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Cheap flights from Chicago O'Hare Intl Airport to Los Cabos from $103

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 2/20. 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

Enter your travel dates to find the best prices.
Alaska Airlines Logo
3:44 pm - 1:06 pm
ORD
-
SJD
22h 22m1 stop
Alaska Airlines Logo
11:42 am - 2:29 pm
SJD
-
ORD
25h 47m1 stop
$429Alaska Airlines
lun., ene. 26 - vie., ene. 30
Alaska Airlines Logo
9:00 am - 1:06 pm
ORD
-
SJD
29h 06m1 stop
Alaska Airlines Logo
11:42 am - 11:37 pm
SJD
-
ORD
10h 55m1 stop
$430Alaska Airlines
dom., feb. 8 - mié., feb. 11
Viva Logo
12:20 pm - 12:25 pm
ORD
-
SJD
26h 05m1 stop
Viva Logo
7:40 am - 12:45 am
SJD
-
ORD
15h 05m1 stop
$431Viva
mar., may. 26 - dom., may. 31
Viva Logo
12:55 am - 4:25 pm
ORD
-
SJD
16h 30m1 stop
Viva Logo
9:00 am - 12:45 am
SJD
-
ORD
13h 45m2 stops
$432Viva
jue., mar. 5 - lun., mar. 9
Alaska Airlines Logo
8:00 am - 10:27 am
ORD
-
SJD
27h 27m2 stops
Alaska Airlines Logo
12:21 pm - 2:58 pm
SJD
-
ORD
25h 37m1 stop
$433Alaska Airlines
lun., feb. 9 - vie., feb. 13
Alaska Airlines Logo
9:00 am - 11:32 am
ORD
-
SJD
27h 32m2 stops
Alaska Airlines Logo
11:42 am - 11:37 pm
SJD
-
ORD
10h 55m1 stop
$434Alaska Airlines
jue., feb. 5 - mar., feb. 10
Multiple Airlines Logo
6:23 am - 3:19 pm
ORD
-
SJD
33h 56m3 stops
Multiple Airlines Logo
4:08 pm - 9:03 pm
SJD
-
ORD
27h 55m3 stops
$435Multiple Airlines
jue., ene. 22 - mar., ene. 27
Alaska Airlines Logo
3:07 pm - 11:41 am
ORD
-
SJD
21h 34m1 stop
Alaska Airlines Logo
11:21 am - 11:59 pm
SJD
-
ORD
10h 38m1 stop
$436Alaska Airlines
sáb., mar. 7 - jue., mar. 12
Viva Logo
12:55 am - 4:30 pm
ORD
-
SJD
16h 35m1 stop
Viva Logo
8:30 am - 11:50 pm
SJD
-
ORD
14h 20m1 stop
$437Viva
mar., feb. 3 - lun., feb. 9
Volaris Logo
2:19 am - 11:29 am
ORD
-
SJD
11h 10m1 stop
Volaris Logo
12:11 pm - 12:39 am
SJD
-
ORD
10h 28m1 stop
$438Volaris
sáb., abr. 4 - sáb., abr. 11

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

Our best Alaska Airlines deals on Chicago O'Hare Intl Airport to Los Cabos flight tickets
Alaska Airlines
Jan 26
ORD3:44 pmChicago O'Hare Intl
22h 22m
1 stop
SJD1:06 pmSan José del Cabo Los Cabos
Jan 30
SJD11:42 amSan José del Cabo Los Cabos
25h 47m
1 stop
ORD2:29 pmChicago O'Hare Intl
$429
Alaska Airlines
Feb 8
ORD9:00 amChicago O'Hare Intl
29h 06m
1 stop
SJD1:06 pmSan José del Cabo Los Cabos
Feb 11
SJD11:42 amSan José del Cabo Los Cabos
10h 55m
1 stop
ORD11:37 pmChicago O'Hare Intl
$430
Alaska Airlines
May 1
ORD7:59 pmChicago O'Hare Intl
17h 38m
1 stop
SJD11:37 amSan José del Cabo Los Cabos
May 6
SJD12:39 pmSan José del Cabo Los Cabos
16h 01m
2 stops
ORD6:40 amChicago O'Hare Intl
$432

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

Our best Viva deals on Chicago O'Hare Intl Airport to Los Cabos flight tickets
Viva
May 26
ORD12:20 pmChicago O'Hare Intl
26h 05m
1 stop
SJD12:25 pmSan José del Cabo Los Cabos
May 31
SJD7:40 amSan José del Cabo Los Cabos
15h 05m
1 stop
ORD12:45 amChicago O'Hare Intl
$431
Viva
Jan 17
ORD12:55 amChicago O'Hare Intl
16h 35m
1 stop
SJD4:30 pmSan José del Cabo Los Cabos
Jan 25
SJD6:30 pmSan José del Cabo Los Cabos
28h 20m
2 stops
ORD11:50 pmChicago O'Hare Intl
$432
Viva
Feb 3
ORD12:55 amChicago O'Hare Intl
16h 35m
1 stop
SJD4:30 pmSan José del Cabo Los Cabos
Feb 9
SJD8:30 amSan José del Cabo Los Cabos
14h 20m
1 stop
ORD11:50 pmChicago O'Hare Intl
$437

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 enero 8, 2026.
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

lun. 1/26

3:44 pm-1:06 pm

1 stop22h 22m

San José del Cabo Los Cabos

vie. 1/30

11:42 am-2:29 pm

1 stop25h 47m

$429

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

dom. 2/8

9:00 am-1:06 pm

1 stop29h 06m

San José del Cabo Los Cabos

mié. 2/11

11:42 am-11:37 pm

1 stop10h 55m

$430

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

mar. 5/26

12:20 pm-12:25 pm

1 stop26h 05m

San José del Cabo Los Cabos

dom. 5/31

7:40 am-12:45 am

1 stop15h 05m

$431

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

jue. 3/5

12:55 am-4:25 pm

1 stop16h 30m

San José del Cabo Los Cabos

lun. 3/9

9:00 am-12:45 am

2 stops13h 45m

$432

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

lun. 2/9

8:00 am-10:27 am

2 stops27h 27m

San José del Cabo Los Cabos

vie. 2/13

12:21 pm-2:58 pm

1 stop25h 37m

$433

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

jue. 2/5

9:00 am-11:32 am

2 stops27h 32m

San José del Cabo Los Cabos

mar. 2/10

11:42 am-11:37 pm

1 stop10h 55m

$434

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

jue. 1/22

6:23 am-3:19 pm

3 stops33h 56m

San José del Cabo Los Cabos

mar. 1/27

4:08 pm-9:03 pm

3 stops27h 55m

$435

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

sáb. 3/7

3:07 pm-11:41 am

1 stop21h 34m

San José del Cabo Los Cabos

jue. 3/12

11:21 am-11:59 pm

1 stop10h 38m

$436

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

mar. 2/3

12:55 am-4:30 pm

1 stop16h 35m

San José del Cabo Los Cabos

lun. 2/9

8:30 am-11:50 pm

1 stop14h 20m

$437

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

sáb. 4/4

2:19 am-11:29 am

1 stop11h 10m

San José del Cabo Los Cabos

sáb. 4/11

12:11 pm-12:39 am

1 stop10h 28m

$438

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 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 September is, on average, the cheapest month to fly to Los Cabos from Chicago O'Hare Intl Airport, with most prices found around $491. The month of August is another great option to travel to Los Cabos, with average flight prices from Chicago O'Hare Intl Airport averaging around $526.

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 Tuesday. Travelers who choose to depart for Los Cabos on a Tuesday will often find tickets for as low as $583. 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 $689.

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 $598 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 $545 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

Fastest flight time

4h 36m

Direct flights

Every day

Airports in Los Cabos

2 airports
The fastest flight from Chicago O'Hare Intl Airport to Los Cabos takes 4h 36m
Direct flights go from Chicago O'Hare Intl Airport to Los Cabos every day.
There are 2 airports in Los Cabos. From Chicago O'Hare Intl Airport there are direct flights to San José del Cabo Los Cabos (SJD).
Search flight deals

  • 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
811 reviews
Search Viva flights
VolarisPriceFrom $289Free CancellationRating
6.6
1,169 reviews
Search Volaris flights
DeltaPriceFrom $356Free CancellationRating
7.9
8,031 reviews
Search Delta flights
American AirlinesPriceFrom $417Free CancellationRating
7.2
11,097 reviews
Search American Airlines flights
United AirlinesPriceFrom $420Free CancellationRating
7.4
9,143 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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