- SJD
2 stops14h 39m
Delta
Mon 3/238:35 am
SJD
- ORD
2 stops13h 19m
Delta
Deal found 1/31![Delta logo]()
$506
This Delta deal was found by Cheapflights users on 1/31. 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 3/186:15 am
ORD
- SJD
2 stops13h 28m
Delta
Mon 3/238:35 am
SJD
- ORD
2 stops13h 19m
Delta
Deal found 1/31![Delta logo]()
$506
This Delta deal was found by Cheapflights users on 1/31. 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 3/265:59 pm
ORD
- SJD
2 stops15h 41m
Delta
Tue 3/318:35 am
SJD
- ORD
2 stops10h 51m
Delta
Deal found 1/31![Delta logo]()
$506
Last-minute flights from O'Hare Intl to Cabo San LucasDiscover last-minute flight deals from O'Hare Intl to Cabo San Lucas. Data last updated February 2, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Cabo San Lucas. Data last updated February 2, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 2/611:58 pm
ORD
- SJD
2 stops11h 47m
Multiple Airlines
Mon 2/99:00 am
SJD
- ORD
2 stops13h 50m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$493
This CheapOair deal was found by Cheapflights users on 1/30. 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 2/712:15 am
ORD
- SJD
1 stop8h 00m
Multiple Airlines
Sat 2/142:38 pm
SJD
- ORD
1 stop19h 08m
Multiple Airlines
Deal found 1/30![Multiple Airlines logo]()
$498
This Delta deal was found by Cheapflights users on 1/31. 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 2/76:03 pm
ORD
- SJD
2 stops15h 37m
Delta
Sat 2/1410:37 am
SJD
- ORD
1 stop11h 23m
Delta
Deal found 1/31![Delta logo]()
$512
This United Airlines deal was found by Cheapflights users on 1/30. 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 2/89:05 am
ORD
- SJD
Nonstop4h 58m
United Airlines
Sun 2/1512:50 pm
SJD
- ORD
Nonstop4h 11m
United Airlines
Deal found 1/30![United Airlines logo]()
$503
This Delta deal was found by Cheapflights users on 1/31. 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 2/82:54 pm
ORD
- SJD
1 stop8h 28m
Delta
Sat 2/1410:37 am
SJD
- ORD
2 stops12h 19m
Delta
Deal found 1/31![Delta logo]()
$513
This Delta deal was found by Cheapflights users on 1/31. 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.
Mon 2/95:59 pm
ORD
- SJD
2 stops15h 41m
Delta
Wed 2/184:56 pm
SJD
- ORD
2 stops14h 42m
Delta
Deal found 1/31![Delta logo]()
$477
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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.
Mon 2/93:44 pm
ORD
- SJD
1 stop22h 22m
Alaska Airlines
Fri 2/1312:21 pm
SJD
- ORD
1 stop10h 38m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$484
This American Airlines deal was found by Cheapflights users on 2/1. 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.
Mon 2/910:20 am
ORD
- SJD
Nonstop4h 57m
American Airlines
Fri 2/1312:36 pm
SJD
- ORD
Nonstop4h 14m
American Airlines
Deal found 2/1![American Airlines logo]()
$500
This Kiwi.com deal was found by Cheapflights users on 1/30. 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 2/911:58 pm
ORD
- SJD
2 stops17h 32m
Multiple Airlines
Sun 2/159:00 am
SJD
- ORD
2 stops13h 50m
Multiple Airlines
Deal found 1/30![Multiple Airlines logo]()
$505
One-way flights from O'Hare Intl to Cabo San LucasSearch for one-way flight options from O'Hare Intl to Cabo San Lucas. Find affordable one-way fares based on user searches. Data last updated February 2, 2026.
Search for one-way flight options from O'Hare Intl to Cabo San Lucas. Find affordable one-way fares based on user searches. Data last updated February 2, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 2/1![Volaris logo]()
$86
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/157:23 am
ORD
- SJD
1 stop9h 57m
Volaris
Deal found 2/1![Volaris logo]()
$102
This Mytrip deal was found by Cheapflights users on 2/1. 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 2/1![Volaris logo]()
$109
This Mytrip deal was found by Cheapflights users on 2/1. 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 2/1![Volaris logo]()
$110
This Mytrip deal was found by Cheapflights users on 1/31. 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 1/31![Volaris logo]()
$111
This Mytrip deal was found by Cheapflights users on 1/31. 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 5/271:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 1/31![Volaris logo]()
$113
This Mytrip deal was found by Cheapflights users on 2/1. 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 2/1![Volaris logo]()
$114
This Mytrip deal was found by Cheapflights users on 2/1. 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 4/37:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 2/1![Volaris logo]()
$116
This Mytrip deal was found by Cheapflights users on 1/30. 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 4/61:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 1/30![Volaris logo]()
$117
Find flight deals from O'Hare Intl to Cabo San Lucas
Keep the following information in mind while searching for O'Hare Intl to Cabo San Lucas flight deals. Data was last updated February 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $476 (CheapOair) |
One-way from | $86 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $628 |
Cheapflights Fare Finder
Customize your flight search to find flights from O'Hare Intl to Cabo San Lucas 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 2, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Cabo San Lucas that are best for you.
Fly from
O'Hare Intl
Fly to
Cabo San Lucas
Route
Depart
Return
Price
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Mon 2/9
5:59 pm-8:40 am
2 stops15h 41m
San José del Cabo Los Cabos
Wed 2/18
4:56 pm-8:40 am
2 stops14h 44m
$479
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Thu 2/19
2:54 pm-10:27 pm
1 stop8h 33m
San José del Cabo Los Cabos
Tue 2/24
4:56 pm-8:40 am
2 stops14h 44m
$479
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Thu 4/9
8:40 am-11:25 am
Nonstop4h 45m
San José del Cabo Los Cabos
Tue 4/14
11:52 am-6:09 pm
Nonstop4h 17m
$487
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Tue 3/17
7:23 am-3:20 pm
1 stop9h 57m
San José del Cabo Los Cabos
Sat 3/21
11:20 am-10:29 pm
1 stop9h 09m
$490
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Mon 3/23
3:30 pm-10:29 pm
1 stop8h 59m
San José del Cabo Los Cabos
Mon 3/30
10:49 am-9:26 pm
1 stop8h 37m
$497
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Sat 2/21
8:20 am-12:41 pm
1 stop29h 21m
San José del Cabo Los Cabos
Sat 2/28
3:16 pm-11:59 pm
2 stops31h 43m
$506
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Tue 3/17
9:50 am-10:29 pm
2 stops14h 39m
San José del Cabo Los Cabos
Mon 3/23
8:35 am-11:54 pm
2 stops13h 19m
$506
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Wed 3/18
6:15 am-5:43 pm
2 stops13h 28m
San José del Cabo Los Cabos
Mon 3/23
8:35 am-11:54 pm
2 stops13h 19m
$506
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Thu 3/26
5:59 pm-7:40 am
2 stops15h 41m
San José del Cabo Los Cabos
Tue 3/31
8:35 am-9:26 pm
2 stops10h 51m
$506
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Sun 2/8
5:40 am-11:43 am
1 stop7h 03m
San José del Cabo Los Cabos
Sun 2/15
12:50 pm-6:01 pm
Nonstop4h 11m
$508
Showing 1-10 of 24 results
Best time to book a flight from O'Hare Intl to Cabo San Lucas
Have a flexible travel schedule? Discover the best time to fly to Cabo San Lucas 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 Cabo San Lucas
ORD-C4B
ORD-SJD
How far ahead should I book a flight from Chicago O'Hare Intl Airport to Cabo San Lucas?
Use this chart to determine the optimal time to book a round-trip flight from O'Hare Intl to Cabo San Lucas. Price data was last updated on January 30, 2026.
The best time to book flights from Chicago O'Hare Intl Airport to Cabo San Lucas is 50 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Cabo San Lucas?
Currently, March is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Cabo San Lucas (average of $268). Flying from Chicago O'Hare Intl Airport to Cabo San Lucas in October is currently the most expensive (average of $390). 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 C4B?
Find hourly flight availability from O'Hare Intl to Cabo San Lucas. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 2, 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 Cabo San Lucas as you normally would.
Weekly flight availability from Chicago O'Hare Intl Airport to Cabo San Lucas
Explore weekly flight availability from O'Hare Intl to Cabo San Lucas. 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 2, 2026.
The most flights from ORD to C4B 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 (3 on average).
Reviews of airlines servicing Cabo San Lucas
Get insights into the airlines that provide service to Cabo San Lucas. 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 Cabo San Lucas. Reviews last updated February 2, 2026.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines from Chicago O'Hare Intl Airport to Cabo San Lucas. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Comfort
7.9
Entertainment
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Comfort
7.9
Entertainment
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Comfort
7.9
Entertainment
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Comfort
7.9
Entertainment
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Comfort
7.9
Entertainment
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Comfort
7.9
Entertainment
7.8
Overall
7.9
Food
7.2
Boarding
8.1
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 Cabo San Lucas. 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 Cabo San Lucas
See prices for flight routes from nearby airports that may be better suited for you.
Top 5 airlines flying from O'Hare Intl to Cabo San Lucas
Discover the top 5 airlines that operate flights from O'Hare Intl to Cabo San Lucas. 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 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$252 | Average$385 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$268 | Average$355 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$278 | Average$543 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$417 | Average$606 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$418 | Average$640 | FlexibilityNo cancel fee | On-time69% |