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Los Cabos

$110+ Cheap flights from Illinois to Los Cabos

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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Find flight deals from Illinois to Los Cabos

Cheapest flights from Illinois to Los Cabos
Explore the most affordable flight options available from Illinois to Los Cabos. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.

This Delta deal was found by Cheapflights users on 10/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/87:37 amORD - SJD
2 stops31h 23mDelta
Fri 11/141:40 pmSJD - ORD
2 stops19h 21mDelta
Deal found 10/31$415
This Delta deal was found by Cheapflights users on 11/3. 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 11/296:45 amORD - SJD
1 stop7h 50mDelta
Sat 12/61:15 pmSJD - ORD
1 stop8h 28mDelta
Deal found 11/3$416
This Mytrip deal was found by Cheapflights users on 11/2. 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.
Fri 11/74:40 pmORD - SJD
1 stop16h 10mMultiple Airlines
Mon 11/102:10 pmSJD - ORD
1 stop27h 29mMultiple Airlines
Deal found 11/2$417
This American Airlines deal was found by Cheapflights users on 11/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/48:50 pmORD - SJD
1 stop15h 56mAmerican Airlines
Mon 12/84:23 pmSJD - ORD
1 stop7h 08mAmerican Airlines
Deal found 11/1$418
This American Airlines deal was found by Cheapflights users on 11/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1110:04 amORD - SJD
Nonstop4h 56mAmerican Airlines
Sun 12/145:27 pmSJD - ORD
1 stop14h 12mAmerican Airlines
Deal found 11/1$419
This American Airlines deal was found by Cheapflights users on 11/2. 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 12/108:50 pmORD - SJD
1 stop17h 33mAmerican Airlines
Sun 12/145:27 pmSJD - ORD
1 stop14h 12mAmerican Airlines
Deal found 11/2$423
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/76:50 amORD - SJD
1 stop12h 10mMultiple Airlines
Wed 12/104:34 pmSJD - ORD
2 stops17h 45mMultiple Airlines
Deal found 11/1$425
This American Airlines deal was found by Cheapflights users on 11/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/810:10 amORD - SJD
Nonstop4h 49mAmerican Airlines
Thu 11/131:40 pmSJD - ORD
Nonstop4h 30mAmerican Airlines
Deal found 11/1$426
This American Airlines deal was found by Cheapflights users on 11/3. 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 11/145:18 amORD - SJD
1 stop8h 20mAmerican Airlines
Mon 11/173:55 pmSJD - ORD
1 stop6h 42mAmerican Airlines
Deal found 11/3$428
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 12/59:06 pmORD - SJD
2 stops18h 47mMultiple Airlines
Wed 12/1012:11 pmSJD - ORD
1 stop10h 19mMultiple Airlines
Deal found 11/2$429
This Southwest deal was found by Cheapflights users on 11/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/95:10 amMDW - SJD
1 stop6h 45mSouthwest
Fri 11/142:05 pmSJD - MDW
1 stop8h 15mSouthwest
Deal found 11/1$440
This Southwest deal was found by Cheapflights users on 11/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/117:00 amMDW - SJD
1 stop7h 10mSouthwest
Tue 12/161:05 pmSJD - MDW
1 stop8h 50mSouthwest
Deal found 11/1$458

Cheap flight deals from Illinois to Los Cabos

Keep the following information in mind while searching for Illinois to Los Cabos flight deals. Data was last updated November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$399
(Delta)

One-way from

$110
(Trip.com)

Popular in

December

Cheapest in

September

Average price

$602
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 Illinois to Los Cabos
Search Deals
One-way flight from Illinois to Los Cabos
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Los Cabos 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 November 3, 2025.
Use the filters below to find and compare flights from Illinois to Los Cabos that are best for you.

Fly from

Illinois

Fly to

Los Cabos

Route

Depart

Return

Price

St. LouisSan José del Cabo

STL - SJD

STLSJD

Lambert-St Louis

Sat 1/31

7:00 am-2:53 pm

1 stop8h 53m

San José del Cabo Los Cabos

Sat 2/7

10:35 am-11:25 pm

2 stops11h 50m

$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

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Wed 2/4

9:05 am-1:03 pm

Nonstop4h 58m

San José del Cabo Los Cabos

Mon 2/9

2:22 pm-11:59 pm

1 stop8h 37m

$423

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sat 1/10

6:45 am-2:09 pm

1 stop8h 24m

San José del Cabo Los Cabos

Sat 1/31

1:45 pm-10:26 pm

1 stop7h 41m

$423

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Fri 1/23

6:00 am-12:40 pm

1 stop7h 40m

San José del Cabo Los Cabos

Mon 2/2

1:45 pm-10:26 pm

1 stop7h 41m

$423

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Wed 2/4

10:24 am-10:30 pm

2 stops13h 06m

San José del Cabo Los Cabos

Sun 2/8

10:30 am-11:57 pm

2 stops12h 27m

$423

MolineSan José del Cabo

MLI - SJD

MLISJD

Moline Quad-City

Sat 2/7

6:00 am-7:59 pm

2 stops14h 59m

San José del Cabo Los Cabos

Sat 2/14

1:03 pm-11:08 pm

2 stops9h 05m

$426

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 1/29

6:12 am-5:41 pm

2 stops12h 29m

San José del Cabo Los Cabos

Mon 2/2

9:35 am-11:57 pm

2 stops13h 22m

$428

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 2/27

2:59 pm-12:26 pm

2 stops22h 27m

San José del Cabo Los Cabos

Tue 3/3

11:40 am-11:10 pm

1 stop10h 30m

$438

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 2/10

12:49 am-1:51 pm

1 stop14h 02m

San José del Cabo Los Cabos

Sun 2/15

10:30 am-11:00 pm

1 stop11h 30m

$445

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 55 results
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Best time to book a flight from Illinois to Los Cabos

Have a flexible travel schedule? Discover the best time to fly to Los Cabos 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 Los Cabos

What is the cheapest month to book a flight from Illinois to Los Cabos?

Currently, January is the cheapest month in which you can book a flight from Illinois to Los Cabos (average of $275). Flying from Illinois to Los Cabos in October is currently the most expensive (average of $401). 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 KPG?

Find hourly flight availability from Illinois to Los Cabos. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 3, 2025.

It’s optimal to fly from Illinois to Los Cabos at noon. By choosing this option you can save up to 54% on the cost of your flight, compared to a flight in the morning.

Weekly flight availability from Illinois to Los Cabos

Explore weekly flight availability from Illinois to Los Cabos. 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 November 3, 2025.

The most flights from USIL to zzKPG are scheduled on a Monday (4 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).

Related info for your journey

Find useful and relevant information for your journey from Illinois to Los Cabos. 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 Illinois to Los Cabos?

    A quick flight from Illinois to Los Cabos can take about 4h 58m. Delta provides one of the quickest options available for as low as $423. There are 1806 mi between Illinois and Los Cabos. 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 Illinois to Los Cabos one-way?

    To fly one-way, consider booking your trip with United Airlines, which is currently one of the cheapest options available, starting at $161. Delta flights start at $165 while deals on Southwest start at $166 one-way.

  • Can I find deals for flights from Illinois to Los Cabos that include hotel bookings?

    Yes. In addition to deals on Illinois to Los Cabos flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Los Cabos?

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

  • Can I find deals for business class flights from Illinois to Los Cabos?

    Yes. Cheapflights offers flight deals from Illinois to Los Cabos 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 Los Cabos?

    Currently, January is the cheapest month in which you can book a flight from Illinois to Los Cabos (average of $275). Flying from Illinois to Los Cabos in October is currently the most expensive (average of $401). 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 Los Cabos

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 Los Cabos

Discover the top 6 airlines that operate flights from Illinois to Los Cabos. 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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$267Average$358FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$310Average$405FlexibilityNo cancel feeOn-time79%
DeltaCheapest$356Average$500FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$422Average$634FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$449Average$668FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$545Average$720FlexibilityNo cancel feeOn-time63%

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