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Los Cabos

$106+ 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 6/21. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
Apr 9 — Apr 161
Wed 4/9
Wed 4/16
1 adult, Economy
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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 April 4, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$382
(Kiwi.com)

One-way from

$106
(Kiwi.com)

Popular in

December

Cheapest in

July

Average price

$554
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 Los Cabos
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One-way flight from Illinois to Los Cabos
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Highest demand for flights based on searches. 6% potential increase in price ($39 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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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 April 4, 2025.

This Kiwi.com deal was found by Cheapflights users on 4/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1012:35 pmORD - SJD
2 stops22h 05mViva
Sat 5/1710:45 amSJD - ORD
2 stops10h 50mViva
Deal found 4/3$382
This Kiwi.com deal was found by Cheapflights users on 4/2. 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.
Sun 5/111:45 amORD - SJD
1 stop15h 05mMultiple Airlines
Fri 5/168:30 amSJD - ORD
2 stops17h 42mMultiple Airlines
Deal found 4/2$383
This CheapOair deal was found by Cheapflights users on 4/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/47:25 amORD - SJD
1 stop14h 39mVolaris
Tue 9/911:53 amSJD - ORD
1 stop10h 22mVolaris
Deal found 4/3$384
This Aeromexico deal was found by Cheapflights users on 4/4. 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 8/162:00 amORD - SJD
1 stop12h 16mAeromexico
Tue 8/1910:54 amSJD - ORD
1 stop11h 35mAeromexico
Deal found 4/4$387
This Delta deal was found by Cheapflights users on 4/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/146:00 amSTL - SJD
2 stops14h 01mDelta
Tue 9/306:01 amSJD - STL
2 stops12h 48mDelta
Deal found 4/2$395
This Kiwi.com deal was found by Cheapflights users on 4/2. 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.
Sat 4/262:40 pmMDW - SJD
3 stops20h 00mMultiple Airlines
Sat 5/38:22 amSJD - MDW
1 stop8h 44mMultiple Airlines
Deal found 4/2$404
This Delta deal was found by Cheapflights users on 4/4. 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.
Wed 8/2711:19 amORD - SJD
2 stops12h 32mDelta
Mon 9/110:54 amSJD - ORD
1 stop11h 35mDelta
Deal found 4/4$437
This Mytrip deal was found by Cheapflights users on 4/2. 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.
Mon 5/128:39 pmMDW - SJD
1 stop13h 08mVolaris
Fri 5/1612:01 pmSJD - MDW
1 stop29h 05mVolaris
Deal found 4/2$448
This Alaska Airlines deal was found by Cheapflights users on 4/2. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/317:00 amORD - SJD
2 stops13h 18mAlaska Airlines
Thu 6/53:30 pmSJD - ORD
1 stop12h 10mAlaska Airlines
Deal found 4/2$454
This American Airlines deal was found by Cheapflights users on 4/2. 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.
Sun 5/119:10 amORD - SJD
Nonstop4h 40mAmerican Airlines
Thu 5/1512:50 pmSJD - ORD
Nonstop4h 20mAmerican Airlines
Deal found 4/2$471
This SmartFares deal was found by Cheapflights users on 4/4. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/206:04 amMDW - SJD
1 stop7h 06mAeromexico
Sat 4/2612:15 pmSJD - MDW
1 stop8h 07mAeromexico
Deal found 4/4$471
This American Airlines deal was found by Cheapflights users on 4/2. 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 5/285:19 amSTL - SJD
1 stop5h 40mAmerican Airlines
Mon 6/21:25 pmSJD - STL
1 stop18h 29mAmerican Airlines
Deal found 4/2$471

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 April 4, 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

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 5/10

12:35 pm-8:40 am

2 stops22h 05m

San José del Cabo Los Cabos

Sat 5/17

10:45 am-11:35 pm

2 stops10h 50m

$382

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 5/11

1:45 am-2:50 pm

1 stop15h 05m

San José del Cabo Los Cabos

Fri 5/16

8:30 am-4:12 am

2 stops17h 42m

$383

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 5/2

1:40 am-10:09 am

1 stop10h 29m

San José del Cabo Los Cabos

Wed 5/7

3:32 pm-12:15 am

1 stop6h 43m

$389

St. LouisSan José del Cabo

STL - SJD

STLSJD

Lambert-St Louis

Sun 9/14

6:00 am-11:30 am

1 stop7h 30m

San José del Cabo Los Cabos

Thu 9/25

2:11 pm-12:37 am

1 stop8h 26m

$395

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sat 4/26

2:40 pm-8:40 am

3 stops20h 00m

San José del Cabo Los Cabos

Sat 5/3

8:22 am-7:06 pm

1 stop8h 44m

$404

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Mon 5/12

8:39 pm-7:47 am

1 stop13h 08m

San José del Cabo Los Cabos

Fri 5/16

12:01 pm-7:06 pm

1 stop29h 05m

$448

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 5/31

7:00 am-6:18 pm

2 stops13h 18m

San José del Cabo Los Cabos

Thu 6/5

3:30 pm-5:40 am

1 stop12h 10m

$454

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 5/11

9:10 am-11:50 am

Nonstop4h 40m

San José del Cabo Los Cabos

Thu 5/15

12:50 pm-7:10 pm

Nonstop4h 20m

$471

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sun 4/20

6:04 am-11:10 am

1 stop7h 06m

San José del Cabo Los Cabos

Sat 4/26

12:15 pm-10:22 pm

1 stop8h 07m

$471

St. LouisSan José del Cabo

STL - SJD

STLSJD

Lambert-St Louis

Wed 5/28

5:19 am-8:59 am

1 stop5h 40m

San José del Cabo Los Cabos

Mon 6/2

1:25 pm-9:54 am

1 stop18h 29m

$471

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/4

Showing 1-10 of 37 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 $437). Flying from Illinois to Los Cabos in June is currently the most expensive (average of $560). 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 April 4, 2025.

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

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 April 4, 2025.

The most flights from USIL to zzKPG are scheduled on a Wednesday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

Rainfall in Los Cabos by month

Plan your trip to Los Cabos by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Los Cabos ranges from 0.0 - 4.5 inches per month. September is typically the wettest month, when rainfall can reach 4.5 in. March is typically the driest time to visit Los Cabos when rainfall is around 0.0 in.

Temperature in Los Cabos by month

Plan your trip to Los Cabos by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Los Cabos, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 66.2 F).

Reviews of airlines servicing Los Cabos

Get insights into the airlines that provide service to Los Cabos. 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 Los Cabos. Reviews last updated April 4, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest and Delta from Illinois to Los Cabos to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,837 reviews

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,837 reviews
Alaska Airlines
8.0
Very good
9,837 reviews

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,276 reviews
Alaska Airlines
8.0
Very good
9,837 reviews

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,899 reviews
Alaska Airlines
8.0
Very good
9,837 reviews

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Hawaiian Airlines
7.9
Good
2,353 reviews
Alaska Airlines
8.0
Very good
9,837 reviews

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Aeromexico
7.5
Good
1,701 reviews
Alaska Airlines
8.0
Very good
9,837 reviews

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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.

  • What are the cheapest airlines to fly from Illinois to Los Cabos one-way?

    To fly one-way, consider booking your trip with Viva, which is currently one of the cheapest options available, starting at $142. Volaris flights start at $152 while deals on Delta start at $173 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 $437). Flying from Illinois to Los Cabos in June is currently the most expensive (average of $560). 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 7 airlines flying from Illinois to Los Cabos

Discover the top 7 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 April 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$269Average$357FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$311Average$402FlexibilityNo cancel feeOn-time79%
AeromexicoCheapest$426Average$590FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$437Average$652FlexibilityNo cancel feeOn-time71%
DeltaCheapest$445Average$607FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$451Average$749FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$545Average$720FlexibilityNo cancel feeOn-time63%

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