$104+ Cheap flights from O'Hare Intl (ORD) to San José del Cabo (SJD)
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 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
Mar 21 — Mar 281
1 adult, Economy
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Find cheap flights from O'Hare Intl to San José del Cabo 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 San José del Cabo Los Cabos 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 San José del Cabo
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Cheapest flights from O'Hare Intl to San José del CaboExplore the most affordable flight options available from O'Hare Intl to San José del Cabo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 19, 2026.
Explore the most affordable flight options available from O'Hare Intl to San José del Cabo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 4/31:20 am
ORD
- SJD
1 stop10h 49m
Multiple Airlines
Sun 4/127:47 pm
SJD
- ORD
1 stop8h 05m
Multiple Airlines
Deal found 2/17![Multiple Airlines logo]()
$457
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 3/222:20 am
ORD
- SJD
1 stop7h 40m
Multiple Airlines
Mon 4/137:47 pm
SJD
- ORD
1 stop8h 05m
Multiple Airlines
Deal found 2/17![Multiple Airlines logo]()
$458
This Kiwi.com deal was found by Cheapflights users on 2/18. 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.
Sat 2/2112:15 am
ORD
- SJD
1 stop8h 00m
Multiple Airlines
Tue 2/244:08 pm
SJD
- ORD
1 stop11h 28m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$459
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 4/52:19 am
ORD
- SJD
1 stop7h 35m
Volaris
Mon 4/137:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 2/17![Volaris logo]()
$460
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 5/292:15 am
ORD
- SJD
1 stop7h 45m
Viva
Mon 6/11:10 pm
SJD
- ORD
1 stop8h 55m
Viva
Deal found 2/17![Viva logo]()
$461
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 3/211:15 am
ORD
- SJD
1 stop7h 45m
Multiple Airlines
Sun 4/127:47 pm
SJD
- ORD
1 stop8h 05m
Multiple Airlines
Deal found 2/17![Multiple Airlines logo]()
$462
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 2/2312:15 am
ORD
- SJD
2 stops11h 21m
Multiple Airlines
Wed 3/412:11 pm
SJD
- ORD
1 stop9h 34m
Multiple Airlines
Deal found 2/17![Multiple Airlines logo]()
$463
This American Airlines deal was found by Cheapflights users on 2/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/239:13 pm
ORD
- SJD
1 stop14h 23m
American Airlines
Fri 3/274:34 pm
SJD
- ORD
1 stop14h 06m
American Airlines
Deal found 2/15![American Airlines logo]()
$464
This United Airlines deal was found by Cheapflights users on 2/16. 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.
Mon 4/138:40 am
ORD
- SJD
Nonstop4h 45m
United Airlines
Sat 4/182:50 pm
SJD
- ORD
1 stop7h 39m
United Airlines
Deal found 2/16![United Airlines logo]()
$465
This Alaska Airlines deal was found by Cheapflights users on 2/16. 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
Mon 5/410:41 am
SJD
- ORD
1 stop11h 02m
Alaska Airlines
Deal found 2/16![Alaska Airlines logo]()
$466
This Alaska Airlines deal was found by Cheapflights users on 2/16. 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 3/97:00 am
ORD
- SJD
1 stop31h 25m
Alaska Airlines
Mon 3/163:50 pm
SJD
- ORD
2 stops21h 08m
Alaska Airlines
Deal found 2/16![Alaska Airlines logo]()
$467
This Gotogate deal was found by Cheapflights users on 2/18. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2112:15 am
ORD
- SJD
1 stop8h 00m
Viva
Tue 2/245:10 pm
SJD
- ORD
1 stop28h 35m
Viva
Deal found 2/18![Viva logo]()
$468
Best flights from O'Hare Intl to San José del CaboDiscover carefully curated flight deals from O'Hare Intl to San José del Cabo that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 19, 2026.
Discover carefully curated flight deals from O'Hare Intl to San José del Cabo that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 19, 2026.
This United Airlines deal was found by Cheapflights users on 2/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/28:40 am
ORD
- SJD
Nonstop4h 45m
United Airlines
Thu 4/91:17 pm
SJD
- ORD
1 stop8h 11m
United Airlines
Deal found 2/15![United Airlines logo]()
$465
This Alaska Airlines deal was found by Cheapflights users on 2/17. 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 5/83:52 pm
ORD
- SJD
2 stops21h 37m
Alaska Airlines
Tue 5/1212:39 pm
SJD
- ORD
2 stops22h 35m
Alaska Airlines
Deal found 2/17![Alaska Airlines logo]()
$466
This Delta deal was found by Cheapflights users on 2/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/277:59 pm
ORD
- SJD
1 stop16h 01m
Delta
Tue 3/312:19 pm
SJD
- ORD
1 stop17h 40m
Delta
Deal found 2/16![Delta logo]()
$469
This Kiwi.com deal was found by Cheapflights users on 2/18. 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.
Sat 2/2111:59 pm
ORD
- SJD
1 stop8h 16m
Multiple Airlines
Sat 2/286:47 pm
SJD
- ORD
2 stops27h 58m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$478
This United Airlines deal was found by Cheapflights users on 2/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/87:15 am
ORD
- SJD
Nonstop4h 53m
United Airlines
Wed 3/1111:50 am
SJD
- ORD
Nonstop4h 09m
United Airlines
Deal found 2/15![United Airlines logo]()
$469
This Alaska Airlines deal was found by Cheapflights users on 2/15. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/77:59 pm
ORD
- SJD
1 stop17h 45m
Alaska Airlines
Sun 5/1012:54 pm
SJD
- ORD
2 stops22h 19m
Alaska Airlines
Deal found 2/15![Alaska Airlines logo]()
$471
This Delta deal was found by Cheapflights users on 2/17. 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.
Tue 5/59:50 am
ORD
- SJD
2 stops14h 35m
Delta
Sun 5/1010:25 am
SJD
- ORD
1 stop11h 50m
Delta
Deal found 2/17![Delta logo]()
$479
This United Airlines deal was found by Cheapflights users on 2/17. 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.
Thu 3/129:05 am
ORD
- SJD
Nonstop4h 58m
United Airlines
Wed 3/1811:50 am
SJD
- ORD
Nonstop4h 09m
United Airlines
Deal found 2/17![United Airlines logo]()
$475
This Alaska Airlines deal was found by Cheapflights users on 2/15. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/243:52 pm
ORD
- SJD
1 stop23h 47m
Alaska Airlines
Mon 4/2710:41 am
SJD
- ORD
1 stop11h 02m
Alaska Airlines
Deal found 2/15![Alaska Airlines logo]()
$476
This United Airlines deal was found by Cheapflights users on 2/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/107:00 am
ORD
- SJD
1 stop8h 43m
United Airlines
Wed 4/1511:52 am
SJD
- ORD
Nonstop4h 17m
United Airlines
Deal found 2/18![United Airlines logo]()
$479
This Alaska Airlines deal was found by Cheapflights users on 2/15. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/23:52 pm
ORD
- SJD
1 stop21h 52m
Alaska Airlines
Sat 5/96:39 pm
SJD
- ORD
2 stops22h 24m
Alaska Airlines
Deal found 2/15![Alaska Airlines logo]()
$481
This Alaska Airlines deal was found by Cheapflights users on 2/17. 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.
Wed 4/156:00 am
ORD
- SJD
1 stop10h 21m
Alaska Airlines
Sat 4/183:04 pm
SJD
- ORD
1 stop21h 17m
Alaska Airlines
Deal found 2/17![Alaska Airlines logo]()
$482
Last-minute flights from O'Hare Intl to San José del CaboDiscover last-minute flight deals from O'Hare Intl to San José del Cabo. Data last updated February 19, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to San José del Cabo. Data last updated February 19, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 2/2312:15 am
ORD
- SJD
2 stops11h 21m
Multiple Airlines
Wed 3/412:11 pm
SJD
- ORD
1 stop9h 34m
Multiple Airlines
Deal found 2/17![Multiple Airlines logo]()
$463
This Kiwi.com deal was found by Cheapflights users on 2/18. 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.
Mon 2/2311:58 pm
ORD
- SJD
1 stop14h 52m
Multiple Airlines
Wed 2/254:08 pm
SJD
- ORD
2 stops28h 29m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$469
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 2/236:23 am
ORD
- SJD
1 stop9h 57m
Volaris
Thu 3/512:11 pm
SJD
- ORD
1 stop9h 18m
Volaris
Deal found 2/17![Volaris logo]()
$474
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 2/236:23 am
ORD
- SJD
1 stop9h 57m
Volaris
Wed 2/254:08 pm
SJD
- ORD
1 stop11h 28m
Volaris
Deal found 2/17![Volaris logo]()
$476
This Kiwi.com deal was found by Cheapflights users on 2/17. 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.
Wed 2/255:29 pm
ORD
- SJD
1 stop23h 41m
Multiple Airlines
Wed 3/45:05 pm
SJD
- ORD
1 stop28h 40m
Multiple Airlines
Deal found 2/17![Multiple Airlines logo]()
$461
This Mytrip deal was found by Cheapflights users on 2/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:23 am
ORD
- SJD
1 stop10h 27m
Volaris
Thu 2/2611:11 am
SJD
- ORD
1 stop16h 25m
Volaris
Deal found 2/15![Volaris logo]()
$466
This United Airlines deal was found by Cheapflights users on 2/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/255:45 am
ORD
- SJD
1 stop6h 58m
United Airlines
Thu 2/2612:50 pm
SJD
- ORD
Nonstop4h 11m
United Airlines
Deal found 2/15![United Airlines logo]()
$484
This Mytrip deal was found by Cheapflights users on 2/17. 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.
Thu 2/2612:59 pm
ORD
- SJD
2 stops24h 15m
Volaris
Tue 3/312:59 pm
SJD
- ORD
2 stops14h 37m
Volaris
Deal found 2/17![Volaris logo]()
$465
This Kiwi.com deal was found by Cheapflights users on 2/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2612:59 pm
ORD
- SJD
2 stops22h 37m
Volaris
Mon 3/23:36 pm
SJD
- ORD
1 stop18h 43m
Volaris
Deal found 2/15![Volaris logo]()
$468
This Booking.com deal was found by Cheapflights users on 2/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2712:15 am
ORD
- SJD
1 stop11h 30m
Viva
Sat 3/2111:20 am
SJD
- ORD
1 stop10h 25m
Viva
Deal found 2/18![Viva logo]()
$472
This Mytrip deal was found by Cheapflights users on 2/18. 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.
Sat 2/2812:59 pm
ORD
- SJD
2 stops24h 15m
Multiple Airlines
Sat 3/712:59 pm
SJD
- ORD
3 stops31h 11m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$481
One-way flights from O'Hare Intl to San José del CaboSearch for one-way flight options from O'Hare Intl to San José del Cabo. Find affordable one-way fares based on user searches. Data last updated February 19, 2026.
Search for one-way flight options from O'Hare Intl to San José del Cabo. Find affordable one-way fares based on user searches. Data last updated February 19, 2026.
This Mytrip deal was found by Cheapflights users on 2/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/47:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 2/15![Volaris logo]()
$104
This Cheapflightsfares deal was found by Cheapflights users on 2/16. 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.
Mon 4/277:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 2/16![Volaris logo]()
$105
This Cheapflightsfares deal was found by Cheapflights users on 2/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/177:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 2/17![Volaris logo]()
$108
This Mytrip deal was found by Cheapflights users on 2/16. 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 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 2/16![Volaris logo]()
$110
This Gotogate deal was found by Cheapflights users on 2/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/131:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 2/15![Volaris logo]()
$111
This Gotogate deal was found by Cheapflights users on 2/16. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 2/16![Volaris logo]()
$112
This Gotogate deal was found by Cheapflights users on 2/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/211:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 2/15![Volaris logo]()
$113
This Cheapflightsfares deal was found by Cheapflights users on 2/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/247:23 am
ORD
- SJD
1 stop9h 57m
Volaris
Deal found 2/17![Volaris logo]()
$115
This Mytrip deal was found by Cheapflights users on 2/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/317:35 am
ORD
- SJD
1 stop13h 30m
Volaris
Deal found 2/16![Volaris logo]()
$117
This Cheapflightsfares deal was found by Cheapflights users on 2/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/312:19 am
ORD
- SJD
1 stop7h 35m
Volaris
Deal found 2/15![Volaris logo]()
$118
This Gotogate deal was found by Cheapflights users on 2/16. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/237:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 2/16![Volaris logo]()
$119
This Gotogate deal was found by Cheapflights users on 2/18. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/217:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 2/18![Volaris logo]()
$121
Find flight deals from O'Hare Intl to San José del Cabo
Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to San José del Cabo (SJD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $457 (Kiwi.com) |
One-way from | $104 (Mytrip) |
Popular in | March |
Cheapest in | September |
Average price | $622 |
Good round-trip deal | $586 or less |
Good one-way deal | $246 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from O'Hare Intl to San José del Cabo 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 19, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to San José del Cabo that are best for you.
Fly from
O'Hare Intl
Fly to
San José del Cabo
Route
Depart
Return
Price
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Thu 4/2
8:40 am-11:25 am
Nonstop4h 45m
San José del Cabo Los Cabos
Thu 4/9
1:17 pm-11:28 pm
1 stop8h 11m
$465
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Fri 5/8
3:52 pm-11:29 am
2 stops21h 37m
San José del Cabo Los Cabos
Tue 5/12
12:39 pm-1:14 pm
2 stops22h 35m
$466
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Fri 3/27
7:59 pm-10:00 am
1 stop16h 01m
San José del Cabo Los Cabos
Tue 3/31
2:19 pm-9:59 am
1 stop17h 40m
$469
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Sun 3/8
7:15 am-10:08 am
Nonstop4h 53m
San José del Cabo Los Cabos
Wed 3/11
11:50 am-5:59 pm
Nonstop4h 09m
$469
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Thu 5/7
7:59 pm-11:44 am
1 stop17h 45m
San José del Cabo Los Cabos
Sun 5/10
12:54 pm-1:13 pm
2 stops22h 19m
$471
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Thu 3/12
9:05 am-12:03 pm
Nonstop4h 58m
San José del Cabo Los Cabos
Wed 3/18
11:50 am-5:59 pm
Nonstop4h 09m
$475
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Fri 4/24
3:52 pm-1:39 pm
1 stop23h 47m
San José del Cabo Los Cabos
Mon 4/27
10:41 am-11:43 pm
1 stop11h 02m
$476
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Sat 2/21
11:59 pm-7:15 am
1 stop8h 16m
San José del Cabo Los Cabos
Sat 2/28
6:47 pm-11:45 pm
2 stops27h 58m
$478
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Tue 5/5
9:50 am-10:25 pm
2 stops14h 35m
San José del Cabo Los Cabos
Sun 5/10
10:25 am-12:15 am
1 stop11h 50m
$479
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Fri 4/10
7:00 am-1:43 pm
1 stop8h 43m
San José del Cabo Los Cabos
Wed 4/15
11:52 am-6:09 pm
Nonstop4h 17m
$479
Showing 1-10 of 23 results
Compare providers for flights from O'Hare Intl to San José del Cabo
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to San José del Cabo in February.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*1 star | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-San José del Cabo flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago O'Hare Intl Airport-San José del Cabo flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-San José del Cabo flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-San José del Cabo flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-San José del Cabo flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from O'Hare Intl to San José del Cabo
Have a flexible travel schedule? Discover the best time to fly to San José del Cabo 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 San José del Cabo
Prices
Airlines
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How far ahead should I book a flight from Chicago O'Hare Intl Airport to San José del Cabo?
Use this chart to determine the optimal time to book a round-trip flight from O'Hare Intl to San José del Cabo. Price data was last updated on February 18, 2026.
Booking 50 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago O'Hare Intl Airport to San José del Cabo. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to San José del Cabo?
Currently, March is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San José del Cabo (average of $263). Flying from Chicago O'Hare Intl Airport to San José del Cabo in September is currently the most expensive (average of $395). 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 SJD?
Find hourly flight availability from O'Hare Intl to San José del Cabo. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 19, 2026.
When flying from Chicago O'Hare Intl Airport to San José del Cabo, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
What’s the top layover airport for flights from Chicago O'Hare Intl Airport to San José del Cabo?
Share of 1-stop round-trip flights from Chicago O'Hare Intl Airport to San José del Cabo chosen by Cheapflights users in the past 12 months, using the same layover each way.
Denver (DEN) – chosen by Cheapflights users on 50% of 1-stop itineraries from Chicago O'Hare Intl Airport to San José del Cabo on Cheapflights.
What’s the cheapest layover airport for flights from Chicago O'Hare Intl Airport to San José del Cabo?
Average round-trip fare for 1-stop flights from Chicago O'Hare Intl Airport to San José del Cabo, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Guadalajara (GDL) is the most affordable 1-stop option, with an average round-trip price of $344.
What’s the fastest layover option from Chicago O'Hare Intl Airport to San José del Cabo?
Shortest average travel time for 1-stop one-way flights from Chicago O'Hare Intl Airport to San José del Cabo, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Denver (DEN) have the shortest average one-way travel time for 1-stop routes: 6h 58m.
Which airport typically offers the quickest layover for flights from Chicago O'Hare Intl Airport to San José del Cabo?
Average layover duration for 1-stop one-way flights from Chicago O'Hare Intl Airport to San José del Cabo, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Guadalajara (GDL) offer the fastest connection on this route, with an average layover time of 1h 38m.
Reviews of airlines servicing San José del Cabo
Get insights into the airlines that provide service to San José del Cabo. 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 San José del Cabo. Reviews last updated February 19, 2026.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines from Chicago O'Hare Intl Airport to San José del Cabo. 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.
Comfort
7.9
Crew
8.5
Food
7.2
Overall
7.9
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Crew
8.5
Food
7.2
Overall
7.9
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Crew
8.5
Food
7.2
Overall
7.9
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Crew
8.5
Food
7.2
Overall
7.9
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Crew
8.5
Food
7.2
Overall
7.9
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Crew
8.5
Food
7.2
Overall
7.9
Boarding
8.1
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 San José del Cabo. 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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Search flights from O'Hare Intl to San José del Cabo by cabin class
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O'Hare Intl and San José del Cabo flights
Browse other O'Hare Intl and San José del Cabo flight options. Last updated on February 19, 2026.
Other flights from O'Hare Intl
Browse through other flights departing from O'Hare Intl. Flights are based on user searches made on Cheapflights and were last updated on February 19, 2026.
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Other flights to San José del Cabo
Explore flights to San José del Cabo departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on February 19, 2026.
Top 5 airlines flying from O'Hare Intl to San José del Cabo
Discover the top 5 airlines that operate flights from O'Hare Intl to San José del Cabo. 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 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$184 | Average$500 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$252 | Average$388 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$266 | Average$376 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$417 | Average$607 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$417 | Average$633 | FlexibilityNo cancel fee | On-time69% |