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San José del Cabo

$103+ 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 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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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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$399
(Delta)

One-way from

$103
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$576

Good round-trip deal

$488 or less

Good one-way deal

$255 or less
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 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 ($48 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in October 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 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 Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/16:00 amMDW - SJD
1 stop7h 10mDelta
Sat 12/62:40 pmSJD - MDW
1 stop8h 07mDelta
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 Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/195:25 amMDW - SJD
1 stop7h 45mSouthwest
Wed 12/32:05 pmSJD - MDW
1 stop7h 05mSouthwest
Deal found 10/28$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 Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/186:00 amMDW - SJD
1 stop7h 10mDelta
Mon 11/249:32 amSJD - MDW
2 stops13h 08mDelta
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

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 October 30, 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

St. LouisSan José del Cabo

STL - SJD

STLSJD

Lambert-St Louis

Wed 1/28

6:00 am-5:41 pm

2 stops12h 41m

San José del Cabo Los Cabos

Sat 1/31

12:36 pm-9:38 pm

1 stop8h 02m

$399

St. LouisSan José del Cabo

STL - SJD

STLSJD

Lambert-St Louis

Thu 1/29

6:57 pm-8:40 am

2 stops14h 43m

San José del Cabo Los Cabos

Sat 1/31

9:35 am-11:40 pm

2 stops13h 05m

$404

St. LouisSan José del Cabo

STL - SJD

STLSJD

Lambert-St Louis

Sat 1/10

6:00 am-12:40 pm

1 stop7h 40m

San José del Cabo Los Cabos

Sat 1/17

9:35 am-11:25 pm

2 stops12h 50m

$404

St. LouisSan José del Cabo

STL - SJD

STLSJD

Lambert-St Louis

Wed 1/21

2:38 pm-3:35 pm

1 stop25h 57m

San José del Cabo Los Cabos

Sun 1/25

8:00 am-2:47 pm

1 stop5h 47m

$414

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Wed 11/19

5:25 am-12:10 pm

1 stop7h 45m

San José del Cabo Los Cabos

Wed 12/3

2:05 pm-10:10 pm

1 stop7h 05m

$418

MolineSan José del Cabo

MLI - SJD

MLISJD

Moline Quad-City

Wed 1/7

6:00 am-2:42 pm

1 stop9h 42m

San José del Cabo Los Cabos

Tue 1/13

11:56 am-9:58 pm

1 stop9h 02m

$421

MolineSan José del Cabo

MLI - SJD

MLISJD

Moline Quad-City

Sun 1/11

5:51 am-12:40 pm

1 stop7h 49m

San José del Cabo Los Cabos

Wed 2/18

6:05 am-10:34 pm

2 stops15h 29m

$421

MolineSan José del Cabo

MLI - SJD

MLISJD

Moline Quad-City

Sat 1/10

5:51 am-12:40 pm

1 stop7h 49m

San José del Cabo Los Cabos

Wed 2/18

1:40 pm-10:34 pm

1 stop7h 54m

$421

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Mon 12/1

6:00 am-12:10 pm

1 stop7h 10m

San José del Cabo Los Cabos

Sat 12/6

4:50 pm-8:54 am

2 stops15h 04m

$421

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sun 12/14

8:00 am-1:45 pm

1 stop6h 45m

San José del Cabo Los Cabos

Wed 12/24

2:40 pm-5:05 am

2 stops13h 25m

$423

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 58 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 $124). Flying from Illinois to San José del Cabo 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 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 October 30, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 54% on flights from Illinois to San José del Cabo by exploring options for tickets at noon.

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 7h 45m. Airlines will cover a distance of 1804 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 $161 on United Airlines. Other airlines that offer cheap prices include Delta from $165 and Southwest from $165 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 United Airlines (91%), American Airlines (90%) or Emirates (82%) 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 $781, our data shows the cheapest flight currently is $210. When looking at the most popular route, (Chicago O'Hare Intl - San José del Cabo Los Cabos), you can expect to pay $321 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 $124). Flying from Illinois to San José del Cabo 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.

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Alternative routes for Illinois to San José del Cabo

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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$267Average$359FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$310Average$402FlexibilityNo cancel feeOn-time79%
DeltaCheapest$356Average$500FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$421Average$637FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$448Average$664FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$545Average$720FlexibilityNo cancel feeOn-time63%

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