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Cabo San Lucas

$104+ 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 9/20. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
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 August or July, booked 86 days in advance, depart on a Monday or Tuesday and return on a Saturday

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 July 30, 2025.

Round-trip from

$399
(Mytrip)

One-way from

$108
(Mytrip)

Popular in

December

Cheapest in

August

Average price

$544
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. 6% potential increase in price ($40 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 30, 2025.

This Mytrip deal was found by Cheapflights users on 7/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/207:05 amORD - SJD
3 stops34h 30mMultiple Airlines
Tue 8/268:30 amSJD - ORD
1 stop13h 20mMultiple Airlines
Deal found 7/27$399
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/125:45 amORD - SJD
1 stop7h 38mDelta
Wed 8/1312:28 pmSJD - ORD
1 stop18h 09mDelta
Deal found 7/28$401
This Hawaiian Airlines deal was found by Cheapflights users on 7/30. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2510:00 amORD - SJD
1 stop28h 15mHawaiian Airlines
Tue 10/2812:09 pmSJD - ORD
1 stop9h 50mHawaiian Airlines
Deal found 7/30$403
This Booking.com deal was found by Cheapflights users on 7/27. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/252:00 amORD - SJD
1 stop14h 55mViva
Tue 9/28:30 amSJD - ORD
1 stop13h 20mViva
Deal found 7/27$405
This Alaska Airlines deal was found by Cheapflights users on 7/30. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/159:20 amORD - SJD
1 stop28h 55mAlaska Airlines
Tue 11/1812:18 pmSJD - ORD
2 stops24h 36mAlaska Airlines
Deal found 7/30$407
This Cheapflightsfares deal was found by Cheapflights users on 7/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/151:55 amORD - SJD
1 stop11h 16mVolaris
Sat 8/2311:53 amSJD - ORD
1 stop10h 22mVolaris
Deal found 7/28$408
This Aeromexico deal was found by Cheapflights users on 7/30. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/95:45 amORD - SJD
2 stops11h 10mAeromexico
Tue 9/162:18 pmSJD - ORD
2 stops20h 17mAeromexico
Deal found 7/30$410
This United Airlines deal was found by Cheapflights users on 7/28. 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.
Mon 8/115:00 amORD - SJD
1 stop9h 10mUnited Airlines
Thu 8/141:46 pmSJD - ORD
1 stop8h 29mUnited Airlines
Deal found 7/28$421
This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/189:45 pmORD - SJD
1 stop14h 10mAmerican Airlines
Sat 10/2512:45 pmSJD - ORD
Nonstop4h 25mAmerican Airlines
Deal found 7/30$441

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 July 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

Wed 8/20

7:05 am-3:35 pm

3 stops34h 30m

San José del Cabo Los Cabos

Tue 8/26

8:30 am-11:50 pm

1 stop13h 20m

$399

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 8/12

5:45 am-11:23 am

1 stop7h 38m

San José del Cabo Los Cabos

Fri 8/15

12:40 pm-10:04 pm

1 stop7h 24m

$401

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 10/25

10:00 am-12:15 pm

1 stop28h 15m

San José del Cabo Los Cabos

Tue 10/28

12:09 pm-11:59 pm

1 stop9h 50m

$403

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 8/25

2:00 am-2:55 pm

1 stop14h 55m

San José del Cabo Los Cabos

Tue 9/2

8:30 am-11:50 pm

1 stop13h 20m

$405

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 9/25

1:55 am-7:53 am

1 stop7h 58m

San José del Cabo Los Cabos

Mon 9/29

11:53 am-12:15 am

1 stop10h 22m

$407

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 9/9

5:45 am-2:55 pm

2 stops11h 10m

San José del Cabo Los Cabos

Tue 9/16

2:18 pm-12:35 pm

2 stops20h 17m

$410

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 8/11

5:00 am-12:10 pm

1 stop9h 10m

San José del Cabo Los Cabos

Thu 8/14

1:46 pm-12:15 am

1 stop8h 29m

$421

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 10/18

3:50 pm-3:25 pm

1 stop25h 35m

San José del Cabo Los Cabos

Sat 10/25

1:31 pm-11:59 pm

1 stop8h 28m

$423

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 10/18

9:45 pm-9:55 am

1 stop14h 10m

San José del Cabo Los Cabos

Sat 10/25

12:45 pm-7:10 pm

Nonstop4h 25m

$441

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 9/20

7:25 am-7:54 pm

1 stop14h 29m

$104

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 12 results
1
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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 July 25, 2025.

The best time to book flights from Chicago O'Hare Intl Airport to Cabo San Lucas is 86 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 $437). Flying from Chicago O'Hare Intl Airport to Cabo San Lucas in March is currently the most expensive (average of $549). 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 July 30, 2025.

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 Cabo San Lucas as you normally would.

Weekly flight availability from Chicago O'Hare Intl Airport to Cabo San Lucas

Explore weekly flight availability from O'Hare Intl to Cabo San Lucas. 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 July 30, 2025.

The most flights from ORD to C4B are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

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 July 30, 2025.
Read reviews from past customers who have flown Alaska Airlines, Delta, and Hawaiian 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,980 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Hawaiian Airlines
7.8
Good
2,611 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Aeromexico
7.5
Good
1,721 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,896 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

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.

  • 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 Volaris, which is currently one of the cheapest options available, starting at $108. Viva flights start at $136 while deals on Hawaiian Airlines start at $173 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: Emirates (100%), United Airlines (100%), American Airlines (91%).

  • 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 $197. On average you can expect to pay $465. The most popular route, (Chicago O'Hare Intl - San José del Cabo Los Cabos), can usually be booked for $301.

  • 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 $437). Flying from Chicago O'Hare Intl Airport to Cabo San Lucas in March is currently the most expensive (average of $549). 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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$268Average$375FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$287Average$413FlexibilityNo cancel feeOn-time79%
DeltaCheapest$356Average$576FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$439Average$638FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$454Average$678FlexibilityNo cancel feeOn-time69%

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