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Cheap flights from Chicago Midway Airport to San José del Cabo from $148

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to San José del Cabo departing on 9/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to San José del Cabo

Cheap round-trip flights

Delta Logo
6:04 am - 11:23 amMDW-SJD
7h 19m1 stop
Delta Logo
6:10 am - 9:44 pmSJD-MDW
13h 34m2 stops
$400Delta
Find Deal
Mon, Aug 18 - Fri, Aug 22
Delta Logo
6:04 am - 11:23 amMDW-SJD
7h 19m1 stop
Delta Logo
6:10 am - 9:44 pmSJD-MDW
13h 34m2 stops
$401Delta
Find Deal
Wed, Aug 13 - Wed, Aug 20
Delta Logo
6:00 am - 6:40 pmMDW-SJD
14h 40m2 stops
Delta Logo
6:00 am - 9:26 pmSJD-MDW
13h 26m2 stops
$405Delta
Find Deal
Sun, Aug 31 - Thu, Sep 4
Delta Logo
6:00 am - 11:23 amMDW-SJD
7h 23m1 stop
Delta Logo
6:00 am - 9:26 pmSJD-MDW
13h 26m2 stops
$406Delta
Find Deal
Sun, Aug 31 - Thu, Sep 4
Delta Logo
6:00 am - 11:30 amMDW-SJD
7h 30m1 stop
Delta Logo
1:25 pm - 8:45 amSJD-MDW
17h 20m2 stops
$409Delta
Find Deal
Mon, Oct 20 - Fri, Oct 24
Southwest Logo
5:45 am - 12:50 pmMDW-SJD
9h 05m2 stops
Southwest Logo
10:40 am - 8:50 pmSJD-MDW
8h 10m1 stop
$430Southwest
Find Deal
Mon, Aug 11 - Fri, Aug 15
Southwest Logo
7:40 am - 12:20 pmMDW-SJD
6h 40m1 stop
Southwest Logo
1:45 pm - 11:00 pmSJD-MDW
7h 15m1 stop
$431Southwest
Find Deal
Mon, Jul 28 - Tue, Aug 5
 Logo
6:00 am - 2:55 pmMDW-SJD
10h 55m2 stops
 Logo
8:29 am - 7:16 pmSJD-MDW
8h 47m1 stop
Sun, Sep 21 - Fri, Sep 26
 Logo
6:00 am - 4:35 pmMDW-SJD
11h 35m2 stops
 Logo
8:00 am - 5:34 pmSJD-MDW
8h 34m1 stop
Thu, Nov 13 - Sun, Nov 16
Aeromexico Logo
6:00 am - 10:30 pmMDW-SJD
18h 30m2 stops
Aeromexico Logo
6:00 am - 9:44 pmSJD-MDW
13h 44m2 stops
$506Aeromexico
Find Deal
Sun, Oct 12 - Tue, Oct 14

Aeromexico flights from Chicago Midway Airport to San José del Cabo

Our best Aeromexico deals on Chicago Midway Airport to San José del Cabo flight tickets
Aeromexico
Oct 12
MDW6:00 amChicago Midway
18h 30m
2 stops
SJD10:30 pmSan José del Cabo Los Cabos
Oct 14
SJD6:00 amSan José del Cabo Los Cabos
13h 44m
2 stops
MDW9:44 pmChicago Midway
Aeromexico
Jul 15
MDW6:00 amChicago Midway
7h 22m
1 stop
SJD11:22 amSan José del Cabo Los Cabos
Jul 22
SJD12:27 pmSan José del Cabo Los Cabos
25h 53m
1 stop
MDW4:20 pmChicago Midway
Aeromexico
Jul 12
MDW6:00 amChicago Midway
7h 22m
1 stop
SJD11:22 amSan José del Cabo Los Cabos
Oct 18
SJD6:00 amSan José del Cabo Los Cabos
13h 44m
2 stops
MDW9:44 pmChicago Midway

Delta flights from Chicago Midway Airport to San José del Cabo

Our best Delta deals on Chicago Midway Airport to San José del Cabo flight tickets
Delta
Aug 18
MDW6:04 amChicago Midway
7h 19m
1 stop
SJD11:23 amSan José del Cabo Los Cabos
Aug 22
SJD6:10 amSan José del Cabo Los Cabos
13h 34m
2 stops
MDW9:44 pmChicago Midway
Delta
Aug 13
MDW6:04 amChicago Midway
7h 19m
1 stop
SJD11:23 amSan José del Cabo Los Cabos
Aug 20
SJD6:10 amSan José del Cabo Los Cabos
13h 34m
2 stops
MDW9:44 pmChicago Midway
Delta
Aug 31
MDW6:00 amChicago Midway
14h 40m
2 stops
SJD6:40 pmSan José del Cabo Los Cabos
Sep 4
SJD6:00 amSan José del Cabo Los Cabos
13h 26m
2 stops
MDW9:26 pmChicago Midway

See travel insights to San José del Cabo from

How to get the cheapest flight ticket from Chicago Midway Airport to San José del Cabo

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 month to fly to San José del Cabo?

The cheapest month to fly to San José del Cabo from Chicago Midway Airport is in August. Flight prices, which tend to average around $548, are often lower during this time because this is during the off-season. If you’re not able to fly to San José del Cabo in August, then January is your next best option. Flight prices from Chicago Midway Airport to San José del Cabo during January average around $563.

What is the cheapest day to depart on your flight to San José del Cabo?

According to our data, Tuesday is the cheapest day to fly to San José del Cabo from Chicago Midway Airport. The lowest ticket price found for a Tuesday departure recently was $588. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Thursday is the most expensive day to depart from Chicago Midway Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $714.

What is the cheapest time of day to depart on your flight to San José del Cabo?

Flying to San José del Cabo from Chicago Midway Airport in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $313 when looking at flights departing in the afternoon. Flights to San José del Cabo are more costly in the morning, with an average ticket price of $654. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago Midway to San José del Cabo Los Cabos flight route?

Fly from Chicago Midway to San José del Cabo Los Cabos for the best Chicago Midway - San José del Cabo Los Cabos flight prices

What cabin class options are available on Chicago Midway to San José del Cabo Los Cabos flights?

There are 1 cabin classes available to choose from on Chicago Midway to San José del Cabo Los Cabos flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from Chicago Midway Airport to San José del Cabo

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to San José del Cabo according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to San José del Cabo (MDW to SJD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to San José del Cabo

Best Price Found

$148

Fastest flight time

5h 50m

Direct flights

Sun

Airports in San José del Cabo

1 airport
The best one-way flight to San José del Cabo from Chicago Midway Airport in the past 72 hours is $148. The best round-trip flight deal from Chicago Midway Airport to San José del Cabo found on momondo in the last 72 hours is $400.
The fastest flight from Chicago Midway Airport to San José del Cabo takes 5h 50m
Direct flights go from Chicago Midway Airport to San José del Cabo on Sunday. The only airline offering direct flights is Southwest.
There is 1 airport near San José del Cabo: San José del Cabo Los Cabos (SJD)

  • How far is Chicago Midway to San José del Cabo Los Cabos by plane?

    Chicago Midway and San José del Cabo Los Cabos are 1808.5 mi apart from one another. Typically, this will take 5h 50m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago Midway Airport to San José del Cabo Los Cabos Airport?

    Prices for flights from Chicago Midway Airport to San José del Cabo Los Cabos Airport are updated daily.

  • How many operators does momondo search for flights from Chicago Midway Airport to San José del Cabo Los Cabos Airport?

  • How old do you have to be to fly from Chicago Midway Airport to San José del Cabo Los Cabos Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to San José del Cabo Los Cabos Airport.

  • What documentation or ID do you need to fly to San José del Cabo Los Cabos Airport?

    The travel and health documents you'll need for your trip to San José del Cabo Los Cabos Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at San José del Cabo Los Cabos Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago Midway Airport to San José del Cabo?

  • What is the most popular airline from Chicago Midway Airport to San José del Cabo?


Best airlines flying from Chicago Midway Airport to San José del Cabo

Compare and see reviews for airlines that fly from Chicago Midway Airport to San José del Cabo with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $543Free CancellationRating
8.0
4,273 reviews
Search Southwest flights

Traveling to a place near San José del Cabo?

Book flights to San José del Cabo if you plan to visit one of these locations
Cabo San Lucas
Los Barriles
Todos Santos

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to San José del Cabo?

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 San José del Cabo from Chicago.

Can I find flights from Chicago to San José del Cabo with flexible booking policies on momondo?

All flight searches from Chicago to San José del Cabo on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to San José del Cabo?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to San José del Cabo.

I’m not ready to book a flight from Chicago to San José del Cabo right now. Can momondo alert me if prices change?

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


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