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Los Cabos

$112+ Cheap flights from O'Hare Intl (ORD) to Los Cabos

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 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
Sep 7 — Sep 141
Mon 9/7
Mon 9/14
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Los Cabos

Cheapest flights from O'Hare Intl to Los Cabos
Explore the most affordable flight options available from O'Hare Intl to Los Cabos. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 8, 2026.

This Kiwi.com deal was found by Cheapflights users on 8/5. 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
Wed 10/147:47 pm -
1 stop8h 05m
Deal found 8/5$347
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 9/217:35 am -
1 stop13h 29m
Sat 10/37:47 pm -
1 stop8h 05m
Deal found 8/3$348
This Super.com deal was found by Cheapflights users on 8/6. 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.
Sun 8/302:53 am -
1 stop10h 36m
Fri 9/412:02 pm -
1 stop9h 45m
Deal found 8/6$349
This FlightHub deal was found by Cheapflights users on 8/3. 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.
Sun 9/131:40 am -
1 stop10h 29m
Fri 9/187:47 pm -
1 stop8h 05m
Deal found 8/3$350
This FlightHub deal was found by Cheapflights users on 8/4. 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.
Wed 9/91:40 am -
1 stop10h 29m
Tue 9/1512:06 pm -
1 stop10h 49m
Deal found 8/4$351
This Traveloka deal was found by Cheapflights users on 8/5. 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 Traveloka is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:35 am -
1 stop13h 29m
Sat 9/2612:02 pm -
1 stop9h 45m
Deal found 8/5$352
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 9/81:40 am -
1 stop10h 29m
Sat 9/123:36 pm -
1 stop7h 19m
Deal found 8/3$353
This FlightHub deal was found by Cheapflights users on 8/5. 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 8/247:35 am -
1 stop13h 29m
Mon 8/317:47 pm -
1 stop8h 05m
Deal found 8/5$354
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 9/61:40 am -
1 stop10h 29m
Sat 9/123:36 pm -
1 stop7h 19m
Deal found 8/3$355
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 9/197:35 am -
1 stop13h 29m
Sat 10/37:47 pm -
1 stop8h 05m
Deal found 8/3$356
This Booking.com deal was found by Cheapflights users on 8/3. 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 8/3012:25 pm -
1 stop26h 00m
Wed 9/21:12 pm -
1 stop8h 47m
Deal found 8/3$357
This Super.com deal was found by Cheapflights users on 8/6. 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 9/17:35 am -
1 stop13h 29m
Mon 9/77:47 pm -
1 stop8h 05m
Deal found 8/6$358

Find flight deals from O'Hare Intl to Los Cabos

Keep the following information in mind while searching for O'Hare Intl to Los Cabos flight deals. Data was last updated August 8, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$347
(Kiwi.com)

One-way from

$112
(Booking.com)

Popular in

March

Cheapest in

September

Average price

$605
Provider with most accurate pricing for Chicago (CHI)-San José del Cabo Los Cabos flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-San José del Cabo Los Cabos flights.
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From Chicago O'Hare Intl to Los Cabos
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One-way flight from Chicago O'Hare Intl to Los Cabos
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Los Cabos 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 August 8, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Los Cabos that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSan José del Cabo

ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos

ORDSJD

Chicago O'Hare Intl

Thu 9/24

1:40 am-10:09 am

1 stop10h 29m

San José del Cabo Los Cabos

Thu 10/1

12:02 pm-11:47 pm

1 stop9h 45m

$429

ChicagoSan José del Cabo

ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos

ORDSJD

Chicago O'Hare Intl

Mon 11/2

1:24 am-10:35 am

1 stop10h 11m

San José del Cabo Los Cabos

Tue 11/10

3:30 pm-11:44 pm

1 stop7h 14m

$434

ChicagoSan José del Cabo

ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos

ORDSJD

Chicago O'Hare Intl

Mon 10/26

7:29 am-3:00 pm

1 stop9h 31m

San José del Cabo Los Cabos

Fri 10/30

3:38 pm-5:43 am

1 stop12h 05m

$459

ChicagoSan José del Cabo

ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos

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

3:36 pm-12:55 am

1 stop7h 19m

$465

ChicagoSan José del Cabo

ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos

ORDSJD

Chicago O'Hare Intl

Tue 10/27

2:53 am-11:29 am

1 stop10h 36m

San José del Cabo Los Cabos

Wed 11/4

3:30 pm-11:44 pm

1 stop7h 14m

$477

ChicagoSan José del Cabo

ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos

ORDSJD

Chicago O'Hare Intl

Thu 10/29

2:53 am-11:29 am

1 stop10h 36m

San José del Cabo Los Cabos

Fri 11/6

11:15 am-11:44 pm

1 stop11h 29m

$485

ChicagoSan José del Cabo

ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos

ORDSJD

Chicago O'Hare Intl

Sun 11/1

6:29 am-3:00 pm

1 stop9h 31m

San José del Cabo Los Cabos

Sat 11/7

3:38 pm-4:43 am

1 stop12h 05m

$530

ChicagoSan José del Cabo

ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos

ORDSJD

Chicago O'Hare Intl

Sun 11/1

9:03 am-1:03 pm

Nonstop5h 00m

San José del Cabo Los Cabos

Thu 11/5

12:55 pm-6:11 pm

Nonstop4h 16m

$593

ChicagoSan José del Cabo

ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos

ORDSJD

Chicago O'Hare Intl

Mon 10/26

5:30 am-10:43 am

1 stop7h 13m

San José del Cabo Los Cabos

Fri 10/30

11:55 am-6:08 pm

Nonstop4h 13m

$597
Quickest round-trip

ChicagoSan José del Cabo

ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos

ORDSJD

Chicago O'Hare Intl

Mon 10/19

8:52 am-11:25 am

Nonstop4h 33m

San José del Cabo Los Cabos

Mon 10/26

11:55 am-6:08 pm

Nonstop4h 13m

$636

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/7

Showing 1-10 of 19 resultsSorted by cheapest first
1
2

Best time to book a flight from O'Hare Intl to Los Cabos

Have a flexible travel schedule? Discover the best time to fly to Los Cabos 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 Los Cabos

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Los Cabos?

Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Los Cabos (average of $478). Flying from Chicago O'Hare Intl Airport to Los Cabos in November is currently the most expensive (average of $705). 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 KPG?

Find hourly flight availability from O'Hare Intl to Los Cabos. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 8, 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 Los Cabos as you normally would.

How far ahead should I book a flight from Chicago O'Hare Intl Airport to Los Cabos?

To ensure you get the cheapest price possible for a flight from Chicago O'Hare Intl Airport to Los Cabos, you should look to book at least 31 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Reviews of airlines servicing Los Cabos

Get insights into the airlines that provide service to Los Cabos. 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 Los Cabos. Reviews last updated August 8, 2026.
Read reviews from past customers who have flown United Airlines,American Airlines, andVolaris from Chicago O'Hare Intl Airport to Los Cabos. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
10,086 reviews

Boarding

7.7

Overall

7.4

Crew

8.1

Food

6.7

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible
United Airlines
7.4
Good
10,086 reviews
United Airlines
7.4
Good
10,086 reviews

Boarding

7.7

Overall

7.4

Crew

8.1

Food

6.7

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible
American Airlines
7.1
Good
11,887 reviews
United Airlines
7.4
Good
10,086 reviews

Boarding

7.7

Overall

7.4

Crew

8.1

Food

6.7

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible
Volaris
6.6
Okay
1,147 reviews
United Airlines
7.4
Good
10,086 reviews

Boarding

7.7

Overall

7.4

Crew

8.1

Food

6.7

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Los Cabos. 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 Los Cabos?

    There are many flights that can get you from Chicago O'Hare Intl Airport to Los Cabos in 10h 29m. Fly via Volaris to get the fastest option. Airlines will cover a distance of 1806 mi.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Los Cabos 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 Los Cabos?

    No one likes to see their flight delayed. When booking a flight from Chicago O'Hare Intl Airport to Los Cabos consider choosing Emirates (89%), United Airlines (89%) or American Airlines (57%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Los Cabos?

    Looking at all options, your cheapest flight can be booked for $282. While the most popular route (Chicago O'Hare Intl - San José del Cabo Los Cabos) can be booked for $327 on average, our data indicates $842 when flying from Chicago O'Hare Intl Airport to Los Cabos.

  • Can I find deals for flights from O'Hare Intl to Los Cabos that include hotel bookings?

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

  • How can I find direct flights from O'Hare Intl to Los Cabos?

    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 Los Cabos.

  • Can I find deals for business class flights from O'Hare Intl to Los Cabos?

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

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Los Cabos?

    Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Los Cabos (average of $478). Flying from Chicago O'Hare Intl Airport to Los Cabos in November is currently the most expensive (average of $705). 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.

See more FAQs

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Alternative routes for O'Hare Intl to Los Cabos

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to La Paz flights

Top 3 airlines flying from O'Hare Intl to Los Cabos

Discover the top 3 airlines that operate flights from O'Hare Intl to Los Cabos. 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 August 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
VolarisCheapest$185Average$394FlexibilityNo cancel feeOn-time79%
United AirlinesCheapest$417Average$648FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$435Average$655FlexibilityNo cancel feeOn-time71%

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