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Los Cabos

$110+ 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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
nov. 26 — dic. 31
mié. 11/26
mié. 12/3
1 adult, Economy
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Cheap 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 octubre 27, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$416
(Delta)

One-way from

$110
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$576
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
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Highest demand for flights based on searches. 7% potential increase in price ($48 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 octubre 27, 2025.

This Booking.com deal was found by Cheapflights users on 10/25. 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.
sáb. 12/64:30 pmORD - SJD
1 stop16h 20mViva
sáb. 12/138:10 pmSJD - ORD
1 stop14h 10mViva
Deal found 10/25$416
This Expedia deal was found by Cheapflights users on 10/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/48:59 pmORD - SJD
1 stop16h 40mMultiple Airlines
lun. 12/86:00 amSJD - ORD
1 stop15h 41mMultiple Airlines
Deal found 10/25$417
This American Airlines deal was found by Cheapflights users on 10/26. 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.
vie. 11/1410:10 amORD - SJD
Nonstop4h 49mAmerican Airlines
lun. 11/171:40 pmSJD - ORD
Nonstop4h 30mAmerican Airlines
Deal found 10/26$418
This Kiwi.com deal was found by Cheapflights users on 10/24. 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.
vie. 11/284:58 pmORD - SJD
1 stop19h 42mMultiple Airlines
mié. 12/33:36 pmSJD - ORD
2 stops29h 39mMultiple Airlines
Deal found 10/24$419
This American Airlines deal was found by Cheapflights users on 10/27. 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.
sáb. 11/1510:10 amORD - SJD
Nonstop4h 49mAmerican Airlines
lun. 11/172:37 pmSJD - ORD
1 stop17h 07mAmerican Airlines
Deal found 10/27$420
This United Airlines deal was found by Cheapflights users on 10/27. 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.
vie. 11/289:05 amORD - SJD
Nonstop4h 58mUnited Airlines
mar. 12/212:50 pmSJD - ORD
Nonstop4h 11mUnited Airlines
Deal found 10/27$422
This Delta deal was found by Cheapflights users on 10/26. 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.
lun. 12/18:02 pmORD - SJD
2 stops19h 08mDelta
lun. 12/86:00 amSJD - ORD
1 stop15h 41mDelta
Deal found 10/26$423
This American Airlines deal was found by Cheapflights users on 10/27. 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.
mié. 11/128:41 pmORD - SJD
1 stop15h 48mAmerican Airlines
lun. 11/172:59 pmSJD - ORD
1 stop14h 44mAmerican Airlines
Deal found 10/27$424
This United Airlines deal was found by Cheapflights users on 10/26. 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.
dom. 11/29:05 amORD - SJD
Nonstop4h 58mUnited Airlines
jue. 11/612:50 pmSJD - ORD
Nonstop4h 13mUnited Airlines
Deal found 10/26$425
This Expedia deal was found by Cheapflights users on 10/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/63:35 pmORD - SJD
2 stops19h 55mMultiple Airlines
sáb. 12/136:00 amSJD - ORD
2 stops25h 40mMultiple Airlines
Deal found 10/25$427
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/111:45 pmORD - SJD
2 stops12h 45mMultiple Airlines
sáb. 12/68:10 pmSJD - ORD
1 stop25h 05mMultiple Airlines
Deal found 10/25$428

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 octubre 27, 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

lun. 11/3

9:05 am-1:03 pm

Nonstop4h 58m

San José del Cabo Los Cabos

jue. 11/6

12:50 pm-6:03 pm

Nonstop4h 13m

$425

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

sáb. 11/15

8:59 pm-1:15 pm

1 stop17h 16m

San José del Cabo Los Cabos

mar. 11/18

1:09 pm-11:59 pm

1 stop9h 50m

$431

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

mar. 12/16

8:59 pm-12:39 pm

1 stop16h 40m

San José del Cabo Los Cabos

mar. 12/23

2:23 pm-11:59 pm

1 stop8h 36m

$439

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

dom. 11/2

7:10 am-2:42 pm

1 stop8h 32m

San José del Cabo Los Cabos

jue. 11/6

12:49 pm-11:10 pm

1 stop9h 21m

$440

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

mar. 1/20

3:49 pm-2:32 pm

2 stops23h 43m

San José del Cabo Los Cabos

dom. 1/25

3:42 pm-2:29 pm

2 stops21h 47m

$471

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

jue. 1/22

9:00 am-11:32 am

2 stops27h 32m

San José del Cabo Los Cabos

lun. 1/26

3:42 pm-2:29 pm

2 stops21h 47m

$471

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

lun. 12/15

9:03 am-1:03 pm

Nonstop5h 00m

San José del Cabo Los Cabos

sáb. 12/20

12:10 pm-5:19 pm

Nonstop4h 09m

$473

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

mar. 12/16

9:03 am-1:03 pm

Nonstop5h 00m

San José del Cabo Los Cabos

mié. 12/24

12:50 pm-6:01 pm

Nonstop4h 11m

$473

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

dom. 1/18

9:00 am-11:32 am

2 stops27h 32m

San José del Cabo Los Cabos

dom. 1/25

3:42 pm-2:29 pm

2 stops21h 47m

$473

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

dom. 12/14

9:03 am-1:03 pm

Nonstop5h 00m

San José del Cabo Los Cabos

jue. 12/18

12:10 pm-5:19 pm

Nonstop4h 09m

$473

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/25

Showing 1-10 of 21 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, March is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Los Cabos (average of $296). Flying from Chicago O'Hare Intl Airport to Los Cabos in December is currently the most expensive (average of $404). 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 octubre 27, 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 50% on your trip compared to booking a flight in the morning.

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 octubre 27, 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
7,995 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Overall

7.9

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,995 reviews
Delta
7.9
Good
7,995 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Overall

7.9

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,997 reviews
Delta
7.9
Good
7,995 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Overall

7.9

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,031 reviews
Delta
7.9
Good
7,995 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Overall

7.9

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Viva
7.0
Good
790 reviews
Delta
7.9
Good
7,995 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Overall

7.9

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Volaris
6.7
Okay
1,150 reviews
Delta
7.9
Good
7,995 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Overall

7.9

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 United Airlines or Alaska Airlines to get the fastest option. Airlines will cover a distance of 1806 mi. This flight may include one or multiple stops.

  • 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%), American Airlines (90%) or Emirates (82%) 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 $210. While the most popular route (Chicago O'Hare Intl - San José del Cabo Los Cabos) can be booked for $326 on average, our data indicates $781 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, March is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Los Cabos (average of $296). Flying from Chicago O'Hare Intl Airport to Los Cabos in December is currently the most expensive (average of $404). 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 octubre 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$267Average$359FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$310Average$402FlexibilityNo cancel feeOn-time79%
DeltaCheapest$356Average$500FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$421Average$617FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$448Average$664FlexibilityNo cancel feeOn-time69%

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