HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Cabo San Lucas

$120+ 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 10/31. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
Sep 2 — Sep 91
Wed 9/2
Wed 9/9
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from O'Hare Intl to Cabo San Lucas with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.
Cheapflights Tip: The best prices from Chicago O'Hare Intl to Cabo San Lucas are usually found in September or August, booked 32 days in advance, depart on a Tuesday or Friday 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 August 3, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
Sat 9/197:35 am
ORD
-
SJD
1 stop13h 29m
Volaris
Thu 9/247:47 pm
SJD
-
ORD
1 stop8h 05m
Volaris
Deal found 7/31$347
This Justfly.com deal was found by Cheapflights users on 7/29. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:35 am
ORD
-
SJD
1 stop13h 29m
Volaris
Tue 9/157:47 pm
SJD
-
ORD
1 stop8h 05m
Volaris
Deal found 7/29$348
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/187:35 am
ORD
-
SJD
1 stop13h 29m
Volaris
Thu 10/2212:02 pm
SJD
-
ORD
1 stop9h 45m
Volaris
Deal found 7/28$349
This Super.com deal was found by Cheapflights users on 7/29. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:35 am
ORD
-
SJD
1 stop13h 29m
Volaris
Wed 9/2312:02 pm
SJD
-
ORD
1 stop9h 45m
Volaris
Deal found 7/29$350
This Super.com deal was found by Cheapflights users on 8/1. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/306:21 am
ORD
-
SJD
1 stop7h 08m
Volaris
Tue 9/13:36 pm
SJD
-
ORD
1 stop7h 19m
Volaris
Deal found 8/1$351
This Justfly.com deal was found by Cheapflights users on 8/1. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/91:40 am
ORD
-
SJD
1 stop10h 29m
Volaris
Sun 9/137:47 pm
SJD
-
ORD
1 stop8h 05m
Volaris
Deal found 8/1$352
This FlightHub deal was found by Cheapflights users on 7/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/47:35 am
ORD
-
SJD
1 stop13h 29m
Volaris
Sat 10/1012:02 pm
SJD
-
ORD
1 stop9h 45m
Volaris
Deal found 7/29$353
This Justfly.com deal was found by Cheapflights users on 7/31. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:35 am
ORD
-
SJD
1 stop13h 29m
Volaris
Mon 8/317:47 pm
SJD
-
ORD
1 stop8h 05m
Volaris
Deal found 7/31$354
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/21:19 am
ORD
-
SJD
1 stop10h 16m
Volaris
Tue 11/103:36 pm
SJD
-
ORD
1 stop7h 03m
Volaris
Deal found 7/29$355
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/21:19 am
ORD
-
SJD
1 stop10h 16m
Volaris
Fri 11/1311:16 am
SJD
-
ORD
1 stop11h 23m
Volaris
Deal found 7/30$356

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 August 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$347
(Kiwi.com)

One-way from

$120
(Viva)

Popular in

November

Cheapest in

September

Average price

$557
Provider with most accurate pricing for Chicago (CHI)-San José del Cabo Los Cabos flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-San José del Cabo Los Cabos flights.
Search Deals
From Chicago O'Hare Intl to Cabo San Lucas
Search Deals
One-way flight from Chicago O'Hare Intl to Cabo San Lucas
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
Search Deals

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 August 3, 2026.
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

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Wed 8/19

1:40 am-10:09 am

1 stop10h 29m

San José del Cabo Los Cabos

Sat 8/29

3:36 pm-4:41 am

1 stop11h 05m

$370

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 10/10

2:40 pm-7:43 am

1 stop19h 03m

San José del Cabo Los Cabos

Mon 10/12

7:54 pm-11:00 am

1 stop13h 06m

$384

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 10/11

7:35 am-7:04 pm

1 stop13h 29m

San José del Cabo Los Cabos

Sun 10/25

3:38 pm-5:43 am

1 stop12h 05m

$461

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 10/19

8:52 am-11:25 am

Nonstop4h 33m

San José del Cabo Los Cabos

Fri 10/23

1:44 pm-12:23 am

1 stop8h 39m

$493
Quickest round-trip

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 9/19

7:45 am-10:18 am

Nonstop4h 33m

San José del Cabo Los Cabos

Thu 9/24

11:52 am-6:07 pm

Nonstop4h 15m

$528

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 9/11

5:30 am-5:35 pm

2 stops14h 05m

San José del Cabo Los Cabos

Tue 9/15

9:17 am-11:59 pm

1 stop12h 42m

$532

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 10/30

7:16 am-1:25 pm

1 stop8h 09m

San José del Cabo Los Cabos

Fri 11/6

10:25 am-11:52 pm

2 stops12h 27m

$543

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 10/29

7:49 pm-11:50 am

1 stop18h 01m

San José del Cabo Los Cabos

Thu 11/5

5:03 pm-7:00 pm

2 stops24h 57m

$544

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 9/12

7:20 am-10:11 am

2 stops28h 51m

San José del Cabo Los Cabos

Sat 9/19

7:02 pm-11:59 pm

2 stops26h 57m

$552

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Wed 8/19

12:25 pm-12:25 pm

1 stop26h 00m

San José del Cabo Los Cabos

Sun 8/23

12:02 pm-12:09 pm

3 stops22h 07m

$560

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 23 resultsSorted by cheapest first
1
2
3

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

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 August 3, 2026.

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.

How much does it cost to fly round-trip from Chicago O'Hare Intl Airport to Cabo San Lucas?

Airfare is below average for this route at the moment.
Chicago O'Hare Intl Airport to Cabo San Lucas flights typically cost between $482 and $663 in September.
The cheapest round-trip price found within the last 5 days was $347 on Volaris (Sep 19-Sep 24).

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 August 3, 2026.
Read reviews from past customers who have flown United Airlines,American Airlines, andVolaris 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.
United Airlines
7.4
Good
10,057 reviews

Overall

7.4

Food

6.7

Crew

8.1

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible
United Airlines
7.4
Good
10,057 reviews
United Airlines
7.4
Good
10,057 reviews

Overall

7.4

Food

6.7

Crew

8.1

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible
American Airlines
7.1
Good
11,842 reviews
United Airlines
7.4
Good
10,057 reviews

Overall

7.4

Food

6.7

Crew

8.1

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible
Volaris
6.6
Okay
1,147 reviews
United Airlines
7.4
Good
10,057 reviews

Overall

7.4

Food

6.7

Crew

8.1

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible

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 4h 33m. Fly via Volaris, Viva, or United 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 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 $121. Viva flights start at $173 while deals on American Airlines start at $182 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 (89%), United Airlines (89%), American Airlines (57%).

  • 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 $282. On average you can expect to pay $842. The most popular route, (Chicago O'Hare Intl - San José del Cabo Los Cabos), can usually be booked for $335.

  • 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 La Paz flights

Top 3 airlines flying from O'Hare Intl to Cabo San Lucas

Discover the top 3 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 August 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
VolarisCheapest$185Average$390FlexibilityNo cancel feeOn-time79%
United AirlinesCheapest$417Average$648FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$443Average$658FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.