$123+ Cheap flights from O'Hare Intl (ORD) to Cabo San Lucas, Mexico
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
Oct 22 — Oct 291
Round-trip
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 February, booked 33 days in advance, depart on a Tuesday or Friday and return on a Monday
Cheap flight deals from O'Hare Intl to Cabo San Lucas
Cheapest
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 September 22, 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 September 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 10/92:41 am -
1 stop13h 49m
Sat 10/247:47 pm -
1 stop7h 56m
Deal found 9/17![Volaris logo]()
$371
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 10/92:41 am -
1 stop13h 49m
Tue 10/271:20 pm -
1 stop8h 39m
Deal found 9/17![Multiple Airlines logo]()
$372
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 11/62:41 am -
1 stop13h 01m
Tue 11/108:49 am -
3 stops38h 52m
Deal found 9/18![Multiple Airlines logo]()
$374
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 10/47:35 am -
1 stop13h 29m
Mon 10/57:47 pm -
1 stop8h 05m
Deal found 9/19![Volaris logo]()
$376
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 12/66:29 am -
1 stop9h 31m
Fri 12/113:21 pm -
1 stop7h 23m
Deal found 9/18![Volaris logo]()
$377
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 10/22:41 am -
1 stop13h 49m
Tue 10/137:47 pm -
1 stop8h 05m
Deal found 9/20![Volaris logo]()
$378
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 10/47:35 am -
1 stop13h 29m
Tue 10/612:02 pm -
1 stop9h 45m
Deal found 9/19![Volaris logo]()
$379
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 11/11:24 am -
1 stop10h 11m
Mon 11/98:11 am -
1 stop13h 44m
Deal found 9/17![Multiple Airlines logo]()
$380
This Super.com deal was found by Cheapflights users on 9/19. 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 11/66:29 am -
1 stop9h 31m
Tue 11/103:38 pm -
1 stop12h 05m
Deal found 9/19![Volaris logo]()
$381
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 10/22:41 am -
1 stop13h 49m
Mon 10/53:15 pm -
1 stop7h 26m
Deal found 9/19![Volaris logo]()
$382
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 10/101:40 am -
1 stop10h 29m
Sat 10/241:20 pm -
1 stop8h 39m
Deal found 9/17![Multiple Airlines logo]()
$384
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 September 22, 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 September 22, 2026.
This Volaris deal was found by Cheapflights users on 9/17. 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 9/297:35 am -
1 stop13h 29m
Fri 10/27:47 pm -
1 stop8h 05m
Deal found 9/17![Volaris logo]()
$472
This Alaska Airlines deal was found by Cheapflights users on 9/17. 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 12/45:29 pm -
2 stops19h 02m
Tue 12/86:40 pm -
2 stops22h 09m
Deal found 9/17![Alaska Airlines logo]()
$549
This United Airlines deal was found by Cheapflights users on 9/17. 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 10/128:52 am -
Nonstop4h 33m
Fri 10/2311:52 am -
Nonstop4h 15m
Deal found 9/17![United Airlines logo]()
$572
This Delta deal was found by Cheapflights users on 9/21. 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 10/255:27 am -
1 stop7h 53m
Mon 11/23:40 pm -
2 stops16h 45m
Deal found 9/21![Delta logo]()
$670
This Volaris deal was found by Cheapflights users on 9/19. 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 11/196:29 am -
1 stop9h 31m
Tue 11/2411:15 am -
1 stop11h 29m
Deal found 9/19![Volaris logo]()
$512
This Alaska Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/293:49 pm -
2 stops23h 07m
Thu 11/55:10 pm -
2 stops24h 49m
Deal found 9/17![Alaska Airlines logo]()
$571
This Alaska Airlines deal was found by Cheapflights users on 9/20. 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 10/305:46 pm -
2 stops17h 47m
Fri 11/611:55 am -
1 stop10h 54m
Deal found 9/20![Alaska Airlines logo]()
$576
This Volaris deal was found by Cheapflights users on 9/19. 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 10/282:53 am -
1 stop10h 36m
Thu 11/511:15 am -
1 stop11h 29m
Deal found 9/19![Volaris logo]()
$588
This Alaska Airlines deal was found by Cheapflights users on 9/21. 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 12/126:00 am -
2 stops12h 30m
Tue 12/151:36 pm -
1 stop22h 39m
Deal found 9/21![Alaska Airlines logo]()
$658
This Volaris deal was found by Cheapflights users on 9/21. 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 11/126:29 am -
1 stop9h 31m
Mon 11/1611:15 am -
1 stop11h 29m
Deal found 9/21![Volaris logo]()
$670
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 September 22, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Cabo San Lucas. Data last updated September 22, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 9/287:35 am -
1 stop13h 29m
Fri 10/23:36 pm -
1 stop7h 19m
Deal found 9/17![Volaris logo]()
$402
This FlightHub deal was found by Cheapflights users on 9/20. 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 9/287:35 am -
1 stop13h 29m
Wed 9/3012:02 pm -
1 stop9h 45m
Deal found 9/20![Volaris logo]()
$425
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 9/297:35 am -
1 stop13h 29m
Fri 10/27:47 pm -
1 stop8h 05m
Deal found 9/19![Volaris logo]()
$399
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 9/297:35 am -
1 stop13h 29m
Sat 10/37:47 pm -
1 stop8h 05m
Deal found 9/19![Volaris logo]()
$403
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 9/297:35 am -
1 stop13h 29m
Mon 10/57:47 pm -
1 stop8h 05m
Deal found 9/19![Volaris logo]()
$404
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 9/297:35 am -
1 stop13h 29m
Wed 10/73:36 pm -
1 stop7h 19m
Deal found 9/19![Volaris logo]()
$406
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 9/297:35 am -
1 stop13h 29m
Tue 10/612:02 pm -
1 stop9h 45m
Deal found 9/19![Volaris logo]()
$408
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 9/297:35 am -
1 stop13h 29m
Sun 10/412:43 pm -
1 stop9h 16m
Deal found 9/19![Multiple Airlines logo]()
$427
This Super.com deal was found by Cheapflights users on 9/18. 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.
Wed 9/307:35 am -
1 stop13h 29m
Sat 10/312:06 pm -
1 stop10h 49m
Deal found 9/18![Volaris logo]()
$398
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 9/307:35 am -
1 stop13h 29m
Fri 10/27:47 pm -
1 stop8h 05m
Deal found 9/19![Volaris logo]()
$423
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 9/307:35 am -
1 stop13h 29m
Mon 10/57:47 pm -
1 stop8h 05m
Deal found 9/19![Volaris logo]()
$428
This Super.com deal was found by Cheapflights users on 9/17. 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.
Wed 9/307:35 am -
1 stop13h 29m
Sun 10/47:47 pm -
1 stop8h 05m
Deal found 9/17![Volaris logo]()
$430
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 September 22, 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 September 22, 2026.
This Booking.com deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/41:40 pm -
1 stop25h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Viva logo]()
$123
This Mytrip deal was found by Cheapflights users on 9/20. 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 10/92:41 am -
1 stop13h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Volaris logo]()
$133
This Super.com deal was found by Cheapflights users on 9/20. 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.
Tue 1/196:29 am -
1 stop9h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Volaris logo]()
$136
This Booking.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/311:40 pm -
1 stop23h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Viva logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 9/21. 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 10/232:41 am -
1 stop13h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Volaris logo]()
$139
This Mytrip deal was found by Cheapflights users on 9/18. 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 10/57:35 am -
1 stop13h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Volaris logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 10/162:41 am -
1 stop13h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Volaris logo]()
$141
This Booking.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/612:25 am -
1 stop16h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Viva logo]()
$147
This Super.com deal was found by Cheapflights users on 9/20. 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.
Tue 10/67:35 am -
1 stop13h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Volaris logo]()
$149
This Super.com deal was found by Cheapflights users on 9/18. 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.
Sat 10/101:40 am -
1 stop10h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Volaris logo]()
$151
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 September 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $371 (Kiwi.com) |
One-way from | $123 (Booking.com) |
Popular in | November |
Cheapest in | September |
Average price | $478 |
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 7,457,451 searches. Data last updated September 22, 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
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSan José del Cabo
ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos
ORDSJD
Chicago O'Hare Intl
Wed 10/21
2:41 am-7:24 pm
3 stops18h 43m
San José del Cabo Los Cabos
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$222
Quickest round-trip
ChicagoSan José del Cabo
ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos
ORDSJD
Chicago O'Hare Intl
Sun 10/18
8:52 am-11:25 am
Nonstop4h 33m
San José del Cabo Los Cabos
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$267
ChicagoSan José del Cabo
ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos
ORDSJD
Chicago O'Hare Intl
Wed 12/30
9:20 pm-1:18 pm
1 stop16h 58m
San José del Cabo Los Cabos
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$272
ChicagoSan José del Cabo
ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos
ORDSJD
Chicago O'Hare Intl
Fri 3/19
2:19 am-10:35 am
1 stop10h 16m
San José del Cabo Los Cabos
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$281
ChicagoSan José del Cabo
ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos
ORDSJD
Chicago O'Hare Intl
Sat 11/14
6:35 pm-3:02 pm
2 stops21h 27m
San José del Cabo Los Cabos
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$283
ChicagoSan José del Cabo
ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos
ORDSJD
Chicago O'Hare Intl
Wed 12/30
7:58 pm-6:26 pm
1 stop23h 28m
San José del Cabo Los Cabos
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$287
ChicagoSan José del Cabo
ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos
ORDSJD
Chicago O'Hare Intl
Sun 12/6
7:45 am-10:35 pm
2 stops15h 50m
San José del Cabo Los Cabos
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$289
ChicagoSan José del Cabo
ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos
ORDSJD
Chicago O'Hare Intl
Mon 11/16
6:15 pm-2:45 pm
2 stops21h 30m
San José del Cabo Los Cabos
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$289
ChicagoSan José del Cabo
ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos
ORDSJD
Chicago O'Hare Intl
Fri 11/13
6:15 pm-2:45 pm
2 stops21h 30m
San José del Cabo Los Cabos
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$291
ChicagoSan José del Cabo
ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos
ORDSJD
Chicago O'Hare Intl
Wed 11/18
9:03 am-1:03 pm
Nonstop5h 00m
San José del Cabo Los Cabos
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$326
Showing 1-10 of 20 resultsSorted by cheapest first
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
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 September 22, 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.
How much does it cost to fly round-trip from Chicago O'Hare Intl Airport to Cabo San Lucas?
Airfare is below average for this route at the moment.
Chicago O'Hare Intl Airport to Cabo San Lucas flights typically cost between $426 and $646 in October.The cheapest round-trip price found within the last 5 days was $371 on Volaris (Oct 9-Oct 24).
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 September 22, 2026.
Read reviews from past customers who have flown United Airlines,American Airlines, andVolaris 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
8.1
Overall
7.4
Boarding
7.7
Comfort
7.3
Entertainment
7.1
Food
6.7
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Crew
8.1
Overall
7.4
Boarding
7.7
Comfort
7.3
Entertainment
7.1
Food
6.7
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Crew
8.1
Overall
7.4
Boarding
7.7
Comfort
7.3
Entertainment
7.1
Food
6.7
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Crew
8.1
Overall
7.4
Boarding
7.7
Comfort
7.3
Entertainment
7.1
Food
6.7
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
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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O'Hare Intl and Cabo San Lucas flights
Browse other O'Hare Intl and Cabo San Lucas flight options. Last updated on September 22, 2026.
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O'Hare Intl to Cabo San Lucas flights
Consider these flights traveling from O'Hare Intl to Cabo San Lucas.
Top 3 airlines flying from O'Hare Intl to Cabo San Lucas
Discover the top 3 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 7,457,451 searches. Data last updated September 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$207 | Average$394 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$427 | Average$670 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$450 | Average$676 | FlexibilityNo cancel fee | On-time71% |