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Cheap flights from Los Cabos to Chicago from $193

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Los Cabos to Chicago departing on 6/22. 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
1 adult, Economy, 0 bags

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Find the cheapest flights from Los Cabos to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Viva Logo
7:45 pm - 11:55 pm
SJD
-
ORD
26h 10m
1 stop
Viva Logo
2:10 am - 12:20 pm
ORD
-
SJD
12h 10m
1 stop
$321Viva
Wed, Jun 17 - Sat, Jun 20
Volaris Logo
7:47 pm - 5:52 am
SJD
-
ORD
8h 05m
1 stop
Volaris Logo
7:35 am - 7:04 pm
ORD
-
SJD
13h 29m
1 stop
$333Volaris
Tue, May 19 - Tue, May 26
Volaris Logo
12:06 pm - 12:55 am
SJD
-
ORD
10h 49m
1 stop
Volaris Logo
7:35 am - 7:04 pm
ORD
-
SJD
13h 29m
1 stop
$336Volaris
Sat, Apr 25 - Sat, Jul 4
Volaris Logo
12:02 pm - 11:47 pm
SJD
-
ORD
9h 45m
1 stop
Volaris Logo
2:53 am - 11:29 am
ORD
-
SJD
10h 36m
1 stop
$342Volaris
Fri, Jul 10 - Mon, Jul 13
Volaris Logo
7:47 pm - 5:52 am
SJD
-
ORD
8h 05m
1 stop
Volaris Logo
7:35 am - 7:04 pm
ORD
-
SJD
13h 29m
1 stop
$350Volaris
Fri, May 1 - Sun, May 3
Volaris Logo
12:02 pm - 11:47 pm
SJD
-
ORD
9h 45m
1 stop
Volaris Logo
1:40 am - 10:09 am
ORD
-
SJD
10h 29m
1 stop
$364Volaris
Mon, May 18 - Mon, Jun 1
Volaris Logo
12:02 pm - 11:47 pm
SJD
-
ORD
9h 45m
1 stop
Volaris Logo
6:21 am - 11:29 am
ORD
-
SJD
7h 08m
1 stop
$374Volaris
Thu, Jun 18 - Sun, Jun 21
Volaris Logo
3:36 pm - 12:55 am
SJD
-
ORD
7h 19m
1 stop
Volaris Logo
7:35 am - 7:04 pm
ORD
-
SJD
13h 29m
1 stop
$377Volaris
Thu, May 7 - Thu, May 14
Volaris Logo
3:36 pm - 12:55 am
SJD
-
ORD
7h 19m
1 stop
Volaris Logo
2:53 am - 11:29 am
ORD
-
SJD
10h 36m
1 stop
$381Volaris
Fri, Jul 10 - Mon, Jul 13
Multiple Airlines Logo
8:40 am - 12:45 am
SJD
-
ORD
14h 05m
1 stop
Multiple Airlines Logo
1:49 pm - 4:04 pm
ORD
-
SJD
28h 15m
2 stops
$396Multiple Airlines
Fri, May 8 - Wed, May 13

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

Our best Aeromexico deals on Los Cabos to Chicago O'Hare Intl Airport flight tickets
Aeromexico
May 6
SJD6:44 pmSan José del Cabo Los Cabos
17h 16m
1 stop
ORD2:00 pmChicago O'Hare Intl
May 9
ORD6:06 pmChicago O'Hare Intl
25h 42m
2 stops
SJD5:48 pmSan José del Cabo Los Cabos
$414
Aeromexico
May 6
SJD6:44 pmSan José del Cabo Los Cabos
17h 16m
1 stop
ORD2:00 pmChicago O'Hare Intl
May 9
ORD6:06 pmChicago O'Hare Intl
25h 42m
2 stops
SJD5:48 pmSan José del Cabo Los Cabos
$416

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

Our best Volaris deals on Los Cabos to Chicago O'Hare Intl Airport flight tickets
Volaris
May 19
SJD7:47 pmSan José del Cabo Los Cabos
8h 05m
1 stop
ORD5:52 amChicago O'Hare Intl
May 26
ORD7:35 amChicago O'Hare Intl
13h 29m
1 stop
SJD7:04 pmSan José del Cabo Los Cabos
$333
Volaris
Apr 25
SJD12:06 pmSan José del Cabo Los Cabos
10h 49m
1 stop
ORD12:55 amChicago O'Hare Intl
Jul 4
ORD7:35 amChicago O'Hare Intl
13h 29m
1 stop
SJD7:04 pmSan José del Cabo Los Cabos
$336
Volaris
Jul 10
SJD12:02 pmSan José del Cabo Los Cabos
9h 45m
1 stop
ORD11:47 pmChicago O'Hare Intl
Jul 13
ORD2:53 amChicago O'Hare Intl
10h 36m
1 stop
SJD11:29 amSan José del Cabo Los Cabos
$342

momondo Fare Finder

 
Customize your flight search to find flights from Los Cabos to Chicago O'Hare Intl Airport 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 April 11, 2026.
Use the filters below to find and compare flights from Los Cabos to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Wed 6/17

7:45 pm-11:55 pm

1 stop26h 10m

Chicago O'Hare Intl

Sat 6/20

2:10 am-12:20 pm

1 stop12h 10m

$321

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Tue 5/19

7:47 pm-5:52 am

1 stop8h 05m

Chicago O'Hare Intl

Tue 5/26

7:35 am-7:04 pm

1 stop13h 29m

$333

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Sat 4/25

12:06 pm-12:55 am

1 stop10h 49m

Chicago O'Hare Intl

Sat 7/4

7:35 am-7:04 pm

1 stop13h 29m

$336

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 7/10

12:02 pm-11:47 pm

1 stop9h 45m

Chicago O'Hare Intl

Mon 7/13

2:53 am-11:29 am

1 stop10h 36m

$342

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 5/1

7:47 pm-5:52 am

1 stop8h 05m

Chicago O'Hare Intl

Sun 5/3

7:35 am-7:04 pm

1 stop13h 29m

$350

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Mon 5/18

12:02 pm-11:47 pm

1 stop9h 45m

Chicago O'Hare Intl

Mon 6/1

1:40 am-10:09 am

1 stop10h 29m

$364
Quickest round-trip

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Thu 6/18

12:02 pm-11:47 pm

1 stop9h 45m

Chicago O'Hare Intl

Sun 6/21

6:21 am-11:29 am

1 stop7h 08m

$374

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Thu 5/7

3:36 pm-12:55 am

1 stop7h 19m

Chicago O'Hare Intl

Thu 5/14

7:35 am-7:04 pm

1 stop13h 29m

$377

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 7/10

3:36 pm-12:55 am

1 stop7h 19m

Chicago O'Hare Intl

Mon 7/13

2:53 am-11:29 am

1 stop10h 36m

$381

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 5/8

8:40 am-12:45 am

1 stop14h 05m

Chicago O'Hare Intl

Wed 5/13

1:49 pm-4:04 pm

2 stops28h 15m

$396

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 Chicago from

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

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 day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Thursday when prices can be found for as low as $379. This is often the case because there is less demand to fly during this day of the week. On the other hand, Tuesday is the most expensive day to depart from Los Cabos because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $679.

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

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

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

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

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

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

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

Fastest flight time

4h 17m

Direct flights

Every day
The fastest flight from Los Cabos to Chicago O'Hare Intl Airport takes 4h 17m
Direct flights go from Los Cabos to Chicago O'Hare Intl Airport every day.
Search flight deals

Frequently asked questions about flying from Los Cabos to Chicago O'Hare Intl Airport

  • When did momondo last update prices for flights from Los Cabos to Chicago O'Hare Intl Airport?

    Prices for flights from Los Cabos to Chicago O'Hare Intl Airport were last updated today.

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

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

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare Intl 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 Chicago O'Hare Intl 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 Los Cabos to Chicago O'Hare Intl Airport?

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

Compare and see reviews for airlines that fly from Los Cabos to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $361Free CancellationRating
7.4
9,562 reviews
Search United Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Rosemont
Naperville
New Buffalo
Orland Park
Oak Brook
Kenosha
Joliet
Janesville
Aurora
Racine
Hammond
Elgin
Tinley Park
South Holland

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Los Cabos.

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

Flights from Los Cabos to Chicago 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 Los Cabos to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Los Cabos.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Los Cabos and alert you when they change.

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