$98+ 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 4/13. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
Apr 19 — Apr 261
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 August, booked 52 days in advance, depart on a Tuesday or Friday and return on a Thursday
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 March 20, 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 March 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 4/171:49 pm
ORD
- SJD
2 stops28h 15m
Multiple Airlines
Fri 4/242:15 pm
SJD
- ORD
2 stops22h 34m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$420
This Volaris deal was found by Cheapflights users on 3/17. 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.
Wed 4/87:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Tue 4/147:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 3/17![Volaris logo]()
$421
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 4/118:25 pm
ORD
- SJD
1 stop11h 50m
Multiple Airlines
Sat 4/181:05 pm
SJD
- ORD
1 stop9h 50m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$422
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 5/32:35 am
ORD
- SJD
1 stop11h 50m
Multiple Airlines
Sun 5/102:15 pm
SJD
- ORD
2 stops22h 20m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$423
This Alaska Airlines deal was found by Cheapflights users on 3/16. 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 5/189:00 am
ORD
- SJD
1 stop9h 36m
Alaska Airlines
Fri 5/222:42 pm
SJD
- ORD
1 stop26h 08m
Alaska Airlines
Deal found 3/16![Alaska Airlines logo]()
$424
This Alaska Airlines deal was found by Cheapflights users on 3/16. 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 5/17:59 pm
ORD
- SJD
1 stop17h 45m
Alaska Airlines
Wed 5/63:47 pm
SJD
- ORD
1 stop25h 16m
Alaska Airlines
Deal found 3/16![Alaska Airlines logo]()
$425
This Alaska Airlines deal was found by Cheapflights users on 3/16. 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 5/28:48 pm
ORD
- SJD
1 stop19h 49m
Alaska Airlines
Sat 5/910:41 am
SJD
- ORD
1 stop24h 32m
Alaska Airlines
Deal found 3/16![Alaska Airlines logo]()
$426
This Cheapflightsfares deal was found by Cheapflights users on 3/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/102:19 am
ORD
- SJD
1 stop11h 13m
Volaris
Sat 4/183:36 pm
SJD
- ORD
1 stop7h 19m
Volaris
Deal found 3/19![Volaris logo]()
$428
This Kiwi.com deal was found by Cheapflights users on 3/19. 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 5/192:35 am
ORD
- SJD
1 stop11h 50m
Multiple Airlines
Sun 5/242:15 pm
SJD
- ORD
2 stops32h 30m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$429
This Volaris deal was found by Cheapflights users on 3/16. 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 6/21:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Mon 6/87:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 3/16![Volaris logo]()
$432
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 March 20, 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 March 20, 2026.
This United Airlines deal was found by Cheapflights users on 3/16. 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.
Wed 4/88:40 am
ORD
- SJD
Nonstop4h 45m
United Airlines
Wed 4/1511:52 am
SJD
- ORD
Nonstop4h 17m
United Airlines
Deal found 3/16![United Airlines logo]()
$461
This Delta deal was found by Cheapflights users on 3/14. 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 5/56:25 am
ORD
- SJD
2 stops13h 23m
Delta
Sun 5/102:36 pm
SJD
- ORD
1 stop7h 34m
Delta
Deal found 3/14![Delta logo]()
$489
This Volaris deal was found by Cheapflights users on 3/18. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/97:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Sun 4/1212:02 pm
SJD
- ORD
1 stop9h 45m
Volaris
Deal found 3/18![Volaris logo]()
$503
This United Airlines deal was found by Cheapflights users on 3/16. 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 4/198:40 am
ORD
- SJD
Nonstop4h 45m
United Airlines
Wed 4/2211:52 am
SJD
- ORD
Nonstop4h 17m
United Airlines
Deal found 3/16![United Airlines logo]()
$461
This Delta deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:25 am
ORD
- SJD
2 stops13h 23m
Delta
Sun 5/1010:24 am
SJD
- ORD
1 stop11h 46m
Delta
Deal found 3/14![Delta logo]()
$489
This United Airlines deal was found by Cheapflights users on 3/17. 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.
Wed 4/88:40 am
ORD
- SJD
Nonstop4h 45m
United Airlines
Mon 4/1311:52 am
SJD
- ORD
Nonstop4h 17m
United Airlines
Deal found 3/17![United Airlines logo]()
$506
This Delta deal was found by Cheapflights users on 3/14. 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 4/2411:08 am
ORD
- SJD
2 stops13h 22m
Delta
Tue 4/286:01 am
SJD
- ORD
2 stops12h 15m
Delta
Deal found 3/14![Delta logo]()
$521
This Volaris deal was found by Cheapflights users on 3/15. 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 6/161:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Sun 6/217:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 3/15![Volaris logo]()
$581
This Delta deal was found by Cheapflights users on 3/15. 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 5/146:24 am
ORD
- SJD
2 stops13h 24m
Delta
Sun 5/1710:24 am
SJD
- ORD
1 stop11h 46m
Delta
Deal found 3/15![Delta logo]()
$534
This United Airlines deal was found by Cheapflights users on 3/14. 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 4/188:40 am
ORD
- SJD
Nonstop4h 45m
United Airlines
Sat 4/2511:52 am
SJD
- ORD
Nonstop4h 17m
United Airlines
Deal found 3/14![United Airlines logo]()
$551
This Delta deal was found by Cheapflights users on 3/15. 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 4/93:50 pm
ORD
- SJD
1 stop8h 38m
Delta
Sun 4/1210:28 am
SJD
- ORD
1 stop11h 47m
Delta
Deal found 3/15![Delta logo]()
$551
This Delta deal was found by Cheapflights users on 3/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:24 am
ORD
- SJD
2 stops13h 24m
Delta
Sat 5/166:07 am
SJD
- ORD
2 stops13h 46m
Delta
Deal found 3/17![Delta logo]()
$594
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 March 20, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Cabo San Lucas. Data last updated March 20, 2026 and is based on user searches.
This Gotogate deal was found by Cheapflights users on 3/17. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/67:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Mon 4/137:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 3/17![Volaris logo]()
$434
This Volaris deal was found by Cheapflights users on 3/17. 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.
Wed 4/87:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Tue 4/147:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 3/17![Volaris logo]()
$421
This Mytrip deal was found by Cheapflights users on 3/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/101:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Sat 4/1811:29 am
SJD
- ORD
2 stops22h 40m
Volaris
Deal found 3/17![Volaris logo]()
$424
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 4/118:25 pm
ORD
- SJD
1 stop11h 50m
Multiple Airlines
Sat 4/181:05 pm
SJD
- ORD
1 stop9h 50m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$422
This Kiwi.com deal was found by Cheapflights users on 3/16. 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 4/118:25 pm
ORD
- SJD
1 stop11h 50m
Multiple Airlines
Sat 4/257:47 pm
SJD
- ORD
2 stops26h 58m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$438
This Kiwi.com deal was found by Cheapflights users on 3/16. 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 4/166:30 am
ORD
- SJD
2 stops14h 34m
Multiple Airlines
Mon 4/207:47 pm
SJD
- ORD
1 stop8h 05m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$432
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 4/171:49 pm
ORD
- SJD
2 stops28h 15m
Multiple Airlines
Fri 4/242:15 pm
SJD
- ORD
2 stops22h 34m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$420
This Volaris deal was found by Cheapflights users on 3/18. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/171:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Fri 4/247:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 3/18![Volaris logo]()
$433
This Volaris deal was found by Cheapflights users on 3/17. 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.
Wed 4/297:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Sun 5/312:02 pm
SJD
- ORD
1 stop9h 45m
Volaris
Deal found 3/17![Volaris logo]()
$431
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 March 20, 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 March 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 4/132:35 am
ORD
- SJD
1 stop10h 57m
Volaris
Deal found 3/17![Volaris logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/141:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 3/14![Volaris logo]()
$104
This Super.com deal was found by Cheapflights users on 3/15. 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 5/147:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 3/15![Volaris logo]()
$114
This Super.com deal was found by Cheapflights users on 3/15. 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 6/131:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 3/15![Volaris logo]()
$118
This Cheapflightsfares deal was found by Cheapflights users on 3/16. 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.
Wed 5/67:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 3/16![Volaris logo]()
$125
This Super.com deal was found by Cheapflights users on 3/15. 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 5/77:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 3/15![Volaris logo]()
$137
This Cheapflightsfares deal was found by Cheapflights users on 3/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/177:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 3/18![Volaris logo]()
$139
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 March 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $420 (Kiwi.com) |
One-way from | $98 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $657 |
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 March 20, 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
Quickest round-trip
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Wed 4/8
8:40 am-11:25 am
Nonstop4h 45m
San José del Cabo Los Cabos
Wed 4/15
11:52 am-6:09 pm
Nonstop4h 17m
$461
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Sun 4/19
8:40 am-11:25 am
Nonstop4h 45m
San José del Cabo Los Cabos
Wed 4/22
11:52 am-6:09 pm
Nonstop4h 17m
$461
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Tue 5/5
6:25 am-5:48 pm
2 stops13h 23m
San José del Cabo Los Cabos
Sun 5/10
2:36 pm-12:10 am
1 stop7h 34m
$489
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Wed 5/6
6:25 am-5:48 pm
2 stops13h 23m
San José del Cabo Los Cabos
Sun 5/10
10:24 am-12:10 am
1 stop11h 46m
$489
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Thu 4/9
7:35 am-7:04 pm
1 stop13h 29m
San José del Cabo Los Cabos
Sun 4/12
12:02 pm-11:47 pm
1 stop9h 45m
$503
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Wed 4/8
8:40 am-11:25 am
Nonstop4h 45m
San José del Cabo Los Cabos
Mon 4/13
11:52 am-6:09 pm
Nonstop4h 17m
$506
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Fri 4/24
11:08 am-10:30 pm
2 stops13h 22m
San José del Cabo Los Cabos
Tue 4/28
6:01 am-8:16 pm
2 stops12h 15m
$521
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Thu 5/14
6:24 am-5:48 pm
2 stops13h 24m
San José del Cabo Los Cabos
Sun 5/17
10:24 am-12:10 am
1 stop11h 46m
$534
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Sat 4/18
8:40 am-11:25 am
Nonstop4h 45m
San José del Cabo Los Cabos
Sat 4/25
11:52 am-6:09 pm
Nonstop4h 17m
$551
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Thu 4/9
3:50 pm-10:28 pm
1 stop8h 38m
San José del Cabo Los Cabos
Sun 4/12
10:28 am-12:15 am
1 stop11h 47m
$551
Showing 1-10 of 22 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
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 March 13, 2026.
The best time to book flights from Chicago O'Hare Intl Airport to Cabo San Lucas is 52 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 $263). Flying from Chicago O'Hare Intl Airport to Cabo San Lucas in October is currently the most expensive (average of $397). 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 March 20, 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 March 20, 2026.
The most flights from ORD to C4B are scheduled on a Monday (5 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 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 March 20, 2026.
Read reviews from past customers who have flown Delta,United Airlines, andAmerican 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.
Boarding
8.1
Overall
7.9
Comfort
7.9
Entertainment
7.8
Food
7.2
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Boarding
8.1
Overall
7.9
Comfort
7.9
Entertainment
7.8
Food
7.2
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Boarding
8.1
Overall
7.9
Comfort
7.9
Entertainment
7.8
Food
7.2
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Boarding
8.1
Overall
7.9
Comfort
7.9
Entertainment
7.8
Food
7.2
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Boarding
8.1
Overall
7.9
Comfort
7.9
Entertainment
7.8
Food
7.2
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Boarding
8.1
Overall
7.9
Comfort
7.9
Entertainment
7.8
Food
7.2
Crew
8.5
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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O'Hare Intl and Cabo San Lucas flights
Browse other O'Hare Intl and Cabo San Lucas flight options. Last updated on March 20, 2026.
Other flights from O'Hare Intl
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Consider these flights traveling from O'Hare Intl to Cabo San Lucas.
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 March 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$177 | Average$393 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$184 | Average$500 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$185 | Average$391 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$415 | Average$619 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$416 | Average$609 | FlexibilityNo cancel fee | On-time71% |