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Cheap flights from Illinois to San José del Cabo from $107

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to San José del Cabo departing on 9/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Illinois to San José del Cabo

Cheap round-trip flights

Volaris Logo
1:40 am - 10:09 amORD-SJD
10h 29m1 stop
Volaris Logo
11:07 am - 11:32 pmSJD-ORD
10h 25m1 stop
$308Volaris
Find Deal
Sat, Sep 13 - Fri, Sep 19
Volaris Logo
7:25 am - 7:54 pmORD-SJD
14h 29m1 stop
Volaris Logo
11:07 am - 11:32 pmSJD-ORD
10h 25m1 stop
$311Volaris
Find Deal
Mon, Sep 8 - Mon, Sep 15
Logo
1:40 am - 10:09 amORD-SJD
10h 29m1 stop
Logo
4:25 pm - 9:32 pmSJD-ORD
27h 07m2 stops
$341
Find Deal
Sat, Sep 13 - Fri, Sep 19
Logo
1:55 am - 11:11 amORD-SJD
11h 16m1 stop
Logo
4:50 pm - 11:35 pmSJD-ORD
28h 45m2 stops
$342
Find Deal
Thu, Oct 2 - Sun, Oct 5
Aeromexico Logo
2:45 pm - 10:00 pmORD-SJD
9h 15m1 stop
Aeromexico Logo
8:13 pm - 9:25 pmSJD-ORD
23h 12m2 stops
$382Aeromexico
Find Deal
Wed, Sep 24 - Wed, Oct 1
Delta Logo
6:00 am - 11:42 amMDW-SJD
7h 42m1 stop
Delta Logo
12:47 pm - 10:14 pmSJD-MDW
7h 27m1 stop
$407Delta
Find Deal
Mon, Oct 20 - Wed, Oct 29
Southwest Logo
6:30 am - 11:45 amMDW-SJD
7h 15m1 stop
Southwest Logo
11:15 am - 12:05 amSJD-MDW
10h 50m2 stops
$412Southwest
Find Deal
Sun, Oct 26 - Wed, Oct 29
Southwest Logo
6:40 am - 12:50 pmMDW-SJD
8h 10m1 stop
Southwest Logo
12:40 pm - 11:20 pmSJD-MDW
8h 40m1 stop
$431Southwest
Find Deal
Tue, Sep 9 - Tue, Sep 16
Delta Logo
6:00 am - 6:07 pmSTL-SJD
13h 07m2 stops
Delta Logo
6:00 am - 11:02 pmSJD-STL
16h 02m2 stops
$433Delta
Find Deal
Sun, Nov 16 - Fri, Nov 21
Aeromexico Logo
6:00 am - 12:10 pmMDW-SJD
7h 10m1 stop
Aeromexico Logo
1:17 pm - 9:44 pmSJD-MDW
7h 27m1 stop
$434Aeromexico
Find Deal
Mon, Nov 17 - Fri, Nov 21

Alaska Airlines flights from Illinois to San José del Cabo

Our best Alaska Airlines deals on Illinois to San José del Cabo flight tickets
Alaska Airlines
Oct 11
STL3:57 pmLambert-St Louis
19h 31m
2 stops
SJD9:28 amSan José del Cabo Los Cabos
Oct 15
SJD4:35 pmSan José del Cabo Los Cabos
29h 28m
1 stop
STL12:03 amLambert-St Louis
$523
Find similar
Alaska Airlines
Sep 18
STL6:30 pmLambert-St Louis
22h 40m
2 stops
SJD3:10 pmSan José del Cabo Los Cabos
Sep 23
SJD2:29 pmSan José del Cabo Los Cabos
25h 05m
3 stops
STL5:34 pmLambert-St Louis
$539
Find similar
Alaska Airlines
Nov 13
STL4:14 pmLambert-St Louis
25h 06m
2 stops
SJD4:20 pmSan José del Cabo Los Cabos
Nov 17
SJD1:09 pmSan José del Cabo Los Cabos
25h 09m
2 stops
STL3:18 pmLambert-St Louis
$553
Find similar

Volaris flights from Illinois to San José del Cabo

Our best Volaris deals on Illinois to San José del Cabo flight tickets
Volaris
Sep 13
ORD1:40 amChicago O'Hare Intl
10h 29m
1 stop
SJD10:09 amSan José del Cabo Los Cabos
Sep 19
SJD11:07 amSan José del Cabo Los Cabos
10h 25m
1 stop
ORD11:32 pmChicago O'Hare Intl
$308
Find similar
Volaris
Sep 8
ORD7:25 amChicago O'Hare Intl
14h 29m
1 stop
SJD7:54 pmSan José del Cabo Los Cabos
Sep 15
SJD11:07 amSan José del Cabo Los Cabos
10h 25m
1 stop
ORD11:32 pmChicago O'Hare Intl
$311
Find similar
Volaris
Sep 27
ORD7:25 amChicago O'Hare Intl
14h 29m
1 stop
SJD7:54 pmSan José del Cabo Los Cabos
Oct 4
SJD11:53 amSan José del Cabo Los Cabos
10h 22m
1 stop
ORD12:15 amChicago O'Hare Intl
$312
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated August 12, 2025.
Use the filters below to find and compare flights from Illinois to San José del Cabo that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 9/13

1:40 am-10:09 am

1 stop10h 29m

San José del Cabo Los Cabos

Fri 9/19

11:07 am-11:32 pm

1 stop10h 25m

$308

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 9/8

7:25 am-7:54 pm

1 stop14h 29m

San José del Cabo Los Cabos

Mon 9/15

11:07 am-11:32 pm

1 stop10h 25m

$311

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 9/13

1:40 am-10:09 am

1 stop10h 29m

San José del Cabo Los Cabos

Fri 9/19

4:25 pm-9:32 pm

2 stops27h 07m

$341

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 10/2

1:55 am-11:11 am

1 stop11h 16m

San José del Cabo Los Cabos

Sun 10/5

4:50 pm-11:35 pm

2 stops28h 45m

$342

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Wed 9/24

2:45 pm-10:00 pm

1 stop9h 15m

San José del Cabo Los Cabos

Wed 10/1

8:13 pm-9:25 pm

2 stops23h 12m

$382

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Mon 10/20

6:00 am-11:42 am

1 stop7h 42m

San José del Cabo Los Cabos

Wed 10/29

12:47 pm-10:14 pm

1 stop7h 27m

$407

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sun 10/26

6:30 am-11:45 am

1 stop7h 15m

San José del Cabo Los Cabos

Wed 10/29

11:15 am-12:05 am

2 stops10h 50m

$412

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Tue 9/9

6:40 am-12:50 pm

1 stop8h 10m

San José del Cabo Los Cabos

Tue 9/16

12:40 pm-11:20 pm

1 stop8h 40m

$431

St. LouisSan José del Cabo

STL - SJD

STLSJD

Lambert-St Louis

Sun 11/16

6:00 am-6:07 pm

2 stops13h 07m

San José del Cabo Los Cabos

Fri 11/21

6:00 am-11:02 pm

2 stops16h 02m

$433

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Mon 11/17

6:00 am-12:10 pm

1 stop7h 10m

San José del Cabo Los Cabos

Fri 11/21

1:17 pm-9:44 pm

1 stop7h 27m

$434

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to San José del Cabo from

How to get the cheapest flight ticket from Illinois to San José del Cabo

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to San José del Cabo?

The cheapest month to fly to San José del Cabo from Illinois is in July. Flight prices, which tend to average around $540, are often lower during this time because this is during the off-season. If you’re not able to fly to San José del Cabo in July, then August is your next best option. Flight prices from Illinois to San José del Cabo during August average around $551.

What is the cheapest day to depart on your flight to San José del Cabo?

According to our data, Monday is the cheapest day to fly to San José del Cabo from Illinois. The lowest ticket price found for a Monday departure recently was $592. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Thursday is the most expensive day to depart from Illinois because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $706.

What is the cheapest time of day to depart on your flight to San José del Cabo?

Flying to San José del Cabo from Illinois in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $313 when looking at flights departing in the afternoon. Flights to San José del Cabo are more costly in the morning, with an average ticket price of $651. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Illinois to San José del Cabo Los Cabos flight route?

Fly from Chicago O'Hare Intl to San José del Cabo Los Cabos for the best Illinois - San José del Cabo Los Cabos flight prices

How far in advance should I book a flight to San José del Cabo?

You are more likely to see cheaper flights to San José del Cabo from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to San José del Cabo for around $610 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San José del Cabo from Illinois for as low as $544 on momondo.

What cabin class options are available on Illinois to San José del Cabo Los Cabos flights?

There are 3 cabin classes available to choose from on Illinois to San José del Cabo Los Cabos flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Illinois to San José del Cabo flights?

You could potentially save up to 24% on your flight if you consider stops on a Illinois to San José del Cabo flight.

Cheap Illinois to San José del Cabo flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to San José del Cabo

Best Price Found

$107

Fastest flight time

5h 48m

Direct flights

Mon, Tue, Thu, Fri, Sat and Sun

Airports in San José del Cabo

1 airport
The best one-way flight to San José del Cabo from Illinois in the past 72 hours is $107. The best round-trip flight deal from Illinois to San José del Cabo found on momondo in the last 72 hours is $308.
The fastest flight from Illinois to San José del Cabo takes 5h 48m
Direct flights go from Illinois to San José del Cabo on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. Airlines offering direct flights are: United Airlines, Southwest and American Airlines.
There is 1 airport near San José del Cabo: San José del Cabo Los Cabos (SJD)
Search flight deals

  • When did momondo last update prices for flights from Illinois to San José del Cabo Los Cabos Airport?

    Prices for flights from Illinois to San José del Cabo Los Cabos Airport refresh daily.

  • How many operators does momondo search for flights from Illinois to San José del Cabo Los Cabos Airport?

  • How old do you have to be to fly from Illinois to San José del Cabo Los Cabos Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to San José del Cabo Los Cabos Airport.

  • What documentation or ID do you need to fly to San José del Cabo Los Cabos Airport?

    The required travel and health documents for your San José del Cabo Los Cabos Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at San José del Cabo Los Cabos Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Illinois to San José del Cabo?

Best airlines flying from Illinois to San José del Cabo

Compare and see reviews for airlines that fly from Illinois to San José del Cabo with momondo
Airline
Rating
Free Cancellation
Price
VivaPriceFrom $268Free CancellationRating
7.0
790 reviews
Search Viva flights
VolarisPriceFrom $310Free CancellationRating
6.6
1,163 reviews
Search Volaris flights
DeltaPriceFrom $356Free CancellationRating
8.0
7,979 reviews
Search Delta flights
American AirlinesPriceFrom $438Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $455Free CancellationRating
7.4
8,920 reviews
Search United Airlines flights
SouthwestPriceFrom $543Free CancellationRating
8.0
4,246 reviews
Search Southwest flights

Traveling to a place near San José del Cabo?

Book flights to San José del Cabo if you plan to visit one of these locations
Cabo San Lucas
Todos Santos
Los Barriles

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to San José del Cabo?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Illinois to San José del Cabo. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Illinois to San José del Cabo with flexible booking policies on momondo?

Flights from Illinois to San José del Cabo with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Illinois to San José del Cabo?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Illinois to San José del Cabo.

I’m not ready to book a flight from Illinois to San José del Cabo right now. Can momondo alert me if prices change?

If you are simply researching potential flights to San José del Cabo, momondo offers a useful price alert feature which will track prices for flights to San José del Cabo from Illinois and alert you when they change.

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