Cheap flights from Chicago (CHI) to San José del Cabo (SJD)

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The best prices from Chicago to San José del Cabo Los Cabos are usually found in August or September, booked 31 days in advance, depart on a Monday or Tuesday and return on a Wednesday

How to find the cheapest flight from
Chicago (CHI) to San José del Cabo (SJD)

All the information you need to plan the best CHI to SJD flight in 2021: compare Chicago to San José del Cabo flight prices with the expected peak season, weather and rainfall in San José del Cabo.
CHI - SJD
Price
$386 - $593
SJD
Temperature
66.2 - 84.2 °F
SJD
Precipitation
0 - 4.5 inches

Popular in

December

High demand for flights, 20% potential price rise

Cheapest in

August

Best time to find cheap flights, 19% potential price drop

Round-trip from

$386

From Chicago (CHI) to San José del Cabo Los Cabos

One-way from

$111

One-way flight from Chicago (CHI) to San José del Cabo Los Cabos

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest month to fly from Chicago to San José del Cabo?

August can be a great time to fly to San José del Cabo from Chicago with a flight ticket averaging about $474. Cheapflights users have found deals in the month of August for as cheap as $314. The most expensive prices can be found in the month of December.

When is the cheapest time to fly from Chicago to San José del Cabo (CHI - SJD)?

It’s optimal to fly from Chicago to San José del Cabo at noon. By choosing this option you can save up to 48% on the cost of your flight, compared to a flight in the morning.

What is the cheapest day to fly round-trip from Chicago to San José del Cabo?

Leaving on a Sunday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 7% on the overall cost on flights from Chicago to San José del Cabo.

How far in advance should I book a flight from Chicago to San José del Cabo?

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 San José del Cabo within the next two weeks, with the cheapest ticket starting at $540.

Cheap flights from Chicago to San José del Cabo in October, November 2021

The best prices found for CHI to SJD flights for October, November
13 Nov - 17 Nov
$216pp
ORD
Chicago O'Hare Intl
Multiple 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 - 1 Nov
$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
22 Nov - 30 Nov
$220pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
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 San José del Cabo 2021 flight deals

Cheap flights to San José del Cabo from Chicago found for this year
4 Dec - 12 Dec
$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 - 14 Dec
$214pp
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

Non-stop flights to San José del Cabo from Chicago

Save time with Chicago to San José del Cabo direct flight deals
30 Jan - 4 Feb
$337pp
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
15 Nov - 22 Nov
$351pp
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 - 22 Apr
$354pp
ORD
Chicago O'Hare Intl
Qatar Airways
Non-Stop
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Qatar Airways
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to San José del Cabo

Late deals on round-trip flights to San José del Cabo from Chicago, departing today and this week
30 Oct - 1 Nov
$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
30 Oct - 1 Nov
$237pp
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
31 Oct - 6 Nov
$240pp
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

One-way flights to Los Cabos from Chicago

The cheapest one-way flights from Chicago to San José del Cabo
6:50 pm - 3:55 pm
VivaAerobus
1 Stop
22h 05m
ORD - SJD
VivaAerobus
$111
mytrip.com
2:57 pm - 5:27 am
Volaris
1 Stop
16h 30m
ORD - SJD
Volaris
$113
SmartFares
7:19 am - 5:21 am
Frontier
1 Stop
23h 02m
ORD - SJD
Frontier
$114
SmartFares

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Chicago</span> to <span class="emphasized">San José del Cabo</span> flights.

Flight FAQs

From Chicago to San José del Cabo

What airport do you fly into for flights to San José del Cabo from Chicago?

If you book a flight to San José del Cabo from Chicago, you will be flying to Los Cabos, which is the city’s only airport. San José del Cabo Los Cabos (SJD) is located 6.6 mi from the center of San José del Cabo. There is 1 flight from Chicago to Los Cabos per day from 8 different airlines.

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

American Airlines, United Airlines, and Interjet are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

Can I find flights from Chicago to San José del Cabo for under $300 on Cheapflights?

Yes, there are multiple flights from Chicago to San José del Cabo for under $300. The cheapest flight booked recently is on Frontier for just $209, but on average you can expect to pay $222.

Are there nonstop flights from Chicago to San José del Cabo for under $400 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to San José del Cabo under $400. A good price for a nonstop flight from Chicago to San José del Cabo is less than $391.

Are there last-minute flights available from Chicago to San José del Cabo for under $300?

There are currently 20+ open flights from Chicago to San José del Cabo within the next 7 days for less than $300.

What days are nonstop flights available from Chicago to San José del Cabo?

Nonstop flights can be found on the following days: Sunday, Friday, Saturday.

How many flights depart from Chicago to San José del Cabo on average per day?

Per day, 4 flights depart from Chicago to San José del Cabo on average.
Morning (6am - Noon) - 100% of flight departures

How long is the flight from Chicago to San José del Cabo?

Frontier and Spirit Airlines can get you from Chicago to San José del Cabo in just under 16h 33m. Your travel time can differ by up to 15h 10m. Airlines will cover 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 flying from Chicago to San José del Cabo round-trip?

Our cheapest airline available from Chicago to San José del Cabo is Frontier. Our recent data shows that you can find tickets from as low as $209 on this airline. An additional option worth looking into is Spirit Airlines, starting at $217. Frontier is 55% cheaper than the average price of flights available within the next 90 days to this destination.

What are the cheapest airlines to fly from Chicago to San José del Cabo one-way?

$83 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on VivaAerobus and Spirit Airlines, with prices starting from $84 and $97, respectively.

What are the most reliable airlines from Chicago to San José del Cabo?

Before booking your flight to San José del Cabo 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%).

What are the most popular airlines that fly from Chicago to San José del Cabo?

Interjet, Major Airline and American Airlines are the most popular airlines when flying from Chicago to San José del Cabo.

What are the cheapest flights from Chicago to San José del Cabo?

While on average a flight from Chicago to San José del Cabo is generally $904, our data shows the cheapest flight currently is $203. When looking at the most popular route, (Chicago O'Hare Intl - San José del Cabo Los Cabos), you can expect to pay $215 for that flight.

COVID Restrictions

View COVID Travel Restrictions for San José del Cabo, Mexico

Do I need a COVID test to fly to San José del Cabo from Chicago?

Information is based on travel restrictions from Chicago to San José del Cabo Los Cabos

Most visitors from Chicago can enter San José del Cabo 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 San José del Cabo Los Cabos.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering San José del Cabo Los Cabos.

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


Do I need a test to fly back to Chicago from San José del Cabo?

Returning to Chicago from San José del Cabo Los Cabos

COVID-19 testing requirements
Visitors from San José del Cabo 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 San José del Cabo Los Cabos are not required to quarantine after entering Chicago.

Hide COVID Travel Restrictions for San José del Cabo, Mexico

Alternative routes for Chicago to San José del Cabo

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

Destination information for San José del Cabo

Things to know before you go - useful duration and weather info for your trip from Chicago to San José del Cabo.
Today's exchange rate
$1 = $20.21
Average temperature for October in San José del Cabo
95.0 °F
Avg rainfall for October in San José del Cabo
0.2 ″

Airports servicing Chicago

Midway (MDW)
Rockford (RFD)

Airports servicing San José del Cabo

Top 7 airlines flying from Chicago to San José del Cabo Los Cabos

The chart below displays the airlines Cheapflights users traveling from Chicago to San José del Cabo 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%

Hourly flight availability from Chicago to San José del Cabo

See what time of day planes typically take off from Chicago towards San José del Cabo.
Morning 6 AM to noon 100% of CHI to SJD departures
Early morning Midnight to 6 AM 0% of CHI to SJD departures
Afternoon Noon to 6 PM 0% of CHI to SJD departures
Evening 6 PM to midnight 0% of CHI to SJD departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Chicago to San José del Cabo
See how many times per day planes take to the skies headed from Chicago to San José del Cabo.
Sunday
1 daily flight
Monday
1 daily flight
Tuesday
0 flights
Wednesday
0 flights
Thursday
3 daily flights
Friday
1 daily flight
Saturday
1 daily flight
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