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Cabo San Lucas

$103+ 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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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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 90 days in advance, depart on a Tuesday or Monday and return on a Wednesday

Cheap 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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$415
(Delta)

One-way from

$103
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$570
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 Cabo San Lucas
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One-way flight from Chicago O'Hare Intl to Cabo San Lucas
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Highest demand for flights based on searches. 8% potential increase in price ($58 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($18 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 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 October 30, 2025.

This Aeromexico deal was found by Cheapflights users on 10/29. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/285:23 amORD - SJD
1 stop7h 47mAeromexico
Tue 12/26:50 pmSJD - ORD
2 stops20h 52mAeromexico
Deal found 10/29$416
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Wed 11/127:10 amORD - SJD
1 stop8h 32mUnited Airlines
Wed 11/192:11 pmSJD - ORD
1 stop9h 04mUnited Airlines
Deal found 10/28$417
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Wed 12/35:00 amORD - SJD
1 stop9h 23mAmerican Airlines
Sat 12/62:02 pmSJD - ORD
1 stop8h 49mAmerican Airlines
Deal found 10/29$418
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/284:58 pmORD - SJD
1 stop19h 42mMultiple Airlines
Wed 12/33:36 pmSJD - ORD
2 stops29h 39mMultiple Airlines
Deal found 10/27$419
This Mytrip deal was found by Cheapflights users on 10/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/28:20 amORD - SJD
3 stops31h 59mMultiple Airlines
Fri 12/54:34 pmSJD - ORD
2 stops17h 45mMultiple Airlines
Deal found 10/28$420
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Thu 12/119:03 amORD - SJD
Nonstop5h 00mUnited Airlines
Tue 12/1612:50 pmSJD - ORD
Nonstop4h 11mUnited Airlines
Deal found 10/28$421
This Aeromexico deal was found by Cheapflights users on 10/28. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/295:23 amORD - SJD
1 stop9h 12mAeromexico
Tue 12/26:50 pmSJD - ORD
2 stops20h 52mAeromexico
Deal found 10/28$423
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Wed 11/125:00 amORD - SJD
1 stop7h 43mAmerican Airlines
Mon 11/172:37 pmSJD - ORD
1 stop6h 43mAmerican Airlines
Deal found 10/28$424
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Fri 11/710:10 amORD - SJD
Nonstop4h 49mAmerican Airlines
Tue 11/1112:29 pmSJD - ORD
Nonstop4h 21mAmerican Airlines
Deal found 10/29$425
This Alaska Airlines deal was found by Cheapflights users on 10/29. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/158:59 pmORD - SJD
1 stop17h 16mAlaska Airlines
Tue 11/181:09 pmSJD - ORD
1 stop9h 50mAlaska Airlines
Deal found 10/29$427
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 12/1412:59 pmORD - SJD
2 stops30h 01mMultiple Airlines
Wed 12/244:40 pmSJD - ORD
1 stop22h 09mMultiple Airlines
Deal found 10/28$428
This Expedia deal was found by Cheapflights users on 10/30. 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.
Sun 12/148:59 pmORD - SJD
2 stops18h 24mMultiple Airlines
Sun 12/213:15 pmSJD - ORD
1 stop7h 47mMultiple Airlines
Deal found 10/30$429

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 October 30, 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

Tue 2/10

12:49 am-1:51 pm

1 stop14h 02m

San José del Cabo Los Cabos

Sun 2/15

9:40 am-9:56 pm

2 stops11h 16m

$423

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 11/15

8:59 pm-1:15 pm

1 stop17h 16m

San José del Cabo Los Cabos

Tue 11/18

1:09 pm-11:59 pm

1 stop9h 50m

$427

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 2/21

9:00 am-12:28 pm

1 stop28h 28m

San José del Cabo Los Cabos

Sat 2/28

2:30 pm-1:59 pm

2 stops22h 29m

$444

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Wed 12/10

3:05 pm-11:10 am

2 stops21h 05m

San José del Cabo Los Cabos

Sun 12/14

11:40 am-11:50 pm

1 stop11h 10m

$454

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 1/24

9:00 am-1:07 pm

1 stop29h 07m

San José del Cabo Los Cabos

Tue 2/3

1:28 pm-11:37 pm

2 stops33h 09m

$459

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 2/17

5:50 am-5:41 pm

2 stops12h 51m

San José del Cabo Los Cabos

Sun 2/22

10:30 am-11:00 pm

1 stop11h 30m

$464

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 11/28

6:00 am-6:10 pm

2 stops13h 10m

San José del Cabo Los Cabos

Sat 12/6

6:00 am-10:43 pm

2 stops15h 43m

$467

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 11/28

6:00 am-6:10 pm

2 stops13h 10m

San José del Cabo Los Cabos

Wed 12/3

6:00 am-10:43 pm

2 stops15h 43m

$467

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 2/15

12:49 am-2:11 pm

1 stop14h 22m

San José del Cabo Los Cabos

Fri 2/20

10:25 am-11:54 pm

2 stops12h 29m

$468

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 1/20

3:49 pm-2:32 pm

2 stops23h 43m

San José del Cabo Los Cabos

Sun 1/25

3:42 pm-2:29 pm

2 stops21h 47m

$471

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 21 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 October 24, 2025.

The best time to book flights from Chicago O'Hare Intl Airport to Cabo San Lucas is 90 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 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 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 October 30, 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 39% 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 October 30, 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.
Delta
7.9
Good
7,993 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.2

Food

7.3

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
7,993 reviews
Delta
7.9
Good
7,993 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.2

Food

7.3

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
8,998 reviews
Delta
7.9
Good
7,993 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.2

Food

7.3

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
11,030 reviews
Delta
7.9
Good
7,993 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.2

Food

7.3

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
7,993 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.2

Food

7.3

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
1,151 reviews
Delta
7.9
Good
7,993 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.2

Food

7.3

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 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 14h 02m. Fly via Delta or Alaska Airlines to get the fastest option. The distance between Chicago O'Hare Intl Airport and Cabo San Lucas is about 1806 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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%), American Airlines (90%), Emirates (82%).

  • 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 $210. On average you can expect to pay $781. The most popular route, (Chicago O'Hare Intl - San José del Cabo Los Cabos), can usually be booked for $321.

  • 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 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 Cabo San Lucas

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
O'Hare Intl to Loreto flights
Midway to La Paz flights

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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$267Average$383FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$279Average$398FlexibilityNo 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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