Cabo San Lucas

$81+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
ene. 15 — ene. 221
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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 53 days in advance, depart on a Monday or Tuesday 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 diciembre 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/15. 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. 12/158:59 pmORD - SJD
1 stop16h 40mMultiple Airlines
mié. 1/215:05 pmSJD - ORD
2 stops44h 48mMultiple Airlines
Deal found 12/15$445
This United Airlines deal was found by Cheapflights users on 12/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/179:03 amORD - SJD
Nonstop5h 00mUnited Airlines
mar. 12/2312:10 pmSJD - ORD
Nonstop4h 09mUnited Airlines
Deal found 12/16$474
This Kiwi.com deal was found by Cheapflights users on 12/14. 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. 12/158:59 pmORD - SJD
1 stop16h 40mAlaska Airlines
jue. 12/182:23 pmSJD - ORD
1 stop8h 36mAlaska Airlines
Deal found 12/14$477
This Delta deal was found by Cheapflights users on 12/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/175:30 amORD - SJD
1 stop7h 40mDelta
mié. 12/2411:25 amSJD - ORD
1 stop11h 30mDelta
Deal found 12/16$478
This Expedia deal was found by Cheapflights users on 12/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/178:59 pmORD - SJD
1 stop16h 36mMultiple Airlines
lun. 12/222:10 pmSJD - ORD
1 stop28h 35mMultiple Airlines
Deal found 12/16$484
This United Airlines deal was found by Cheapflights users on 12/15. 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. 12/215:49 amORD - SJD
1 stop6h 54mUnited Airlines
vie. 12/2612:49 pmSJD - ORD
1 stop7h 37mUnited Airlines
Deal found 12/15$488
This United Airlines deal was found by Cheapflights users on 12/14. 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.
lun. 12/229:09 amORD - SJD
Nonstop5h 00mUnited Airlines
jue. 12/2512:10 pmSJD - ORD
Nonstop4h 09mUnited Airlines
Deal found 12/14$492
This Delta deal was found by Cheapflights users on 12/15. 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.
mié. 12/175:30 amORD - SJD
1 stop7h 40mDelta
mar. 12/239:40 amSJD - ORD
2 stops13h 22mDelta
Deal found 12/15$493
This United Airlines deal was found by Cheapflights users on 12/15. 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. 12/289:23 pmORD - SJD
1 stop13h 42mUnited Airlines
mié. 12/3112:50 pmSJD - ORD
Nonstop4h 11mUnited Airlines
Deal found 12/15$495

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 diciembre 16, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$376
(Booking.com)

One-way from

$81
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$717
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. 6% potential increase in price ($42 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in December 2025

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 diciembre 16, 2025.
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

O'Hare Intl

Fly to

Cabo San Lucas

Route

Depart

Return

Price

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

mar. 1/6

8:39 am-4:00 pm

1 stop8h 21m

San José del Cabo Los Cabos

mar. 1/13

11:42 am-11:37 pm

1 stop10h 55m

$429

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

lun. 1/26

6:06 pm-1:32 pm

1 stop20h 26m

San José del Cabo Los Cabos

vie. 1/30

11:42 am-11:37 pm

1 stop10h 55m

$454

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

sáb. 1/24

9:00 am-11:32 am

2 stops27h 32m

San José del Cabo Los Cabos

vie. 1/30

11:42 am-2:29 pm

1 stop25h 47m

$458

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

dom. 1/18

3:44 pm-1:06 pm

1 stop22h 22m

San José del Cabo Los Cabos

dom. 1/25

11:42 am-11:37 pm

1 stop10h 55m

$464

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

mar. 1/20

9:00 am-1:06 pm

1 stop29h 06m

San José del Cabo Los Cabos

dom. 1/25

11:42 am-11:37 pm

1 stop10h 55m

$464

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

dom. 12/21

7:15 am-11:08 am

Nonstop4h 53m

San José del Cabo Los Cabos

mié. 12/24

12:10 pm-5:19 pm

Nonstop4h 09m

$474

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

lun. 1/26

6:06 pm-1:32 pm

1 stop20h 26m

San José del Cabo Los Cabos

jue. 1/29

12:42 pm-2:29 pm

2 stops24h 47m

$474

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

mié. 2/25

6:23 am-3:20 pm

1 stop9h 57m

$102

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

vie. 3/6

6:23 am-3:20 pm

1 stop9h 57m

$107

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

sáb. 2/14

12:55 am-4:30 pm

1 stop16h 35m

$140

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 15 results
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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

How far ahead should I book a flight from Chicago O'Hare Intl Airport to Cabo San Lucas?

Use this chart to determine the optimal time to book a round-trip flight from O'Hare Intl to Cabo San Lucas. Price data was last updated on December 12, 2025.

The best time to book flights from Chicago O'Hare Intl Airport to Cabo San Lucas is 53 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Cabo San Lucas?

Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Cabo San Lucas (average of $124). Flying from Chicago O'Hare Intl Airport to Cabo San Lucas in October is currently the most expensive (average of $392). 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 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 diciembre 16, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago O'Hare Intl Airport to Cabo San Lucas at noon. If you’re flexible enough to do this you can expect to save up to 38% on your trip compared to booking a flight in the morning.

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 diciembre 16, 2025.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines 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.

Overall

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

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.

Overall

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

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.

Overall

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

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.

Overall

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

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.

Overall

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

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.

Overall

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

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 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 8h 21m. Fly via Alaska Airlines 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 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 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: United Airlines (91%), Emirates (82%), American Airlines (54%).

  • 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 $162. On average you can expect to pay $865. The most popular route, (Chicago O'Hare Intl - San José del Cabo Los Cabos), can usually be booked for $280.

  • 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.

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Cabo San Lucas?

    Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Cabo San Lucas (average of $124). Flying from Chicago O'Hare Intl Airport to Cabo San Lucas in October is currently the most expensive (average of $392). 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 Cabo San Lucas

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

Top 5 airlines flying from O'Hare Intl to Cabo San Lucas

Discover the top 5 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 diciembre 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$263Average$368FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$279Average$392FlexibilityNo cancel feeOn-time79%
DeltaCheapest$356Average$543FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$416Average$609FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$419Average$660FlexibilityNo cancel feeOn-time69%

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