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San José del Cabo

$109+ Cheap flights from Illinois to San José del Cabo (SJD)

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 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Illinois to San José del Cabo

Keep the following information in mind while searching for Illinois to San José del Cabo flight deals. Data was last updated September 11, 2025.

Round-trip from

$420
(CheapOair)

One-way from

$109
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$525

Good round-trip deal

$500 or less

Good one-way deal

$219 or less
From Illinois to San José del Cabo Los Cabos
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One-way flight from Illinois to San José del Cabo Los Cabos
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Highest demand for flights based on searches. 7% potential increase in price ($53 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Illinois to San José del Cabo Los Cabos.
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Price to beat on a one-way flight from Illinois to San José del Cabo Los Cabos.
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Find flight deals from Illinois to San José del Cabo

Cheapest flights from Illinois to San José del Cabo
Explore the most affordable flight options available from Illinois to San José del Cabo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/247:52 pmSTL - SJD
1 stop16h 58mMultiple Airlines
Fri 10/3111:53 amSJD - STL
2 stops52h 35mMultiple Airlines
Deal found 9/9$420
This CheapOair deal was found by Cheapflights users on 9/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:23 amORD - SJD
1 stop10h 02mVolaris
Fri 11/214:43 pmSJD - ORD
1 stop10h 53mVolaris
Deal found 9/9$420
This CheapOair deal was found by Cheapflights users on 9/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/127:25 amORD - SJD
1 stop14h 29mVolaris
Sun 10/1911:53 amSJD - ORD
1 stop10h 22mVolaris
Deal found 9/9$421
This Orbitz deal was found by Cheapflights users on 9/8. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/201:40 amORD - SJD
1 stop10h 29mVolaris
Sat 9/2711:53 amSJD - ORD
1 stop10h 22mVolaris
Deal found 9/8$422
This Mytrip deal was found by Cheapflights users on 9/9. 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.
Sat 10/412:45 pmORD - SJD
3 stops26h 24mMultiple Airlines
Tue 10/711:53 amSJD - ORD
3 stops31h 40mMultiple Airlines
Deal found 9/9$423
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/2412:11 pmMDW - SJD
1 stop24h 39mMultiple Airlines
Fri 10/318:29 amSJD - MDW
1 stop8h 47mMultiple Airlines
Deal found 9/9$423
This United Airlines deal was found by Cheapflights users on 9/9. 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 10/138:50 amORD - SJD
Nonstop4h 38mUnited Airlines
Sat 10/1811:52 amSJD - ORD
Nonstop4h 14mUnited Airlines
Deal found 9/9$424
This Mytrip deal was found by Cheapflights users on 9/11. 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 10/11:40 amORD - SJD
1 stop10h 29mVolaris
Thu 10/22:57 pmSJD - ORD
1 stop7h 18mVolaris
Deal found 9/11$425
This Southwest deal was found by Cheapflights users on 9/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/135:30 amMDW - SJD
1 stop9h 50mSouthwest
Thu 10/1612:50 pmSJD - MDW
2 stops9h 15mSouthwest
Deal found 9/8$425
This Delta deal was found by Cheapflights users on 9/11. 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 11/182:57 pmORD - SJD
1 stop18h 45mDelta
Sun 11/236:00 amSJD - ORD
1 stop15h 41mDelta
Deal found 9/11$426
This Alaska Airlines deal was found by Cheapflights users on 9/11. 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.
Fri 10/319:20 amORD - SJD
1 stop8h 00mAlaska Airlines
Wed 11/51:09 pmSJD - ORD
1 stop9h 50mAlaska Airlines
Deal found 9/11$427
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 9/227:25 amORD - SJD
1 stop14h 29mMultiple Airlines
Sat 9/275:25 pmSJD - ORD
2 stops28h 25mMultiple Airlines
Deal found 9/11$428

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to San José del Cabo 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 September 11, 2025.
Use the filters below to find and compare flights from Illinois to San José del Cabo that are best for you.

Fly from

Illinois

Fly to

San José del Cabo

Route

Depart

Return

Price

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 11/15

2:54 pm-1:47 pm

2 stops23h 53m

San José del Cabo Los Cabos

Tue 11/18

6:40 pm-7:55 pm

2 stops24h 15m

$424

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Tue 10/21

6:05 am-1:40 pm

2 stops9h 35m

San José del Cabo Los Cabos

Tue 10/28

12:45 pm-9:55 pm

1 stop7h 10m

$425

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 11/13

2:57 pm-10:30 pm

1 stop8h 33m

San José del Cabo Los Cabos

Tue 11/18

9:32 am-10:41 pm

1 stop12h 09m

$426

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 11/17

9:20 am-4:20 pm

1 stop8h 00m

San José del Cabo Los Cabos

Sun 11/23

11:39 am-11:32 pm

1 stop10h 53m

$427

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 10/14

5:01 am-1:43 pm

1 stop10h 42m

San José del Cabo Los Cabos

Wed 10/22

1:46 pm-10:37 pm

1 stop6h 51m

$430

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sun 9/21

6:00 am-10:50 am

1 stop6h 50m

San José del Cabo Los Cabos

Wed 9/24

1:45 pm-11:00 pm

1 stop7h 15m

$430

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 11/15

6:22 pm-2:00 pm

2 stops20h 38m

San José del Cabo Los Cabos

Wed 11/26

6:00 am-10:41 pm

1 stop15h 41m

$431

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 11/10

12:33 am-2:44 pm

1 stop15h 11m

San José del Cabo Los Cabos

Tue 11/18

1:20 pm-10:41 pm

1 stop8h 21m

$432

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 11/16

9:20 am-4:20 pm

1 stop8h 00m

San José del Cabo Los Cabos

Sat 11/22

11:39 am-6:28 am

2 stops17h 49m

$432

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 11/15

6:22 pm-2:00 pm

2 stops20h 38m

San José del Cabo Los Cabos

Sun 11/23

10:17 am-10:41 pm

1 stop11h 24m

$435

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 59 results
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Best time to book a flight from Illinois to San José del Cabo

Have a flexible travel schedule? Discover the best time to fly to San José del Cabo from Illinois 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 Illinois to San José del Cabo

What is the cheapest month to book a flight from Illinois to San José del Cabo?

Currently, January is the cheapest month in which you can book a flight from Illinois to San José del Cabo (average of $437). Flying from Illinois to San José del Cabo 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 IL to SJD?

Find hourly flight availability from Illinois to San José del Cabo. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to San José del Cabo as you normally would.

Related info for your journey

Find useful and relevant information for your journey from Illinois to San José del Cabo. 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 into for flights to San José del Cabo from Illinois?

    San José del Cabo Los Cabos (SJD) is the airport you will fly into if you book a flight from Illinois to San José del Cabo. It is only a 6.6 mi journey from Los Cabos (SJD) to San José del Cabo’s city center.

  • How long is the flight from Illinois to San José del Cabo?

    Departing from Illinois to San José del Cabo will take you 8h 33m. Airlines will cover a distance of 1806 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Illinois to San José del Cabo one-way?

    One-way options have recently been found by users for as low as $158 on United Airlines. Other airlines that offer cheap prices include Southwest from $163 and Delta from $163 one-way.

  • What are the most popular routes from Illinois to San José del Cabo?

    The most popular flight routes from Illinois to San José del Cabo are Chicago O'Hare Intl - San José del Cabo Los Cabos, Chicago Midway - San José del Cabo Los Cabos and Lambert-St Louis - San José del Cabo Los Cabos.

  • What are the most reliable airlines from Illinois to San José del Cabo?

    No one likes to see their flight delayed. When booking a flight from Illinois to San José del Cabo consider choosing American Airlines (89%), Emirates (89%) or United Airlines (89%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Illinois to San José del Cabo?

    While on average a flight from Illinois to San José del Cabo is generally $832, our data shows the cheapest flight currently is $197. When looking at the most popular route, (Chicago O'Hare Intl - San José del Cabo Los Cabos), you can expect to pay $316 for that flight.

  • Can I find deals for flights from Illinois to San José del Cabo that include hotel bookings?

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

  • How can I find direct flights from Illinois to San José del Cabo?

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

  • Can I find deals for business class flights from Illinois to San José del Cabo?

    Yes. Cheapflights offers flight deals from Illinois to San José del Cabo 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 Illinois to San José del Cabo?

    Currently, January is the cheapest month in which you can book a flight from Illinois to San José del Cabo (average of $437). Flying from Illinois to San José del Cabo 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 Illinois to San José del Cabo

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Illinois to San José del Cabo

Discover the top 6 airlines that operate flights from Illinois to San José del Cabo. 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$267Average$346FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$308Average$402FlexibilityNo cancel feeOn-time79%
DeltaCheapest$356Average$545FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$437Average$647FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$448Average$731FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$545Average$720FlexibilityNo cancel feeOn-time63%

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