Cheap flights from Chicago O'Hare Intl Airport to Los Cabos 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 Chicago O'Hare Intl Airport to Los Cabos departing on 9/29. 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 Chicago O'Hare Intl Airport to Los Cabos

Cheap round-trip flights

 Logo
1:55 am - 1:40 pmORD-SJD
13h 45m1 stop
 Logo
9:00 am - 11:50 pmSJD-ORD
12h 50m2 stops
Mon, Sep 22 - Tue, Sep 30
 Logo
7:25 am - 7:54 pmORD-SJD
14h 29m1 stop
 Logo
4:25 pm - 9:32 pmSJD-ORD
27h 07m2 stops
Mon, Sep 8 - Mon, Sep 15
Volaris Logo
1:40 am - 10:09 amORD-SJD
10h 29m1 stop
Volaris Logo
11:07 am - 11:32 pmSJD-ORD
10h 25m1 stop
$309Volaris
Find Deal
Fri, Sep 19 - Fri, Sep 26
Volaris Logo
1:55 am - 11:11 amORD-SJD
11h 16m1 stop
Volaris Logo
2:02 pm - 5:42 amSJD-ORD
13h 40m1 stop
$312Volaris
Find Deal
Tue, Sep 9 - Sun, Sep 14
United Airlines Logo
5:01 am - 12:10 pmORD-SJD
9h 09m1 stop
United Airlines Logo
11:52 am - 6:06 pmSJD-ORD
4h 14mnonstop
$341United Airlines
Find Deal
Sun, Sep 28 - Wed, Oct 1
United Airlines Logo
9:05 am - 1:03 pmORD-SJD
4h 58mnonstop
United Airlines Logo
2:11 pm - 12:15 amSJD-ORD
9h 04m1 stop
$347United Airlines
Find Deal
Sun, Nov 2 - Wed, Nov 5
Delta Logo
5:30 am - 11:25 amORD-SJD
7h 55m1 stop
Delta Logo
12:45 pm - 11:55 pmSJD-ORD
9h 10m1 stop
$355Delta
Find Deal
Tue, Sep 16 - Fri, Sep 26
Delta Logo
7:05 pm - 11:40 amORD-SJD
17h 35m2 stops
Delta Logo
3:58 pm - 12:14 amSJD-ORD
7h 16m1 stop
$360Delta
Find Deal
Mon, Dec 29 - Wed, Dec 31
Viva Logo
12:25 pm - 12:25 pmORD-SJD
26h 00m1 stop
Viva Logo
8:30 am - 11:35 pmSJD-ORD
13h 05m1 stop
$370Viva
Find Deal
Sat, Oct 18 - Thu, Oct 23
Viva Logo
12:25 pm - 8:35 pmORD-SJD
10h 10m1 stop
Viva Logo
8:30 am - 11:50 pmSJD-ORD
13h 20m1 stop
$373Viva
Find Deal
Tue, Aug 26 - Sat, Aug 30

Volaris flights from Chicago O'Hare Intl Airport to Los Cabos

Our best Volaris deals on Chicago O'Hare Intl Airport to Los Cabos flight tickets
Volaris
Sep 19
ORD1:40 amChicago O'Hare Intl
10h 29m
1 stop
SJD10:09 amSan José del Cabo Los Cabos
Sep 26
SJD11:07 amSan José del Cabo Los Cabos
10h 25m
1 stop
ORD11:32 pmChicago O'Hare Intl
Volaris
Sep 9
ORD1:55 amChicago O'Hare Intl
11h 16m
1 stop
SJD11:11 amSan José del Cabo Los Cabos
Sep 14
SJD2:02 pmSan José del Cabo Los Cabos
13h 40m
1 stop
ORD5:42 amChicago O'Hare Intl
Volaris
Sep 10
ORD7:25 amChicago O'Hare Intl
14h 29m
1 stop
SJD7:54 pmSan José del Cabo Los Cabos
Sep 14
SJD2:02 pmSan José del Cabo Los Cabos
13h 40m
1 stop
ORD5:42 amChicago O'Hare Intl

United Airlines flights from Chicago O'Hare Intl Airport to Los Cabos

Our best United Airlines deals on Chicago O'Hare Intl Airport to Los Cabos flight tickets
United Airlines
Sep 28
ORD5:01 amChicago O'Hare Intl
9h 09m
1 stop
SJD12:10 pmSan José del Cabo Los Cabos
Oct 1
SJD11:52 amSan José del Cabo Los Cabos
4h 14m
ORD6:06 pmChicago O'Hare Intl
United Airlines
Nov 2
ORD9:05 amChicago O'Hare Intl
4h 58m
SJD1:03 pmSan José del Cabo Los Cabos
Nov 5
SJD2:11 pmSan José del Cabo Los Cabos
9h 04m
1 stop
ORD12:15 amChicago O'Hare Intl
United Airlines
Aug 18
ORD6:00 amChicago O'Hare Intl
6h 30m
1 stop
SJD10:30 amSan José del Cabo Los Cabos
Aug 22
SJD1:46 pmSan José del Cabo Los Cabos
6h 55m
1 stop
ORD10:41 pmChicago O'Hare Intl

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport 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, momondo users made 832,500 searches. Data last updated August 10, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Los Cabos that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 9/22

1:55 am-1:40 pm

1 stop13h 45m

San José del Cabo Los Cabos

Tue 9/30

9:00 am-11:50 pm

2 stops12h 50m

$303

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

4:25 pm-9:32 pm

2 stops27h 07m

$304

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 9/19

1:40 am-10:09 am

1 stop10h 29m

San José del Cabo Los Cabos

Fri 9/26

11:07 am-11:32 pm

1 stop10h 25m

$309

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 9/9

1:55 am-11:11 am

1 stop11h 16m

San José del Cabo Los Cabos

Sun 9/14

2:02 pm-5:42 am

1 stop13h 40m

$312

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 9/28

5:01 am-12:10 pm

1 stop9h 09m

San José del Cabo Los Cabos

Wed 10/1

11:52 am-6:06 pm

Nonstop4h 14m

$341

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 11/2

9:05 am-1:03 pm

Nonstop4h 58m

San José del Cabo Los Cabos

Wed 11/5

2:11 pm-12:15 am

1 stop9h 04m

$347

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 9/16

5:30 am-11:25 am

1 stop7h 55m

San José del Cabo Los Cabos

Fri 9/26

12:45 pm-11:55 pm

1 stop9h 10m

$355

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 12/29

7:05 pm-11:40 am

2 stops17h 35m

San José del Cabo Los Cabos

Wed 12/31

3:58 pm-12:14 am

1 stop7h 16m

$360

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 10/18

12:25 pm-12:25 pm

1 stop26h 00m

San José del Cabo Los Cabos

Thu 10/23

8:30 am-11:35 pm

1 stop13h 05m

$370

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 8/26

12:25 pm-8:35 pm

1 stop10h 10m

San José del Cabo Los Cabos

Sat 8/30

8:30 am-11:50 pm

1 stop13h 20m

$373

Flights are sorted by cheapest round-trip flights first.

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See travel insights to Los Cabos from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Los Cabos

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 Los Cabos?

The month of August is, on average, the cheapest month to fly to Los Cabos from Chicago O'Hare Intl Airport, with most prices found around $525. The month of July is another great option to travel to Los Cabos, with average flight prices from Chicago O'Hare Intl Airport averaging around $531.

What is the cheapest day to depart on your flight to Los Cabos?

The cheapest day to depart from Chicago O'Hare Intl Airport to Los Cabos is on a Monday. Travelers who choose to depart for Los Cabos on a Monday will often find tickets for as low as $587. On the other hand, Thursday is the most expensive day to depart from Chicago O'Hare Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $708.

What is the cheapest time of day to depart on your flight to Los Cabos?

At noon is the cheapest time of day to fly from Chicago O'Hare Intl Airport to Los Cabos when you can find flight prices for as low as $318. Flying to Los Cabos at noon is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $650 on average. Flights to Los Cabos from Chicago O'Hare Intl Airport in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Chicago O'Hare Intl to Los Cabos flight route?

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

How far in advance should I book a flight to Los Cabos?

You are more likely to see cheaper flights to Los Cabos from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Los Cabos for around $610 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Los Cabos from Chicago O'Hare Intl Airport for as low as $544 on momondo.

What cabin class options are available on Chicago O'Hare Intl to Los Cabos flights?

There are 3 cabin classes available to choose from on Chicago O'Hare Intl to 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 Chicago O'Hare Intl Airport to Los Cabos flights?

No. A direct flight is the cheapest option for a flight between Chicago O'Hare Intl Airport to Los Cabos.

Cheap Chicago O'Hare Intl Airport to Los Cabos flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Los Cabos

Best Price Found

$107

Fastest flight time

4h 38m

Direct flights

Every day

Airports in Los Cabos

1 airport
The best one-way flight to Los Cabos from Chicago O'Hare Intl Airport in the past 72 hours is $107. The best round-trip flight deal from Chicago O'Hare Intl Airport to Los Cabos found on momondo in the last 72 hours is $303.
The fastest flight from Chicago O'Hare Intl Airport to Los Cabos takes 4h 38m
Direct flights go from Chicago O'Hare Intl Airport to Los Cabos every day.
There is 1 airport near Los Cabos: San José del Cabo Los Cabos (SJD)
  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Los Cabos?

    Prices for flights from Chicago O'Hare Intl Airport to Los Cabos refresh daily.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Los Cabos?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to Los Cabos?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Los Cabos.

  • What documentation or ID do you need to fly to Los Cabos?

    The travel and health documents required for your trip to Los Cabos can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Los Cabos. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago O'Hare Intl Airport to Los Cabos?

Best airlines flying from Chicago O'Hare Intl Airport to Los Cabos

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Los Cabos 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

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Los Cabos?

Finding the right flight to Los Cabos from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Los Cabos quick and easy, saving you time and money.

Can I find flights from Chicago to Los Cabos with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Los Cabos from Chicago with this policy.

How can momondo help me find flights from Chicago to Los Cabos?

momondo helps you find the best flight between Chicago and Los Cabos by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Los Cabos right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Los Cabos from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Fri 8/15
Fri 8/22

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