Cheap flights from Midway (MDW) to Cabo San Lucas

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

How to find the cheapest flight from
Midway (MDW) to Cabo San Lucas

All the information you need to plan the best MDW to SJD flight in 2022: compare Midway to Cabo San Lucas flight prices with the expected peak season, weather and rainfall in Cabo San Lucas.
What is the cheapest month to fly from Chicago Midway Airport to Cabo San Lucas?

Our data shows that January tends to be the cheapest month to fly to Cabo San Lucas from Chicago Midway Airport. Users have commonly found prices around $506 for the month, but tickets can be as low as $294. Due to multiple factors, prepare for potentially higher prices in June.

How far in advance should I book a flight from Chicago Midway Airport to Cabo San Lucas?

To save on the cost of your flight from Chicago Midway Airport to Cabo San Lucas, book at least 61 days before your planned departure. Booking around this time can save you about 9% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $539 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $557.

When is the cheapest time to fly from Chicago Midway Airport to Cabo San Lucas (MDW - C4B)?

When flying from Chicago Midway Airport to Cabo San Lucas, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap flights from Midway to Cabo San Lucas in August, September 2022

The best prices found for MDW to Cabo San Lucas flights for August, September
30 Sep - 8 Oct
$253pp
MDW
Chicago Midway
Frontier
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Frontier
 
1 STOP
MDW
Chicago Midway
26 Aug - 27 Aug
$288pp
MDW
Chicago Midway
Frontier
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Frontier
 
1 STOP
MDW
Chicago Midway
16 Aug - 22 Aug
$333pp
MDW
Chicago Midway
Multiple Airlines
   
2 STOPS
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Frontier
 
1 STOP
MDW
Chicago Midway

Chicago Midway to Cabo San Lucas 2022 flight deals

Cheap flights to Cabo San Lucas from Midway found for this year
30 Sep - 8 Oct
$253pp
MDW
Chicago Midway
Frontier
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Frontier
 
1 STOP
MDW
Chicago Midway
14 Oct - 22 Oct
$287pp
MDW
Chicago Midway
Frontier
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Frontier
 
1 STOP
MDW
Chicago Midway
26 Aug - 27 Aug
$288pp
MDW
Chicago Midway
Frontier
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Frontier
 
1 STOP
MDW
Chicago Midway

Cheap Frontier flights from Midway to Cabo San Lucas

30 Sep - 8 Oct
$253pp
MDW
Chicago Midway
Frontier
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Frontier
 
1 STOP
MDW
Chicago Midway
14 Oct - 22 Oct
$287pp
MDW
Chicago Midway
Frontier
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Frontier
 
1 STOP
MDW
Chicago Midway
26 Aug - 27 Aug
$288pp
MDW
Chicago Midway
Frontier
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Frontier
 
1 STOP
MDW
Chicago Midway

Cheap Volaris flights from Midway to Cabo San Lucas

9 Jan - 16 Jan
$331pp
MDW
Chicago Midway
Volaris
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Volaris
 
1 STOP
MDW
Chicago Midway
5 Dec - 10 Dec
$334pp
MDW
Chicago Midway
Volaris
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Volaris
 
1 STOP
MDW
Chicago Midway
23 Nov - 28 Nov
$352pp
MDW
Chicago Midway
Volaris
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Volaris
 
1 STOP
MDW
Chicago Midway

Last minute flights from Midway to Cabo San Lucas

Late deals on round-trip flights to Cabo San Lucas from Midway, departing today and this week
10 Aug - 13 Aug
$401pp
MDW
Chicago Midway
Multiple Airlines
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Frontier
 
1 STOP
MDW
Chicago Midway
14 Aug - 18 Aug
$422pp
MDW
Chicago Midway
Multiple Airlines
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Multiple Airlines
   
2 STOPS
MDW
Chicago Midway
10 Aug - 13 Aug
$503pp
MDW
Chicago Midway
Multiple Airlines
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Frontier
 
1 STOP
MDW
Chicago Midway

One-way flights to Cabo San Lucas from Chicago Midway

The cheapest one-way flights from Midway to Cabo San Lucas
4:06 am - 10:21 am
Frontier
2 Stops
31h 15m
MDW - SJD
Frontier
$209
Kiwi.com
1:50 am - 8:04 am
Copa Airlines
1 Stop
7h 14m
MDW - SJD
Copa Airlines
$218
flightschannel
2:19 pm - 3:25 am
Multiple Airlines
1 Stop
14h 06m
MDW - SJD
Multiple Airlines
$312
Kiwi.com

Related info for your journey

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

Flight FAQs

From Midway to Cabo San Lucas

Which airlines flying from Chicago Midway to Cabo San Lucas have flexible cancellations due to COVID-19?

Some of the carriers operating flights from Chicago Midway to Cabo San Lucas that may be offering flexible cancellation policies are Delta, American Airlines, and Volaris. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

Can I find flights from Chicago Midway Airport to Cabo San Lucas for under $300 on Cheapflights?

Yes, there are multiple flights from Chicago Midway Airport to Cabo San Lucas for under $300. The cheapest flight booked recently is on Frontier for just $253, but on average you can expect to pay $340.

Are there last-minute flights available from Chicago Midway Airport to Cabo San Lucas for under $500?

There are currently 20+ open flights from Chicago Midway Airport to Cabo San Lucas within the next 7 days for less than $500.

What are the cheapest airlines to fly from Chicago Midway Airport to Cabo San Lucas one-way?

$109 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Volaris and Copa Airlines, with prices starting from $166 and $218, respectively.

What are the most popular airlines that fly from Chicago Midway Airport to Cabo San Lucas?

The most popular airlines flying from Chicago Midway Airport to Cabo San Lucas are American Airlines, Aeromexico and Delta. Something to consider prior to booking your flight.

COVID Restrictions

View COVID Travel Restrictions for Cabo San Lucas

Do I need a COVID test to fly to Cabo San Lucas from Midway?

Information is based on travel restrictions from Chicago Midway to Cabo San Lucas

Most visitors from Chicago Midway can enter Cabo San Lucas without restrictions.

COVID-19 testing requirements
Visitors from Chicago Midway are not required to present a negative COVID-19 PCR test or antigen result upon entering Cabo San Lucas.

Quarantine requirements
Visitors from Chicago Midway are not required to quarantine after entering Cabo San Lucas.

Documents
Tourist Card - The printed tourist card must be presented upon arrival in Mexico.


Do I need a test to fly back to Midway from Cabo San Lucas?

Returning to Chicago Midway from Cabo San Lucas

COVID-19 testing requirements
Visitors from Cabo San Lucas are not required to present a negative COVID-19 PCR test or antigen result upon entering Chicago Midway.

Quarantine requirements
Visitors from Cabo San Lucas are not required to quarantine after entering Chicago Midway.

Hide COVID Travel Restrictions for Cabo San Lucas

Alternative routes for Midway to Cabo San Lucas

See prices for flight routes from nearby airports that may be better suited for you.
Weekly flight availability
from Midway to Cabo San Lucas
See how many times per day planes take to the skies headed from Midway to Cabo San Lucas.
Sunday
0 flights
Monday
0 flights
Tuesday
0 flights
Wednesday
0 flights
Thursday
0 flights
Friday
0 flights
Saturday
1 daily flight
Home Flights North America Mexico Cabo San Lucas Cheap flights from Midway to Cabo San Lucas