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Los Cabos

$106+ 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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
Aug 5 — Aug 121
Mi 8/5
Mi 8/12
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 Juli 6, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
So 8/237:35 am
ORD
-
SJD
1 stop13h 29m
Volaris
Mo 8/3112:02 pm
SJD
-
ORD
1 stop9h 45m
Volaris
Deal found 7/6$361
This Kiwi.com deal was found by Cheapflights users on 7/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 7/147:35 am
ORD
-
SJD
1 stop13h 29m
Volaris
Fr 7/173:36 pm
SJD
-
ORD
1 stop7h 19m
Volaris
Deal found 7/4$362
This Kiwi.com deal was found by Cheapflights users on 7/3. 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.
Fr 9/117:35 am
ORD
-
SJD
1 stop13h 29m
Volaris
Mo 9/143:36 pm
SJD
-
ORD
1 stop7h 19m
Volaris
Deal found 7/3$363
This Kiwi.com deal was found by Cheapflights users on 7/2. 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.
Mi 8/261:40 am
ORD
-
SJD
1 stop10h 29m
Multiple Airlines
So 8/308:00 am
SJD
-
ORD
2 stops14h 55m
Multiple Airlines
Deal found 7/2$364
This Kiwi.com deal was found by Cheapflights users on 7/1. 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.
Sa 9/197:35 am
ORD
-
SJD
1 stop13h 29m
Volaris
Di 9/2212:02 pm
SJD
-
ORD
1 stop9h 45m
Volaris
Deal found 7/1$365
This Kiwi.com deal was found by Cheapflights users on 7/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sa 10/171:40 am
ORD
-
SJD
1 stop10h 29m
Multiple Airlines
So 10/258:05 am
SJD
-
ORD
2 stops37h 54m
Multiple Airlines
Deal found 7/6$366
This Kiwi.com deal was found by Cheapflights users on 7/2. 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.
Sa 8/227:35 am
ORD
-
SJD
1 stop13h 29m
Volaris
Sa 8/293:36 pm
SJD
-
ORD
1 stop7h 19m
Volaris
Deal found 7/2$367
This Cheapflightsfares deal was found by Cheapflights users on 7/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sa 10/107:35 am
ORD
-
SJD
1 stop13h 29m
Volaris
Di 10/133:36 pm
SJD
-
ORD
1 stop7h 19m
Volaris
Deal found 7/3$371
This Kiwi.com deal was found by Cheapflights users on 7/2. 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.
So 7/126:21 am
ORD
-
SJD
1 stop7h 08m
Volaris
Do 7/163:36 pm
SJD
-
ORD
1 stop7h 19m
Volaris
Deal found 7/2$373
This Kiwi.com deal was found by Cheapflights users on 7/2. 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.
Fr 7/106:21 am
ORD
-
SJD
1 stop7h 08m
Volaris
Do 7/163:36 pm
SJD
-
ORD
1 stop7h 19m
Volaris
Deal found 7/2$374
This Kiwi.com deal was found by Cheapflights users on 7/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 7/97:35 am
ORD
-
SJD
1 stop13h 29m
Volaris
Di 7/147:47 pm
SJD
-
ORD
1 stop8h 05m
Volaris
Deal found 7/4$375

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 Juli 6, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$361
(Kiwi.com)

One-way from

$106
(Kiwi.com)

Popular in

March

Cheapest in

June

Average price

$628
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.
Search Deals
From Chicago O'Hare Intl to Los Cabos
Search Deals
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 ($34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 Juli 6, 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 - SJD

ORDSJD

Chicago O'Hare Intl

Mo 9/28

2:53 am-11:29 am

1 stop10h 36m

San José del Cabo Los Cabos

Fr 10/2

7:47 pm-5:52 am

1 stop8h 05m

$394

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fr 9/11

1:40 am-10:09 am

1 stop10h 29m

San José del Cabo Los Cabos

Sa 9/19

7:47 pm-5:52 am

1 stop8h 05m

$438
Quickest round-trip

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sa 8/8

2:53 am-8:16 am

1 stop7h 23m

San José del Cabo Los Cabos

So 8/16

3:36 pm-12:55 am

1 stop7h 19m

$474

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Do 9/3

7:35 am-7:04 pm

1 stop13h 29m

San José del Cabo Los Cabos

Mo 9/7

12:02 pm-11:47 pm

1 stop9h 45m

$478

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Do 9/10

1:50 pm-10:27 pm

2 stops10h 37m

San José del Cabo Los Cabos

Di 9/22

6:15 am-8:55 pm

2 stops12h 40m

$561

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fr 9/25

6:40 am-5:25 pm

2 stops12h 45m

San José del Cabo Los Cabos

Do 10/1

6:15 am-8:55 pm

2 stops12h 40m

$561

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

So 8/23

6:01 am-2:25 pm

1 stop10h 24m

San José del Cabo Los Cabos

Sa 8/29

7:09 pm-11:59 pm

2 stops26h 50m

$593

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fr 9/25

7:20 am-10:11 am

2 stops28h 51m

San José del Cabo Los Cabos

Do 10/1

4:51 pm-11:59 pm

2 stops29h 08m

$593

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

So 9/27

7:20 am-10:11 am

2 stops28h 51m

San José del Cabo Los Cabos

Sa 10/3

10:43 am-11:59 pm

1 stop11h 16m

$593

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sa 9/12

7:20 am-10:11 am

2 stops28h 51m

San José del Cabo Los Cabos

Sa 9/19

7:02 pm-7:21 pm

2 stops22h 19m

$618

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

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, July is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Los Cabos (average of $128). Flying from Chicago O'Hare Intl Airport to Los Cabos in August is currently the most expensive (average of $362). 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 Juli 6, 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.

Weekly flight availability from Chicago O'Hare Intl Airport to Los Cabos

Explore weekly flight availability from O'Hare Intl to Los Cabos. 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 Juli 6, 2026.

The most flights from ORD to zzKPG are scheduled on a Saturday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

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 16 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 Juli 6, 2026.
Read reviews from past customers who have flown United Airlines,American Airlines, andViva 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
9,945 reviews

Comfort

7.3

Crew

8.1

Entertainment

7.1

Boarding

7.7

Food

6.7

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
United Airlines
7.4
Good
9,945 reviews
United Airlines
7.4
Good
9,945 reviews

Comfort

7.3

Crew

8.1

Entertainment

7.1

Boarding

7.7

Food

6.7

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
American Airlines
7.1
Good
11,783 reviews
United Airlines
7.4
Good
9,945 reviews

Comfort

7.3

Crew

8.1

Entertainment

7.1

Boarding

7.7

Food

6.7

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
Viva
7.0
Good
801 reviews
United Airlines
7.4
Good
9,945 reviews

Comfort

7.3

Crew

8.1

Entertainment

7.1

Boarding

7.7

Food

6.7

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
Volaris
6.6
Okay
1,154 reviews
United Airlines
7.4
Good
9,945 reviews

Comfort

7.3

Crew

8.1

Entertainment

7.1

Boarding

7.7

Food

6.7

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!

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 36m. 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 $180 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 (67%) 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 $539. While the most popular route (Chicago O'Hare Intl - San José del Cabo Los Cabos) can be booked for $325 on average, our data indicates $1,672 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, July is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Los Cabos (average of $128). Flying from Chicago O'Hare Intl Airport to Los Cabos in August is currently the most expensive (average of $362). 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 4 airlines flying from O'Hare Intl to Los Cabos

Discover the top 4 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 Juli 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
VolarisCheapest$185Average$393FlexibilityNo cancel feeOn-time79%
VivaCheapest$223Average$470FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$417Average$644FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$431Average$643FlexibilityNo cancel feeOn-time71%

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