HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
O'Hare Intl

$178+ Cheap flights from San José del Cabo (SJD) to O'Hare Intl (ORD)

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 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
SJD — ORD
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from San José del Cabo to O'Hare Intl 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.

Find flight deals from San José del Cabo to O'Hare Intl

Cheapest flights from San José del Cabo to O'Hare Intl
Explore the most affordable flight options available from San José del Cabo to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

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.
Thu 11/1312:50 pmSJD - ORD
Nonstop4h 13mUnited Airlines
Tue 11/189:05 amORD - SJD
Nonstop4h 58mUnited Airlines
Deal found 10/27$324
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:00 amSJD - ORD
1 stop15h 41mDelta
Sun 11/165:23 amORD - SJD
1 stop7h 47mDelta
Deal found 10/25$326
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/132:11 pmSJD - ORD
1 stop18h 51mUnited Airlines
Sun 11/169:05 amORD - SJD
Nonstop4h 58mUnited Airlines
Deal found 10/25$332
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.
Fri 11/712:29 pmSJD - ORD
Nonstop4h 21mAmerican Airlines
Wed 11/126:03 pmORD - SJD
1 stop18h 26mAmerican Airlines
Deal found 10/27$361
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.
Sat 11/112:47 pmSJD - ORD
1 stop9h 11mDelta
Sat 11/155:23 amORD - SJD
1 stop7h 47mDelta
Deal found 10/26$362
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.
Wed 12/102:22 pmSJD - ORD
1 stop18h 18mUnited Airlines
Wed 12/179:03 amORD - SJD
Nonstop5h 00mUnited Airlines
Deal found 10/27$370
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.
Wed 12/101:20 pmSJD - ORD
1 stop7h 58mAmerican Airlines
Wed 12/175:00 amORD - SJD
1 stop11h 22mAmerican Airlines
Deal found 10/26$385
This Aeromexico 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:00 amSJD - ORD
2 stops17h 01mAeromexico
Sun 11/165:23 amORD - SJD
1 stop7h 47mAeromexico
Deal found 10/25$387

Cheap flight deals from San José del Cabo to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from San José del Cabo (SJD) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$324
(United Airlines)

One-way from

$178
(Trip.com)

Popular in

February

Cheapest in

January

Average price

$453

Good round-trip deal

$441 or less

Good one-way deal

$256 or less
Provider with most accurate pricing for San José del Cabo Los Cabos-Chicago O'Hare Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for San José del Cabo Los Cabos-Chicago O'Hare Intl flights.
Search Deals
From San José del Cabo Los Cabos to Chicago O'Hare Intl
Search Deals
One-way flight from San José del Cabo Los Cabos to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($30 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from San José del Cabo Los Cabos to Chicago O'Hare Intl.
Search Deals
Price to beat on a one-way flight from San José del Cabo Los Cabos to Chicago O'Hare Intl.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from San José del Cabo to O'Hare Intl 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 28, 2025.
Use the filters below to find and compare flights from San José del Cabo to Chicago O'Hare Intl Airport that are best for you.

Fly from

San José del Cabo

Fly to

O'Hare Intl

Route

Depart

Return

Price

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Thu 11/13

12:50 pm-6:03 pm

Nonstop4h 13m

Chicago O'Hare Intl

Tue 11/18

9:05 am-1:03 pm

Nonstop4h 58m

$324

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Thu 11/13

6:00 am-10:41 pm

1 stop15h 41m

Chicago O'Hare Intl

Sun 11/16

5:23 am-12:10 pm

1 stop7h 47m

$326

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Thu 11/13

2:11 pm-10:02 am

1 stop18h 51m

Chicago O'Hare Intl

Sun 11/16

9:05 am-1:03 pm

Nonstop4h 58m

$332

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Wed 12/10

2:11 pm-9:12 am

1 stop18h 01m

Chicago O'Hare Intl

Wed 12/17

9:03 am-1:03 pm

Nonstop5h 00m

$370

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 11/7

3:55 pm-8:44 am

1 stop15h 49m

Chicago O'Hare Intl

Wed 11/12

5:00 am-11:43 am

1 stop7h 43m

$371

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Wed 12/10

1:20 pm-10:18 pm

1 stop7h 58m

Chicago O'Hare Intl

Wed 12/17

5:00 am-3:22 pm

1 stop11h 22m

$385

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Thu 11/13

6:00 am-12:01 am

2 stops17h 01m

Chicago O'Hare Intl

Sun 11/16

5:23 am-12:10 pm

1 stop7h 47m

$387

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 12/26

12:50 pm-6:01 pm

Nonstop4h 11m

Chicago O'Hare Intl

Fri 1/2

6:20 pm-10:05 am

1 stop16h 45m

$418

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Thu 11/27

12:50 pm-6:03 pm

Nonstop4h 13m

$206

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Thu 12/4

9:32 am-10:41 pm

1 stop12h 09m

$206

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 18 results
1
2

Compare providers for flights from San José del Cabo to O'Hare Intl

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from San José del Cabo to O'Hare Intl in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on San José del Cabo-Chicago O'Hare Intl Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on San José del Cabo-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from San José del Cabo-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San José del Cabo-Chicago O'Hare Intl Airport flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for San José del Cabo-Chicago O'Hare Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from San José del Cabo to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from San José del Cabo 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 San José del Cabo to Chicago O'Hare Intl Airport

What is the cheapest time of day to fly from SJD to ORD?

Find hourly flight availability from San José del Cabo to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 28, 2025.

When flying from San José del Cabo to Chicago O'Hare Intl Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated October 28, 2025.
Read reviews from past customers who have flown United Airlines from San José del Cabo to Chicago O'Hare Intl Airport. 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
8,997 reviews

Food

6.6

Crew

8.1

Boarding

7.7

Overall

7.4

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
8,997 reviews
United Airlines
7.4
Good
8,997 reviews

Food

6.6

Crew

8.1

Boarding

7.7

Overall

7.4

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

Related info for your journey

Find useful and relevant information for your journey from San José del Cabo to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from San José del Cabo to Chicago O'Hare Intl?

    Most people fly from San José del Cabo Los Cabos (SJD) if they book a flight from San José del Cabo to Chicago O'Hare Intl. On average, Los Cabos has 2 outbound flights to Chicago O'Hare Intl per day from 1 airline. San José del Cabo Los Cabos is conveniently located just 6.6 mi from San José del Cabo’s city center.

  • How long is the flight from San José del Cabo to Chicago O'Hare Intl Airport?

    United Airlines and Delta can get you from San José del Cabo to Chicago O'Hare Intl Airport in just under 4h 13m. Your travel time can differ by up to 11h 28m. The distance between San José del Cabo and Chicago O'Hare Intl Airport is about 1806 mi. This flight may include one or multiple stops.

  • What is the cheapest airline to fly from San José del Cabo to Chicago O'Hare Intl Airport round-trip?

    United Airlines, at $361, was found to be the cheapest airline from San José del Cabo to Chicago O'Hare Intl Airport.. This flight start at 23% lower than the current average price 3 months from now.

  • What are the most reliable airlines from San José del Cabo to Chicago O'Hare Intl Airport?

    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 San José del Cabo to Chicago O'Hare Intl Airport on time: Qatar Airways (100%), United Airlines (94%), American Airlines (93%).

  • What are the cheapest flights from San José del Cabo to Chicago O'Hare Intl Airport?

    Looking for the cheapest flight from San José del Cabo to Chicago O'Hare Intl Airport? While on average our users pay $488, our data indicates the cheapest price to be $207. The most popular route (San José del Cabo Los Cabos - Chicago O'Hare Intl), is priced around $326.

  • Can I find deals for flights from San José del Cabo to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on San José del Cabo to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San José del Cabo to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San José del Cabo to O'Hare Intl.

  • Can I find deals for business class flights from San José del Cabo to O'Hare Intl?

    Yes. Cheapflights offers flight deals from San José del Cabo to O'Hare Intl 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

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Skokie
Des Plaines
Gurnee
Hoffman Estates
Elgin
Oak Brook
Elk Grove Village
Beloit
Rockford
Naperville
Racine
Downers Grove
Orland Park
Merrillville
Bridgeview
Warrenville
Joliet
Waukegan

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 San José del Cabo to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
San José del Cabo to Midway flights

Top airline flying from San José del Cabo to O'Hare Intl

Discover the top airline that operate flights from San José del Cabo to O'Hare Intl. 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 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$361Average$527FlexibilityNo cancel feeOn-time69%

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.