Cabo San Lucas

$117+ 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 7/19. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
Jul 21 — Jul 281
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Cheapflights Tip: The best prices from Chicago O'Hare Intl to Cabo San Lucas are usually found in September or August, booked 17 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 flights from O'Hare Intl to Cabo San Lucas
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 June 21, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/18. 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 6/271:40 am
ORD
-
SJD
1 stop10h 29m
Volaris
Mon 7/67:47 pm
SJD
-
ORD
1 stop8h 05m
Volaris
Deal found 6/18$379
This Kiwi.com deal was found by Cheapflights users on 6/18. 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 6/281:40 am
ORD
-
SJD
1 stop10h 29m
Volaris
Thu 7/912:02 pm
SJD
-
ORD
1 stop9h 45m
Volaris
Deal found 6/18$380
This Kiwi.com deal was found by Cheapflights users on 6/18. 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.
Thu 7/27:35 am
ORD
-
SJD
1 stop13h 29m
Volaris
Thu 7/93:36 pm
SJD
-
ORD
1 stop7h 19m
Volaris
Deal found 6/18$381
This Kiwi.com deal was found by Cheapflights users on 6/16. 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.
Wed 8/191:40 am
ORD
-
SJD
1 stop10h 29m
Volaris
Mon 8/247:47 pm
SJD
-
ORD
1 stop8h 05m
Volaris
Deal found 6/16$382
This Kiwi.com deal was found by Cheapflights users on 6/19. 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 7/17:35 am
ORD
-
SJD
1 stop13h 29m
Volaris
Fri 7/103:36 pm
SJD
-
ORD
1 stop7h 19m
Volaris
Deal found 6/19$383
This Kiwi.com deal was found by Cheapflights users on 6/18. 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 6/287:35 am
ORD
-
SJD
1 stop13h 29m
Volaris
Sun 7/57:47 pm
SJD
-
ORD
1 stop8h 05m
Volaris
Deal found 6/18$384
This Kiwi.com deal was found by Cheapflights users on 6/18. 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 6/227:35 am
ORD
-
SJD
1 stop13h 29m
Volaris
Wed 6/243:36 pm
SJD
-
ORD
1 stop8h 45m
Volaris
Deal found 6/18$385
This Kiwi.com deal was found by Cheapflights users on 6/18. 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 6/292:53 am
ORD
-
SJD
1 stop10h 36m
Volaris
Sun 7/127:47 pm
SJD
-
ORD
1 stop8h 05m
Volaris
Deal found 6/18$386
This Kiwi.com deal was found by Cheapflights users on 6/18. 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.
Tue 6/302:53 am
ORD
-
SJD
1 stop10h 36m
Volaris
Sun 7/127:47 pm
SJD
-
ORD
1 stop8h 05m
Volaris
Deal found 6/18$387
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 7/32:53 am
ORD
-
SJD
1 stop7h 23m
Volaris
Sat 7/43:36 pm
SJD
-
ORD
1 stop7h 19m
Volaris
Deal found 6/17$388
This Kiwi.com deal was found by Cheapflights users on 6/16. 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.
Wed 7/151:40 am
ORD
-
SJD
1 stop10h 29m
Volaris
Sat 7/183:36 pm
SJD
-
ORD
1 stop7h 19m
Volaris
Deal found 6/16$389
This Kiwi.com deal was found by Cheapflights users on 6/19. 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 6/237:35 am
ORD
-
SJD
1 stop13h 29m
Volaris
Fri 6/263:36 pm
SJD
-
ORD
1 stop8h 45m
Volaris
Deal found 6/19$390

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 June 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$379
(Kiwi.com)

One-way from

$117
(Kiwi.com)

Popular in

November

Cheapest in

September

Average price

$669
Provider with most accurate pricing for Chicago (CHI)-San José del Cabo Los Cabos flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-San José del Cabo Los Cabos flights.
From Chicago O'Hare Intl to Cabo San Lucas
One-way flight from Chicago O'Hare Intl to Cabo San Lucas
Highest demand for flights based on searches. 3% potential increase in price ($23 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in June 2026

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 June 21, 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

Price

Cheapest round-trip

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 10/25

7:35 am-7:04 pm

1 stop13h 29m

San José del Cabo Los Cabos

Sat 10/31

7:47 pm-5:36 am

1 stop7h 49m

$393

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 10/24

7:35 am-7:04 pm

1 stop13h 29m

San José del Cabo Los Cabos

Sat 10/31

7:47 pm-5:36 am

1 stop7h 49m

$401

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 10/16

1:40 am-10:09 am

1 stop10h 29m

San José del Cabo Los Cabos

Sat 10/24

12:02 pm-11:47 pm

1 stop9h 45m

$410

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Wed 11/11

1:19 am-10:35 am

1 stop10h 16m

San José del Cabo Los Cabos

Mon 11/16

3:36 pm-11:39 pm

1 stop7h 03m

$449

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 11/14

6:23 am-3:35 pm

1 stop10h 12m

San José del Cabo Los Cabos

Sat 11/21

3:36 pm-11:39 pm

1 stop7h 03m

$489

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 7/10

6:21 am-2:51 pm

1 stop10h 30m

San José del Cabo Los Cabos

Wed 7/15

3:36 pm-12:55 am

1 stop7h 19m

$495

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 8/8

2:53 am-8:16 am

1 stop7h 23m

San José del Cabo Los Cabos

Sun 8/16

3:36 pm-12:55 am

1 stop7h 19m

$496
Quickest round-trip

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 10/27

9:05 am-12:03 pm

Nonstop4h 58m

San José del Cabo Los Cabos

Tue 11/3

12:50 pm-6:03 pm

Nonstop4h 13m

$581

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 11/29

9:05 am-1:03 pm

Nonstop4h 58m

San José del Cabo Los Cabos

Thu 12/3

2:20 pm-1:00 am

1 stop9h 40m

$581

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 12/1

7:35 am-10:30 pm

2 stops15h 55m

San José del Cabo Los Cabos

Tue 12/15

10:25 am-11:00 pm

1 stop11h 35m

$586

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/21

Showing 1-10 of 24 resultsSorted by cheapest first
1
2
3

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.
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

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 June 21, 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?

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 June 21, 2026.
Read reviews from past customers who have flown United Airlines,American Airlines, andViva 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

7.7

Food

6.6

Overall

7.4

Entertainment

7.1

Comfort

7.3

Crew

8.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

Boarding

7.7

Food

6.6

Overall

7.4

Entertainment

7.1

Comfort

7.3

Crew

8.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

Boarding

7.7

Food

6.6

Overall

7.4

Entertainment

7.1

Comfort

7.3

Crew

8.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

Boarding

7.7

Food

6.6

Overall

7.4

Entertainment

7.1

Comfort

7.3

Crew

8.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

Boarding

7.7

Food

6.6

Overall

7.4

Entertainment

7.1

Comfort

7.3

Crew

8.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

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.
  • How long is the flight from Chicago O'Hare Intl Airport to Cabo San Lucas?

    There are many flights that can get you from Chicago O'Hare Intl Airport to Cabo San Lucas in 13h 29m. Fly via Volaris to get the fastest option. The distance between Chicago O'Hare Intl Airport and Cabo San Lucas is about 1806 mi.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Cabo San Lucas one-way?

    To fly one-way, consider booking your trip with Volaris, which is currently one of the cheapest options available, starting at $121. Viva flights start at $173 while deals on American Airlines start at $182 one-way.

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to Cabo San Lucas?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago O'Hare Intl Airport to Cabo San Lucas on time: Emirates (76%), United Airlines (76%), American Airlines (71%).

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Cabo San Lucas?

    The cheapest flight price from Chicago O'Hare Intl Airport to Cabo San Lucas is $300. On average you can expect to pay $970. The most popular route, (Chicago O'Hare Intl - San José del Cabo Los Cabos), can usually be booked for $335.

  • Can I find deals for flights from O'Hare Intl to Cabo San Lucas that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Cabo San Lucas flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Cabo San Lucas?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Cabo San Lucas.

  • Can I find deals for business class flights from O'Hare Intl to Cabo San Lucas?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Cabo San Lucas by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for O'Hare Intl to Cabo San Lucas

See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from O'Hare Intl to Cabo San Lucas

Discover the top 4 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 June 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
VolarisCheapest$185Average$389FlexibilityNo cancel feeOn-time79%
VivaCheapest$223Average$470FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$417Average$641FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$426Average$640FlexibilityNo cancel feeOn-time71%

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