Cheap flights from Chicago to San José del Cabo from $122

1 adult
Economy
0 bags
From?
To?
Tue 10/3
Tue 10/10

Deals available from 900+ travel sites.

Flight information for Chicago to San José del Cabo
(CHI to SJD)

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

Best Price Found

$122

Fastest flight time

3h 14m

Direct flights

Every day

Airports in San José del Cabo

1 airport
The best one-way flight to San José del Cabo from Chicago in the past 72 hours is $122. The best round-trip flight deal from Chicago to San José del Cabo found on momondo in the last 72 hours is $292.
The fastest flight from Chicago to San José del Cabo takes 3h 14m
Direct flights go from Chicago to San José del Cabo every day.
There is 1 airport near San José del Cabo: San José del Cabo Los Cabos (SJD)

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

May. The cheapest time of year to fly to San José del Cabo from Chicago is May. Most expensive is December

What is the cheapest day to depart Chicago for San José del Cabo?

Tuesday. The cheapest day of the week is typically Tuesday. The most expensive is typically Thursday

When is the cheapest time to fly from Chicago to San José del Cabo?

In the evening. Chicago to San José del Cabo flights are approximately 39% more expensive in the afternoon than in the evening

What is the cheapest airline that flies to San José del Cabo from Chicago?

Volaris. Aeromexico, American Airlines, and Spirit Airlines are the most popular carriers operating from Chicago to San José del Cabo

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

Chicago O'Hare Intl - San José del Cabo Los Cabos. Fly from Chicago O'Hare Intl to San José del Cabo Los Cabos for the best Chicago - San José del Cabo flight prices

How far in advance should you book Chicago to San José del Cabo flights?

60 days before. The cheapest time to buy a flight from Chicago to San José del Cabo is approximately 60 days to departure

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

23 flights are operational weekly from Chicago to San José del Cabo as of September 2023. The most popular departure day for this route is Saturday, with 22% of flights per week taking off on this day.

Can stopping save me money on Chicago to San José del Cabo flights?

You could potentially save up to 2% on your flight if you consider stops on a Chicago to San José del Cabo flight.

If you are looking to fly from Chicago to San José del Cabo, you are most likely going to fly from Chicago O'Hare Intl Airport to San José del Cabo Los Cabos Airport, the most popular airports on that route. When booking your trip to San José del Cabo, it is helpful to have an alternative airport to fly out of. The nearest airport to Chicago O'Hare Intl Airport is Chicago Midway Airport which is located in Chicago. If you are looking for an alternate airport to fly into near San José del Cabo Los Cabos Airport, La Paz Leon Airport is a great option and is located in La Paz. The cheapest route from Chicago to San José del Cabo is ORD — SJD with an average price of $294 RT during the month of September.

Chicago O'Hare Intl Airport (ORD) to San José del Cabo Los Cabos Airport (SJD)$294
Search Flight Deals
Chicago Midway Airport (MDW) to San José del Cabo Los Cabos Airport (SJD)$304
Search Flight Deals
Chicago O'Hare Intl Airport (ORD) to La Paz Leon Airport (LAP)$380
Search Flight Deals
Chicago Midway Airport (MDW) to La Paz Leon Airport (LAP)$464
Search Flight Deals

Easily compare round-trip flights from Chicago to San José del Cabo

Below you can see the best fares for your round-trip flight route over the next six months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Chicago to San José del Cabo by changing tabs
Aeromexico
Feb 6
ORD7:34 pmChicago O'Hare Intl
22h 15m
1 stop
SJD3:49 pmSan José del Cabo Los Cabos
Feb 13
SJD1:03 amSan José del Cabo Los Cabos
16h 01m
1 stop
ORD5:04 pmChicago O'Hare Intl
American Airlines
Jan 10
ORD12:29 amChicago O'Hare Intl
7h 35m
1 stop
SJD6:04 amSan José del Cabo Los Cabos
Jan 17
SJD8:39 amSan José del Cabo Los Cabos
4h 16m
ORD12:55 pmChicago O'Hare Intl
Delta
Feb 7
ORD2:15 amChicago O'Hare Intl
8h 01m
1 stop
SJD8:16 amSan José del Cabo Los Cabos
Feb 15
SJD1:03 amSan José del Cabo Los Cabos
16h 01m
1 stop
ORD5:04 pmChicago O'Hare Intl
Spirit Airlines
Oct 27
ORD2:21 pmChicago O'Hare Intl
17h 49m
2 stops
SJD5:10 amSan José del Cabo Los Cabos
Nov 4
SJD7:05 amSan José del Cabo Los Cabos
17h 03m
1 stop
ORD12:08 amChicago O'Hare Intl
VivaAerobus
Oct 17
ORD10:05 pmChicago O'Hare Intl
15h 40m
1 stop
SJD10:45 amSan José del Cabo Los Cabos
Oct 24
SJD12:00 pmSan José del Cabo Los Cabos
20h 55m
1 stop
ORD8:55 amChicago O'Hare Intl
Multiple Airlines
Nov 3
ORD7:05 pmChicago O'Hare Intl
13h 05m
1 stop
SJD5:10 amSan José del Cabo Los Cabos
Nov 9
SJD2:45 amSan José del Cabo Los Cabos
14h 18m
1 stop
ORD5:03 pmChicago O'Hare Intl

Find the cheapest one-way flights from Chicago to San José del Cabo

If you're looking for one-way flights from Chicago to San José del Cabo, view some of our deals below provided by American Airlines and Delta
Multiple Airlines
Oct 28
ORD10:05 pmChicago O'Hare Intl
10h 11m
1 stop
SJD5:16 amSan José del Cabo Los Cabos
American Airlines
Oct 29
ORD4:28 amChicago O'Hare Intl
4h 37m
SJD6:05 amSan José del Cabo Los Cabos
Delta
Jan 21
MDW1:30 amChicago Midway
8h 36m
1 stop
SJD8:06 amSan José del Cabo Los Cabos

Search last-minute flights to San José del Cabo from Chicago

Find and compare round-trip flight prices for your last-minute flight from Chicago to San José del Cabo
Multiple Airlines
Oct 3
ORD11:02 pmChicago O'Hare Intl
12h 43m
1 stop
SJD8:45 amSan José del Cabo Los Cabos
Oct 9
SJD6:46 amSan José del Cabo Los Cabos
23h 42m
1 stop
ORD6:28 amChicago O'Hare Intl
Volaris
Oct 6
ORD11:02 pmChicago O'Hare Intl
12h 12m
1 stop
SJD8:14 amSan José del Cabo Los Cabos
Oct 12
SJD4:16 amSan José del Cabo Los Cabos
13h 18m
1 stop
ORD5:34 pmChicago O'Hare Intl
VivaAerobus
Oct 8
ORD10:05 pmChicago O'Hare Intl
13h 40m
1 stop
SJD8:45 amSan José del Cabo Los Cabos
Oct 13
SJD3:20 amSan José del Cabo Los Cabos
15h 00m
1 stop
ORD6:20 pmChicago O'Hare Intl
Aeromexico
Oct 7
ORD1:45 pmChicago O'Hare Intl
21h 05m
2 stops
SJD7:50 amSan José del Cabo Los Cabos
Oct 12
SJD9:55 amSan José del Cabo Los Cabos
7h 55m
1 stop
ORD5:50 pmChicago O'Hare Intl
American Airlines
Oct 7
ORD4:28 amChicago O'Hare Intl
4h 37m
SJD6:05 amSan José del Cabo Los Cabos
Oct 12
SJD8:05 amSan José del Cabo Los Cabos
4h 14m
ORD12:19 pmChicago O'Hare Intl
Multiple Airlines
Oct 4
ORD9:52 amChicago O'Hare Intl
18h 58m
1 stop
SJD1:50 amSan José del Cabo Los Cabos
Oct 9
SJD6:46 amSan José del Cabo Los Cabos
23h 42m
1 stop
ORD6:28 amChicago O'Hare Intl

Best airlines flying from Chicago to San José del Cabo

Compare and see reviews for airlines that fly from Chicago to San José del Cabo with momondo
Airline
Rating
Free Cancellation
Price
VolarisPriceFrom $275Free CancellationRating
6.6
176 reviews
Search Volaris flights
VivaAerobusPriceFrom $305Free CancellationRating
6.9
175 reviews
Search VivaAerobus flights
Spirit AirlinesPriceFrom $326Free CancellationRating
6.0
2,809 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $341Free CancellationRating
7.2
2,716 reviews
Search United Airlines flights
American AirlinesPriceFrom $395Free CancellationRating
7.1
2,890 reviews
Search American Airlines flights
AeromexicoPriceFrom $500Free CancellationRating
7.6
284 reviews
Search Aeromexico flights
DeltaPriceFrom $590Free CancellationRating
7.8
1,565 reviews
Search Delta flights
  • United Airlines Flights From Chicago to San José del Cabo

    United Airlines flight deals from Chicago to San José del Cabo start from $341 round-trip. Over the 8 United Airlines flights for this route in a normal week, average airfare is usually $632 round-trip - but some users have found much cheaper deals with momondo.

  • American Airlines Flights From Chicago to San José del Cabo

    American Airlines (7.1/10 from 2,890 reviews) operates around 14 flights from Chicago to San José del Cabo in any given week. The average American Airlines airfare for this route is around $602, with deals from around $395 rare but found on momondo. Referenced prices are for round-trip Chicago to San José del Cabo flight searches in the last 72 hours.


American Airlines flights from Chicago to San José del Cabo

Our best American Airlines deals on Chicago to San José del Cabo flight tickets
American Airlines
Jan 10
ORD12:29 amChicago O'Hare Intl
7h 35m
1 stop
SJD6:04 amSan José del Cabo Los Cabos
Jan 17
SJD8:39 amSan José del Cabo Los Cabos
4h 16m
ORD12:55 pmChicago O'Hare Intl
American Airlines
Feb 5
ORD3:25 amChicago O'Hare Intl
4h 35m
SJD6:00 amSan José del Cabo Los Cabos
Feb 13
SJD7:47 amSan José del Cabo Los Cabos
7h 30m
1 stop
ORD3:17 pmChicago O'Hare Intl
American Airlines
Oct 28
ORD4:28 amChicago O'Hare Intl
4h 37m
SJD6:05 amSan José del Cabo Los Cabos
Oct 31
SJD8:05 amSan José del Cabo Los Cabos
4h 14m
ORD12:19 pmChicago O'Hare Intl

Aeromexico flights from Chicago to San José del Cabo

Our best Aeromexico deals on Chicago to San José del Cabo flight tickets
Aeromexico
Feb 6
ORD7:34 pmChicago O'Hare Intl
22h 15m
1 stop
SJD3:49 pmSan José del Cabo Los Cabos
Feb 13
SJD1:03 amSan José del Cabo Los Cabos
16h 01m
1 stop
ORD5:04 pmChicago O'Hare Intl
Aeromexico
Jan 10
ORD2:00 amChicago O'Hare Intl
9h 16m
1 stop
SJD9:16 amSan José del Cabo Los Cabos
Jan 17
SJD1:03 amSan José del Cabo Los Cabos
15h 49m
2 stops
ORD4:52 pmChicago O'Hare Intl
Aeromexico
Mar 4
ORD7:34 pmChicago O'Hare Intl
15h 42m
1 stop
SJD9:16 amSan José del Cabo Los Cabos
Mar 13
SJD9:57 amSan José del Cabo Los Cabos
8h 07m
1 stop
ORD6:04 pmChicago O'Hare Intl

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

    There are 1817.1 mi between Chicago and San José del Cabo Los Cabos. By plane, this route typically takes 4h 35m.

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

    Prices for flights from Chicago to San José del Cabo Los Cabos Airport refresh daily.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago 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 required for your trip to San José del Cabo Los Cabos Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at San José del Cabo Los Cabos Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.


Alternative routes for Chicago to San José del Cabo

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
St. Louis to San José del Cabo Flights
Fastest flight time6h 13m
Cheapest price$352

Similar Chicago to San José del Cabo flights

Flexible with your destination? Broaden your search and find flights similar to your Chicago to San José del Cabo route

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to San José del Cabo. Millions of users trust and use momondo every year so you are in good hands.

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

Flights from Chicago to San José del Cabo with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to San José del Cabo from Chicago.

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

Yes momondo offers price alerts on flights to San José del Cabo from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


An easier way to manage your San José del Cabo trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.