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Los Cabos

$104+ 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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
Jan 25 — Feb 11
Sun 1/25
Sun 2/1
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 December 26, 2025.

This Expedia deal was found by Cheapflights users on 12/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3010:00 amORD - SJD
1 stop28h 10mMultiple Airlines
Tue 1/204:08 pmSJD - ORD
1 stop11h 28mMultiple Airlines
Deal found 12/24$546
This Booking.com deal was found by Cheapflights users on 12/25. 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.
Wed 12/314:30 pmORD - SJD
1 stop16h 30mViva
Mon 1/510:05 pmSJD - ORD
1 stop24h 50mViva
Deal found 12/25$559
This Gotogate deal was found by Cheapflights users on 12/25. 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 12/294:30 pmORD - SJD
1 stop16h 20mMultiple Airlines
Wed 12/312:10 pmSJD - ORD
1 stop28h 35mMultiple Airlines
Deal found 12/25$588
This Air Canada deal was found by Cheapflights users on 12/25. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/303:55 pmORD - SJD
1 stop22h 15mAir Canada
Mon 1/122:10 pmSJD - ORD
1 stop28h 35mAir Canada
Deal found 12/25$605
This Air Canada deal was found by Cheapflights users on 12/25. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/303:55 pmORD - SJD
1 stop22h 15mAir Canada
Fri 1/92:30 pmSJD - ORD
1 stop28h 40mAir Canada
Deal found 12/25$606
This Air Canada deal was found by Cheapflights users on 12/25. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3010:00 amORD - SJD
1 stop28h 10mAir Canada
Sat 1/102:10 pmSJD - ORD
1 stop21h 51mAir Canada
Deal found 12/25$609
This Air Canada deal was found by Cheapflights users on 12/25. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/319:20 pmORD - SJD
1 stop16h 50mAir Canada
Mon 1/122:10 pmSJD - ORD
1 stop26h 38mAir Canada
Deal found 12/25$612
This Air Canada deal was found by Cheapflights users on 12/25. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:30 pmORD - SJD
1 stop17h 40mAir Canada
Sat 1/102:10 pmSJD - ORD
1 stop18h 03mAir Canada
Deal found 12/25$616
This CheapOair deal was found by Cheapflights users on 12/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/284:30 pmORD - SJD
1 stop15h 35mMultiple Airlines
Wed 12/312:10 pmSJD - ORD
1 stop28h 35mMultiple Airlines
Deal found 12/25$625
This Kiwi.com deal was found by Cheapflights users on 12/24. 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 12/284:30 pmORD - SJD
1 stop15h 35mViva
Tue 12/306:00 pmSJD - ORD
2 stops20h 00mViva
Deal found 12/24$643

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 December 26, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$388
(Travelocity)

One-way from

$104
(Mytrip)

Popular in

March

Cheapest in

September

Average price

$701
Provider with most accurate pricing for Chicago (CHI)-San José del Cabo Los Cabos flight deals.
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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. 8% potential increase in price ($54 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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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 December 26, 2025.
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

O'Hare Intl

Fly to

Los Cabos

Route

Depart

Return

Price

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 3/15

12:59 pm-11:30 am

1 stop24h 31m

San José del Cabo Los Cabos

Thu 3/19

5:05 pm-12:25 am

1 stop29h 20m

$388

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 2/3

9:00 am-1:06 pm

1 stop29h 06m

San José del Cabo Los Cabos

Fri 2/6

11:42 am-11:37 pm

1 stop10h 55m

$408

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 3/2

7:00 am-4:10 pm

1 stop10h 10m

San José del Cabo Los Cabos

Fri 3/6

12:21 pm-11:59 pm

1 stop10h 38m

$414

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 1/18

9:05 am-1:03 pm

Nonstop4h 58m

San José del Cabo Los Cabos

Thu 1/22

12:50 pm-6:01 pm

Nonstop4h 11m

$415

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 2/3

7:05 am-10:25 pm

2 stops16h 20m

San José del Cabo Los Cabos

Wed 2/11

6:05 am-11:00 pm

1 stop15h 55m

$420

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 2/3

5:30 am-10:25 pm

2 stops17h 55m

San José del Cabo Los Cabos

Fri 2/6

6:05 am-11:00 pm

1 stop15h 55m

$420

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 2/9

5:59 pm-8:40 am

2 stops15h 41m

San José del Cabo Los Cabos

Wed 2/18

10:27 am-11:00 pm

1 stop11h 33m

$424

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 2/9

3:44 pm-2:30 pm

2 stops23h 46m

San José del Cabo Los Cabos

Thu 2/12

4:47 pm-2:58 pm

2 stops21h 11m

$424

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 1/23

3:44 pm-11:32 am

2 stops20h 48m

San José del Cabo Los Cabos

Wed 1/28

11:42 am-11:37 pm

1 stop10h 55m

$428

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 2/27

7:00 am-4:10 pm

1 stop10h 10m

San José del Cabo Los Cabos

Tue 3/3

12:21 pm-11:59 pm

1 stop10h 38m

$431

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/25

Showing 1-10 of 23 results
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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, April is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Los Cabos (average of $315). Flying from Chicago O'Hare Intl Airport to Los Cabos in February is currently the most expensive (average of $415). 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 December 26, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago O'Hare Intl Airport to Los Cabos at noon. If you’re flexible enough to do this you can expect to save up to 49% on your trip compared to booking a flight in the morning.

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 December 26, 2025.

The most flights from ORD to zzKPG are scheduled on a Thursday (5 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).

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 December 26, 2025.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines 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.
Delta
7.9
Good
8,016 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,016 reviews
Delta
7.9
Good
8,016 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,116 reviews
Delta
7.9
Good
8,016 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,066 reviews
Delta
7.9
Good
8,016 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Viva
7.0
Good
801 reviews
Delta
7.9
Good
8,016 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Volaris
6.6
Okay
1,165 reviews
Delta
7.9
Good
8,016 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 4h 58m. Fly via Alaska Airlines, United Airlines, or Delta to get the fastest option. Airlines will cover a distance of 1806 mi. This flight may include one or multiple stops.

  • 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 Viva, which is currently one of the cheapest options available, starting at $88. Volaris flights start at $158 while deals on American Airlines start at $178 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 United Airlines (91%), Emirates (82%) or American Airlines (54%) 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 $162. While the most popular route (Chicago O'Hare Intl - San José del Cabo Los Cabos) can be booked for $310 on average, our data indicates $825 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, April is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Los Cabos (average of $315). Flying from Chicago O'Hare Intl Airport to Los Cabos in February is currently the most expensive (average of $415). 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 San José del Cabo flights
Midway to San José del Cabo flights
O'Hare Intl to La Paz flights
Midway to La Paz flights
O'Hare Intl to Loreto flights

Top 5 airlines flying from O'Hare Intl to Los Cabos

Discover the top 5 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 December 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$266Average$357FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$289Average$400FlexibilityNo cancel feeOn-time79%
DeltaCheapest$356Average$543FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$416Average$607FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$419Average$656FlexibilityNo cancel feeOn-time69%

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