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Flights from Chicago to San Jose del Cabo

Cheap flight deals from Chicago to San Jose del Cabo

Non stop flight deals! Book direct flights from Chicago to San Jose del Cabo: One way flights from AED 562, round trip flights from AED 1,193. Cheapest next 3 months.

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Flight Info | Chicago to San Jose del Cabo

The distance between Chicago and San Jose del Cabo is about 2,918.98 km. It takes around 5 hours 49 minutes on average to fly from Chicago to San Jose del Cabo. The most popular month to San Jose del Cabo is March. The off-season for travel is May.

Cheapest one-way flight price AED 524
Cheapest return ticket price AED 1,123
Off-season for travel May
Peak season for travel March
Flight distance 2,918.98 km
Average flight time 5 hours 49 minutes

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

The cheapest time for Chicago to San Jose del Cabo flights: Jul 13 to Jul 20 — one way flight prices from AED 523.

Cheapest flights
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  • 20 27

  • Aug

    27 3
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  • Sep

    31 7
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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from Chicago (CHI) to San Jose del Cabo (SJD) the cheapest?

    Airlines adjust prices for flights from Chicago to San Jose del Cabo based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Chicago (CHI) to San Jose del Cabo (SJD) cost?

    According to Trip.com's data, the lowest price is around AED 2,050.

  • How long does it take to fly from Chicago (CHI) to San Jose del Cabo (SJD)?

    It takes about 5 hours 49 minutes to fly from Chicago (CHI) to San Jose del Cabo (SJD).

  • What are the most popular airlines that fly from Chicago (CHI) to San Jose del Cabo (SJD)?

    Airlines with flights from Chicago (CHI) to San Jose del Cabo (SJD): Emirates, United Airlines and American Airlines.

  • How many airports are there in San Jose del Cabo (SJD)?

    There are 1 airport(s) near San Jose del Cabo (SJD): Los Cabos International Airport.

How to find a cheap flight from Chicago to San Jose del Cabo

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to San Jose del Cabo. Book your flights at the right time and save more.
1
Being flexible with your dates to get the cheapest Chicago to San Jose del Cabo ticket.
Tap "Date" on flight search bar to scan through the calender for Chicago to San Jose del Cabo airfare over next 6 months in 2025. If you would like to fly in next 3 months, it seems the cheapest date is on Tue, Jul 15 at AED 562 for one-way flights.
2
Compare cheap Chicago to San Jose del Cabo flight deals from over hundreds of airlines.
Our extensive search allows you to compare prices from over 500 airlines to choose the cheapest flight tickets from Chicago to San Jose del Cabo. The cheapest airline operating is American Airlines.
3
Set up a Price Alert
By setting up a Price Alert for your Chicago to San Jose del Cabo route, you can easily track the price of your airline tickets from without manually checking every day.
4
Don't miss cheap Chicago to San Jose del Cabo flight deals and promo codes.
You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights. If registering a free membership, you can receive more deals for your flights.
5
Book early or wait unitl the last minute.
It's always better to book early. Flight tickets tend to be the cheapest when they are first released, normally about a year before the departure date. So, check online as soon as the flights you want become available. If you miss the cheapest time, you can still find lower-priced tickets as the flight date approaches.
6
Search for flights on the go.
To get the best flight booking experience on the go, download Trip.com and search for cheap flight tickets from Chicago to San Jose del Cabo to get exclusive deals for you.

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