Cheap flights from Chicago (CHI) to Los Cabos

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How to find the cheapest flight from
Chicago (CHI) to Los Cabos

All the information you need to plan the best CHI to SJD flight in 2021: compare Chicago to Los Cabos flight prices with the expected peak season, weather and rainfall in Los Cabos.
How far in advance should I book a flight from Chicago to Los Cabos?

Find a great deal and save up to 12% by booking at least 31 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Chicago to Los Cabos within the next two weeks, with the cheapest ticket starting at $540.

When is the cheapest time to fly from Chicago to Los Cabos (CHI - KPG)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Los Cabos as you normally would.

What is the cheapest month to fly from Chicago to Los Cabos?

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, August can be a great choice for travel to Los Cabos. Flights to Los Cabos from Chicago in August are about $474 on average during August, but can be found for as low as $314.

Cheap flights from Chicago to Los Cabos in October, November 2021

The best prices found for CHI to Los Cabos flights for October, November
6 Nov - 12 Nov
$209pp
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
10 Nov - 12 Nov
$213pp
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
29 Oct - 5 Nov
$223pp
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl

Chicago to Los Cabos 2021 flight deals

Cheap flights to Los Cabos from Chicago found for this year
6 Nov - 12 Nov
$209pp
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
8 Dec - 12 Dec
$213pp
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
4 Dec - 7 Dec
$217pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Non-stop flights to Los Cabos from Chicago

Save time with Chicago to Los Cabos direct flight deals
23 Jan - 27 Jan
$357pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
28 Jan - 2 Feb
$361pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
17 Apr - 23 Apr
$380pp
ORD
Chicago O'Hare Intl
Major Airline
Non-Stop
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Major Airline
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Los Cabos

Late deals on round-trip flights to Los Cabos from Chicago, departing today and this week
30 Oct - 5 Nov
$229pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
30 Oct - 5 Nov
$236pp
ORD
Chicago O'Hare Intl
Spirit Airlines
   
2 STOPS
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
30 Oct - 5 Nov
$244pp
ORD
Chicago O'Hare Intl
Spirit Airlines
   
2 STOPS
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Spirit Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl

One-way flights to Los Cabos from Chicago

The cheapest one-way flights from Chicago to Los Cabos
1:57 pm - 7:05 am
Volaris
2 Stops
18h 08m
ORD - SJD
Volaris
$113
SmartFares
6:55 pm - 7:50 am
VivaAerobus
2 Stops
13h 55m
ORD - SJD
VivaAerobus
$114
SmartFares
11:46 am - 5:12 am
Frontier
2 Stops
18h 26m
ORD - SJD
Frontier
$116
Kiwi.com

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Chicago</span> to <span class="emphasized">Los Cabos</span> flights.

Flight FAQs

From Chicago to Los Cabos

Which airlines flying from Chicago to Los Cabos have flexible cancellations due to COVID-19?

Some of the carriers operating flights from Chicago to Los Cabos that may be offering flexible cancellation policies are American Airlines, United Airlines, and Interjet. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

Can I find flights from Chicago to Los Cabos for under $300 on Cheapflights?

Yes, there are multiple flights from Chicago to Los Cabos for under $300. The cheapest flight booked recently is on Frontier for just $209, but on average you can expect to pay $225.

Are there nonstop flights from Chicago to Los Cabos for under $400 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to Los Cabos under $400. A good price for a nonstop flight from Chicago to Los Cabos is less than $419.

Are there last-minute flights available from Chicago to Los Cabos for under $300?

There are currently 20+ open flights from Chicago to Los Cabos within the next 7 days for less than $300.

What days are nonstop flights available from Chicago to Los Cabos?

You can find nonstop flights on the following days: Wednesday, Friday.

How many flights depart from Chicago to Los Cabos on average per day?

2 flight departures from Chicago to Los Cabos per day on average.
Morning (6am - Noon) - 100% of flight departures

How long is the flight from Chicago to Los Cabos?

Departing from Chicago to Los Cabos will take you 17h 30m. Chicago and Los Cabos are separated by a distance of 1817 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

What are the cheapest airlines to fly from Chicago to Los Cabos one-way?

To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $83. VivaAerobus flights start at $85 while deals on Spirit Airlines start at $97 one-way.

What are the most popular airlines that fly from Chicago to Los Cabos?

The most popular airlines flying from Chicago to Los Cabos are Interjet, Major Airline and American Airlines. Something to consider prior to booking your flight.

What are the cheapest flights from Chicago to Los Cabos?

Looking for the cheapest flight from Chicago to Los Cabos? While on average our users pay $904, our data indicates the cheapest price to be $203. The most popular route (Chicago O'Hare Intl - San José del Cabo Los Cabos), is priced around $216.

What are the most reliable airlines from Chicago to Los Cabos?

Before booking your flight to Los Cabos from Chicago, check out the most reliable airlines to get you to your destination on time: United Airlines (94%), American Airlines (93%), Qatar Airways( 85%).

Related searches

Flights to Los Cabos from Chicago
Flights to Chicago Flights to Los Cabos Flights from Chicago

Rent a Car

Car Rentals in Los Cabos

COVID Restrictions

View COVID Travel Restrictions for Los Cabos

Do I need a COVID test to fly to Los Cabos from Chicago?

Information is based on travel restrictions from Chicago to Los Cabos

Most visitors from Chicago can enter Los Cabos without restrictions.

COVID-19 testing requirements
Visitors from Chicago are not required to present a negative COVID-19 PCR test or antigen result upon entering Los Cabos.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Los Cabos.

Documents
Health Declaration Form - Completed form should be presented upon arrival


Do I need a test to fly back to Chicago from Los Cabos?

Returning to Chicago from Los Cabos

COVID-19 testing requirements
Visitors from Los Cabos must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago.

Quarantine requirements
Visitors from Los Cabos are not required to quarantine after entering Chicago.

Hide COVID Travel Restrictions for Los Cabos

Alternative routes for Chicago to Los Cabos

See prices for flight routes from nearby airports that may be better suited for you.

Destination points for flights from Chicago to Los Cabos

Select to see more specific information for flights from Chicago to all places in Los Cabos.

Destination information for Los Cabos

Things to know before you go - useful duration and weather info for your trip from Chicago to Los Cabos.
Today's exchange rate
$1 = $20.17
Average temperature for October in Los Cabos
95.0 °F
Avg rainfall for October in Los Cabos
0.2 ″

Airports servicing Chicago

Midway (MDW)
Rockford (RFD)

Airports servicing

Top 7 airlines flying from Chicago to Los Cabos

The chart below displays the airlines Cheapflights users traveling from Chicago to Los Cabos choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Volaris
$145 $255 No cancel fee 79%
Spirit Airlines
$189 $347 No cancel fee 65%
Aeromexico
$202 $607 No cancel fee N/A
Delta
$210 $818 No cancel fee N/A
United Airlines
$210 $565 No cancel fee 69%
American Airlines
$222 $564 No cancel fee 71%
Interjet
$260 $440 No cancel fee 68%
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