HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Cabo San Lucas

$105+ Cheap flights from Illinois to Cabo San Lucas, Mexico

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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
Oct 24 — Oct 311
Fri 10/24
Fri 10/31
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Illinois to Cabo San Lucas 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.

Cheap flight deals from Illinois to Cabo San Lucas

Keep the following information in mind while searching for Illinois to Cabo San Lucas flight deals. Data was last updated September 24, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$417
(Travelocity)

One-way from

$105
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$502
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 Cabo San Lucas
Search Deals
One-way flight from Illinois to Cabo San Lucas
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($43 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

Find flight deals from Illinois to Cabo San Lucas

Cheapest flights from Illinois to Cabo San Lucas
Explore the most affordable flight options available from Illinois to Cabo San Lucas. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 24, 2025.

This American Airlines deal was found by Cheapflights users on 9/24. 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 10/268:55 amORD - SJD
Nonstop4h 45mAmerican Airlines
Sun 11/21:40 pmSJD - ORD
Nonstop4h 30mAmerican Airlines
Deal found 9/24$417
This Alaska Airlines deal was found by Cheapflights users on 9/24. 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.
Tue 10/217:59 pmORD - SJD
1 stop16h 36mAlaska Airlines
Tue 10/2811:18 amSJD - ORD
1 stop11h 06mAlaska Airlines
Deal found 9/24$418
This Hawaiian Airlines deal was found by Cheapflights users on 9/23. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/48:59 pmORD - SJD
1 stop16h 40mHawaiian Airlines
Mon 12/811:40 amSJD - ORD
1 stop11h 10mHawaiian Airlines
Deal found 9/23$419
This Kiwi.com deal was found by Cheapflights users on 9/24. 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.
Thu 10/237:59 pmORD - SJD
1 stop16h 36mMultiple Airlines
Tue 10/2811:11 amSJD - ORD
2 stops10h 24mMultiple Airlines
Deal found 9/24$420
This American Airlines deal was found by Cheapflights users on 9/22. 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.
Mon 10/209:00 amORD - SJD
Nonstop4h 45mAmerican Airlines
Mon 10/2712:28 pmSJD - ORD
1 stop15h 33mAmerican Airlines
Deal found 9/22$422
This Alaska Airlines deal was found by Cheapflights users on 9/23. 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 12/53:05 pmORD - SJD
2 stops24h 18mAlaska Airlines
Tue 12/912:20 pmSJD - ORD
2 stops24h 49mAlaska Airlines
Deal found 9/23$423
This CheapOair deal was found by Cheapflights users on 9/23. 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.
Mon 10/61:40 amORD - SJD
1 stop10h 29mMultiple Airlines
Fri 10/108:13 pmSJD - ORD
2 stops20h 36mMultiple Airlines
Deal found 9/23$424
This Alaska Airlines deal was found by Cheapflights users on 9/23. 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.
Sun 10/269:20 amORD - SJD
1 stop8h 00mAlaska Airlines
Sun 11/211:40 amSJD - ORD
1 stop11h 19mAlaska Airlines
Deal found 9/23$425
This American Airlines deal was found by Cheapflights users on 9/23. 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 11/78:45 pmORD - SJD
1 stop14h 49mAmerican Airlines
Tue 11/114:23 pmSJD - ORD
1 stop17h 13mAmerican Airlines
Deal found 9/23$426
This Delta deal was found by Cheapflights users on 9/23. 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 9/23$426
This Mytrip deal was found by Cheapflights users on 9/24. 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.
Thu 10/239:08 pmORD - SJD
2 stops19h 56mMultiple Airlines
Mon 10/2711:11 amSJD - ORD
1 stop16h 25mMultiple Airlines
Deal found 9/24$427
This Alaska Airlines deal was found by Cheapflights users on 9/23. 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.
Mon 11/36:00 amORD - SJD
1 stop11h 11mAlaska Airlines
Wed 11/126:09 pmSJD - ORD
2 stops24h 46mAlaska Airlines
Deal found 9/23$428

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Cabo San Lucas 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 24, 2025.
Use the filters below to find and compare flights from Illinois to Cabo San Lucas that are best for you.

Fly from

Illinois

Fly to

Cabo San Lucas

Route

Depart

Return

Price

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 10/21

7:59 pm-10:35 am

1 stop16h 36m

San José del Cabo Los Cabos

Wed 10/29

11:18 am-12:24 am

1 stop11h 06m

$418

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 10/5

5:01 am-12:10 pm

1 stop9h 09m

San José del Cabo Los Cabos

Wed 10/8

1:12 pm-11:59 pm

1 stop8h 47m

$421

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 11/15

8:59 pm-3:39 pm

2 stops19h 40m

San José del Cabo Los Cabos

Sat 11/22

11:39 am-11:32 pm

1 stop10h 53m

$423

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 11/28

8:20 am-4:59 pm

1 stop9h 39m

San José del Cabo Los Cabos

Sat 12/6

11:40 am-11:50 pm

1 stop11h 10m

$425

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sat 12/6

8:20 am-3:05 pm

1 stop7h 45m

San José del Cabo Los Cabos

Thu 12/11

2:05 pm-10:10 pm

1 stop7h 05m

$426

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Tue 11/18

6:00 am-12:10 pm

1 stop7h 10m

San José del Cabo Los Cabos

Mon 11/24

9:32 am-11:40 pm

2 stops13h 08m

$426

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 11/2

8:59 pm-1:15 pm

1 stop17h 16m

San José del Cabo Los Cabos

Fri 11/7

1:09 pm-11:59 pm

1 stop9h 50m

$427

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 11/3

9:20 am-4:20 pm

1 stop8h 00m

San José del Cabo Los Cabos

Fri 11/7

1:09 pm-11:59 pm

1 stop9h 50m

$427

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 11/8

9:20 am-4:14 pm

1 stop7h 54m

San José del Cabo Los Cabos

Wed 11/12

12:18 pm-12:24 am

1 stop11h 06m

$428

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 12/4

8:59 pm-2:23 pm

2 stops18h 24m

San José del Cabo Los Cabos

Tue 12/9

12:20 pm-2:09 pm

2 stops24h 49m

$430

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/24

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Illinois to Cabo San Lucas

Have a flexible travel schedule? Discover the best time to fly to Cabo San Lucas 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 Cabo San Lucas

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

Currently, January is the cheapest month in which you can book a flight from Illinois to Cabo San Lucas (average of $437). Flying from Illinois to Cabo San Lucas 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 C4B?

Find hourly flight availability from Illinois to Cabo San Lucas. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 24, 2025.

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

Related info for your journey

Find useful and relevant information for your journey from Illinois to Cabo San Lucas. 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 Cabo San Lucas?

    Departing from Illinois to Cabo San Lucas will take you 9h 09m. The distance between Illinois and Cabo San Lucas is about 1806 mi. 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 Cabo San Lucas one-way?

    One-way options have recently been found by users for as low as $124 on Volaris. Other airlines that offer cheap prices include Delta from $162 and Southwest from $167 one-way.

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

    When deciding which route to take from Illinois to Cabo San Lucas consider Chicago O'Hare Intl - San José del Cabo Los Cabos, Chicago Midway - San José del Cabo Los Cabos or Lambert-St Louis - San José del Cabo Los Cabos as they are the most popular.

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

    The top 3 most reliable airlines when flying from Illinois to Cabo San Lucas are Emirates (78%), United Airlines (78%) and American Airlines (69%).

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

    The cheapest flight price from Illinois to Cabo San Lucas is $174. On average you can expect to pay $823. The most popular route, (Chicago O'Hare Intl - San José del Cabo Los Cabos), can usually be booked for $315.

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

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

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

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

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

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

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

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 Illinois to Cabo San Lucas

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to San José del Cabo flights
San Francisco to San José del Cabo flights
Seattle to San José del Cabo flights
Denver to San José del Cabo flights
O'Hare Intl to San José del Cabo flights
Dallas/Fort Worth to San José del Cabo flights
John F Kennedy Intl to San José del Cabo flights
Hobby to San José del Cabo flights
Sky Harbor Intl to San José del Cabo flights
Newark to San José del Cabo flights
Ontario to San José del Cabo flights
Minneapolis to San José del Cabo flights
LaGuardia to San José del Cabo flights
George Bush Intcntl to San José del Cabo flights
San Diego to San José del Cabo flights
Portland to San José del Cabo flights
Dulles Intl to San José del Cabo flights
Atlanta to San José del Cabo flights
Oakland to San José del Cabo flights
San Jose to San José del Cabo flights
Austin to San José del Cabo flights
Love Field to San José del Cabo flights
Detroit to San José del Cabo flights
Santa Ana to San José del Cabo flights
Sacramento to San José del Cabo flights
Baltimore to San José del Cabo flights
Midway to San José del Cabo flights
Las Vegas to San José del Cabo flights
Reagan-National to San José del Cabo flights
Salt Lake City to San José del Cabo flights
Los Angeles to La Paz flights
Boston to San José del Cabo flights
Portland to La Paz flights
Charlotte to San José del Cabo flights
Los Angeles to Loreto flights
Philadelphia to San José del Cabo flights
Raleigh to San José del Cabo flights
Omaha to San José del Cabo flights
Kansas City to San José del Cabo flights
Miami to San José del Cabo flights
Appleton to San José del Cabo flights
Fort Lauderdale to San José del Cabo flights
Tampa to San José del Cabo flights
Grand Rapids to San José del Cabo flights
Burbank to San José del Cabo flights
New Orleans to San José del Cabo flights
Pittsburgh to San José del Cabo flights
Indianapolis to San José del Cabo flights
Cleveland to San José del Cabo flights
Billings to San José del Cabo flights

Top 6 airlines flying from Illinois to Cabo San Lucas

Discover the top 6 airlines that operate flights from Illinois to Cabo San Lucas. 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 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$267Average$382FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$287Average$414FlexibilityNo cancel feeOn-time79%
DeltaCheapest$356Average$524FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$435Average$646FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$450Average$732FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$545Average$717FlexibilityNo cancel feeOn-time63%

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.