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Cheap flights from Illinois to San José del Cabo from $105

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 1/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Illinois to San José del Cabo

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
7:10 am - 1:42 pmORD-SJD
8h 32m1 stop
United Airlines Logo
12:50 pm - 6:03 pmSJD-ORD
4h 13mnonstop
$416United Airlines
Find Deal
Fri, Oct 31 - Tue, Nov 4
Delta Logo
2:27 pm - 10:28 pmORD-SJD
9h 01m1 stop
Delta Logo
10:25 am - 11:18 pmSJD-ORD
11h 53m1 stop
$417Delta
Find Deal
Fri, Jan 23 - Tue, Jan 27
Hawaiian Airlines Logo
7:59 pm - 10:35 amORD-SJD
16h 36m1 stop
Hawaiian Airlines Logo
11:45 am - 11:59 pmSJD-ORD
10h 14m1 stop
$418Hawaiian Airlines
Find Deal
Tue, Oct 14 - Wed, Oct 22
Multiple Airlines Logo
3:50 pm - 12:15 pmORD-SJD
22h 25m1 stop
Multiple Airlines Logo
8:30 am - 11:35 pmSJD-ORD
13h 05m1 stop
$419Multiple Airlines
Find Deal
Sat, Oct 25 - Tue, Oct 28
Multiple Airlines Logo
12:25 pm - 10:09 amORD-SJD
23h 44m2 stops
Multiple Airlines Logo
8:30 am - 11:35 pmSJD-ORD
13h 05m1 stop
$420Multiple Airlines
Find Deal
Tue, Oct 14 - Tue, Oct 21
Alaska Airlines Logo
9:20 am - 4:20 pmORD-SJD
8h 00m1 stop
Alaska Airlines Logo
1:09 pm - 11:59 pmSJD-ORD
9h 50m1 stop
$423Alaska Airlines
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Sun, Nov 2 - Thu, Nov 6
Hawaiian Airlines Logo
7:59 pm - 12:15 pmORD-SJD
18h 16m1 stop
Hawaiian Airlines Logo
1:09 pm - 11:59 pmSJD-ORD
9h 50m1 stop
$425Hawaiian Airlines
Find Deal
Thu, Oct 30 - Thu, Nov 6
Aeromexico Logo
6:00 am - 12:10 pmMDW-SJD
7h 10m1 stop
Aeromexico Logo
6:00 am - 11:40 pmSJD-MDW
16h 40m2 stops
$427Aeromexico
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Tue, Nov 18 - Mon, Nov 24
Alaska Airlines Logo
2:54 pm - 11:08 amORD-SJD
21h 14m2 stops
Alaska Airlines Logo
11:39 am - 11:32 pmSJD-ORD
10h 53m1 stop
$428Alaska Airlines
Find Deal
Tue, Nov 18 - Mon, Nov 24
Aeromexico Logo
6:00 am - 12:10 pmMDW-SJD
7h 10m1 stop
Aeromexico Logo
6:00 am - 11:40 pmSJD-MDW
16h 40m2 stops
$449Aeromexico
Find Deal
Tue, Nov 18 - Mon, Nov 24

United Airlines flights from Illinois to San José del Cabo

Our best United Airlines deals on Illinois to San José del Cabo flight tickets
United Airlines
Oct 31
ORD7:10 amChicago O'Hare Intl
8h 32m
1 stop
SJD1:42 pmSan José del Cabo Los Cabos
Nov 4
SJD12:50 pmSan José del Cabo Los Cabos
4h 13m
ORD6:03 pmChicago O'Hare Intl
$416
Find similar
United Airlines
Oct 31
ORD8:47 amChicago O'Hare Intl
6h 55m
1 stop
SJD1:42 pmSan José del Cabo Los Cabos
Nov 4
SJD2:22 pmSan José del Cabo Los Cabos
8h 37m
1 stop
ORD11:59 pmChicago O'Hare Intl
$426
Find similar
United Airlines
Oct 17
ORD8:50 amChicago O'Hare Intl
4h 38m
SJD11:28 amSan José del Cabo Los Cabos
Oct 22
SJD11:52 amSan José del Cabo Los Cabos
4h 14m
ORD6:06 pmChicago O'Hare Intl
$434
Find similar

Delta flights from Illinois to San José del Cabo

Our best Delta deals on Illinois to San José del Cabo flight tickets
Delta
Jan 23
ORD2:27 pmChicago O'Hare Intl
9h 01m
1 stop
SJD10:28 pmSan José del Cabo Los Cabos
Jan 27
SJD10:25 amSan José del Cabo Los Cabos
11h 53m
1 stop
ORD11:18 pmChicago O'Hare Intl
$417
Find similar
Delta
Jan 23
ORD5:50 amChicago O'Hare Intl
12h 51m
2 stops
SJD5:41 pmSan José del Cabo Los Cabos
Jan 27
SJD2:35 pmSan José del Cabo Los Cabos
7h 43m
1 stop
ORD11:18 pmChicago O'Hare Intl
$421
Find similar
Delta
Mar 1
ORD5:50 amChicago O'Hare Intl
12h 51m
2 stops
SJD5:41 pmSan José del Cabo Los Cabos
Mar 6
SJD10:25 amSan José del Cabo Los Cabos
11h 53m
1 stop
ORD11:18 pmChicago O'Hare Intl
$422
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 October 1, 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

Fri 10/31

7:10 am-1:42 pm

1 stop8h 32m

San José del Cabo Los Cabos

Tue 11/4

12:50 pm-6:03 pm

Nonstop4h 13m

$416

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 1/23

2:27 pm-10:28 pm

1 stop9h 01m

San José del Cabo Los Cabos

Tue 1/27

10:25 am-11:18 pm

1 stop11h 53m

$417

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 10/14

7:59 pm-10:35 am

1 stop16h 36m

San José del Cabo Los Cabos

Wed 10/22

11:45 am-11:59 pm

1 stop10h 14m

$418

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 10/25

3:50 pm-12:15 pm

1 stop22h 25m

San José del Cabo Los Cabos

Tue 10/28

8:30 am-11:35 pm

1 stop13h 05m

$419

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 10/14

12:25 pm-10:09 am

2 stops23h 44m

San José del Cabo Los Cabos

Tue 10/21

8:30 am-11:35 pm

1 stop13h 05m

$420

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 11/2

9:20 am-4:20 pm

1 stop8h 00m

San José del Cabo Los Cabos

Thu 11/6

1:09 pm-11:59 pm

1 stop9h 50m

$423

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 10/30

7:59 pm-12:15 pm

1 stop18h 16m

San José del Cabo Los Cabos

Thu 11/6

1:09 pm-11:59 pm

1 stop9h 50m

$425

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

6:00 am-11:40 pm

2 stops16h 40m

$427

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 11/18

2:54 pm-11:08 am

2 stops21h 14m

San José del Cabo Los Cabos

Mon 11/24

11:39 am-11:32 pm

1 stop10h 53m

$428

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

6:00 am-11:40 pm

2 stops16h 40m

$449

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 September. Flight prices, which tend to average around $502, 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 September, then July is your next best option. Flight prices from Illinois to San José del Cabo during July average around $540.

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

According to our data, Tuesday is the cheapest day to fly to San José del Cabo from Illinois. The lowest ticket price found for a Tuesday departure recently was $589. 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 $698.

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 $646. 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 $606 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 $521 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 4% 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

$230

Fastest flight time

4h 05m

Direct flights

Every day

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 $230. The best round-trip flight deal from Illinois to San José del Cabo found on momondo in the last 72 hours is $478.
The fastest flight from Illinois to San José del Cabo takes 4h 05m
Direct flights go from Illinois to San José del Cabo every day.
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 $267Free CancellationRating
7.0
785 reviews
Search Viva flights
VolarisPriceFrom $310Free CancellationRating
6.6
1,152 reviews
Search Volaris flights
DeltaPriceFrom $356Free CancellationRating
7.9
7,961 reviews
Search Delta flights
American AirlinesPriceFrom $426Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $447Free CancellationRating
7.4
8,929 reviews
Search United Airlines flights
SouthwestPriceFrom $545Free CancellationRating
8.0
4,248 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
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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