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Cheap flights from Chicago (CHI) to Los Cabos (SJD)

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The best prices from Chicago to 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 Los Cabos (SJD)

CHI - SJD
Price
$386 - $593
SJD
Temperature
77 - 100.4 °F
SJD
Rainfall
0 - 1.5 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 to Los Cabos

One-way from

$146

One-way flight from Chicago to 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 day to fly round-trip from Chicago to Los Cabos?

Thursday flights are found to be more expensive to fly from Chicago to Los Cabos. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Los Cabos.

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

Find a great deal and save up to 18% by booking at least 47 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 $713.

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

Flights from Chicago to Los Cabos lean towards being more expensive in December. Prices are generally better when you fly from Chicago to Los Cabos in September, with the cheapest ticket starting at $252.

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

Unlike in the morning, when flights are generally more expensive, you can save up to 47% on flights from Chicago to Los Cabos by exploring options for tickets in the afternoon.

Cheap flights from Chicago to Los Cabos in November, December 2020

The best prices found for CHI to SJD flights for November, December
11 Dec - 15 Dec
$288pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
12 Dec - 15 Dec
$290pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
VivaAerobus
 
1 STOP
ORD
Chicago O'Hare Intl
31 Dec - 5 Jan
$292pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl

Chicago to Los Cabos 2021 flight deals

Cheap flights to Los Cabos from Chicago found for next year
11 Dec - 15 Dec
$288pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
12 Dec - 15 Dec
$290pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
VivaAerobus
 
1 STOP
ORD
Chicago O'Hare Intl
31 Dec - 5 Jan
$292pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl

Non-stop flights to Los Cabos from Chicago

Save time with Chicago to Los Cabos direct flight deals
9 Dec - 15 Dec
$390pp
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
9 Dec - 13 Dec
$430pp
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
4 Dec - 11 Dec
$431pp
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
American Airlines
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
8 Dec - 13 Dec
$294pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
VivaAerobus
 
1 STOP
ORD
Chicago O'Hare Intl
7 Dec - 9 Dec
$301pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
4 Dec - 8 Dec
$303pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
VivaAerobus
 
1 STOP
ORD
Chicago O'Hare Intl

One-way flights to Los Cabos from Chicago

The cheapest one-way flights from Chicago to Los Cabos
7:30 pm - 12:27 pm
Volaris
3 Stops
17h 57m
ORD - SJD
Volaris
$146
Gotogate
4:50 pm - 7:45 am
VivaAerobus
1 Stop
15h 55m
ORD - SJD
VivaAerobus
4:49 am - 2:15 am
Multiple Airlines
3 Stops
46h 26m
ORD - SJD
Multiple Airlines
$171
Kiwi.com

Related info for your journey

Useful info, stats and facts about Chicago to Los Cabos flights.

Flight FAQs

From Chicago to Los Cabos

Are flight prices decreasing from Chicago to San Jose Cabo due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago and San Jose Cabo for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Chicago to San José del Cabo Los Cabos to control the spread of COVID-19?

Airlines globally have implemented additional safety measures to accommodate you. Alaska Airlines and Delta are some airlines that have done so. Airline carriers are regularly disinfecting and sanitizing their aircraft. Masks are provided and are mandatory while on board. Pre-flight testing for symptoms and antibodies, alongside socially distanced seating (for a limited time) will work towards keeping travelers safer while flying from Chicago to San José del Cabo Los Cabos. Policies will vary by airline.

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 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 Multiple Airlines for just $206, but on average you can expect to pay $238.

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 $464.

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.

Is Chicago weather warmer or cooler than San Jose Cabo?

Temperatures around the 100 °F's can be experienced in July. The weather in San Jose Cabo is hotter than in Chicago. Plan for potential changes in flight availability as peak weather approaches in this location.

How long is the flight from Chicago to Los Cabos?

There are many flights that can get you from Chicago to Los Cabos in 8h 26m. Fly via Delta or Volaris to get the fastest option. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

What is the cheapest airline to fly from Chicago to Los Cabos round-trip?

Currently priced at $222, Volaris will fly you from Chicago to Los Cabos and back. In addition to Volaris, many other airlines offer competitively priced options for your trip. You may be able to fly from Chicago to Los Cabos for 53% less than the average price by searching for this airline.

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

The cheapest airlines for a one-way flight from Chicago to Los Cabos are Volaris ($74) and VivaAerobus ($153).

Related searches

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

Rent a Car

Car Rentals at Los Cabos

Alternative routes for Chicago to Los Cabos

Destination information for Los Cabos

Things to know before you go. Useful info for your trip from Chicago to Los Cabos
Today's exchange rate
$1 = $20.02
Average temperature for November in Los Cabos
86.0 °F
Avg rainfall for November in Los Cabos
0.1 ″

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Airports servicing San José del Cabo

Top 7 airlines 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 N/A 79%
Spirit Airlines
$189 $347 No cancel fee 65%
Interjet
$260 $440 No cancel fee 68%
American Airlines
$222 $564 No cancel fee 71%
United Airlines
$210 $565 No cancel fee 69%
Aeromexico
$202 $607 No cancel fee N/A
Delta
$210 $818 No cancel fee N/A

Hourly flight availability from Chicago to Los Cabos

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 Los Cabos
Sunday
2 daily flights
Monday
2 daily flights
Tuesday
1 daily flight
Wednesday
2 daily flights
Thursday
2 daily flights
Friday
2 daily flights
Saturday
2 daily flights