S$ 236 Cheap Flights from Chicago to San Jose del Cabo (CHI-SJD)

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Cheap Flights from Chicago to San Jose del Cabo starting at S$ 236

Book one-way or return flights from Chicago to San Jose del Cabo from as little as S$ 236. Choose from the popular airlines below and book your flight today!

One way
Round-trip

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

Searching for the best last minute flight from Chicago to San Jose del Cabo? Find one-way or return flights that are affordable and fit your itinerary.

Trip.com monitors the ticket fares of flights from Chicago to San Jose del Cabo. Stay updated on price trends and snag the best deals for your upcoming trip.

Displayed prices are calculated based on the lowest average weekly prices of the corresponding route on Trip.com.

Cheapest Airlines flying from Chicago to San Jose del Cabo

View airlines operating flights from Chicago to San Jose del Cabo. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Frontier Airlines

From S$ 198

Aeromexico

From S$ 236

United Airlines

From S$ 248

Spirit Airlines

From S$ 252

American Airlines

From S$ 254

Delta Air Lines

From S$ 256

Alaska Airlines

From S$ 271

Viva Aerobus

From S$ 276

Jetblue Airways

From S$ 300

Volaris

From S$ 301

ANA airlines

Find more flights and airlines

Alternative Routes from Chicago to San Jose del Cabo

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Chicago to San Jose del Cabo.

Cheapest
MDW
06:05
17h 46m
2 transfer
SJD
21:51
Midway International Airport - Los Cabos International Airport
Wed, Jun 12Frontier Airlines
S$ 198
ORD
18:27
17h 0m
2 transfer
SJD
09:27
O'Hare International Airport - Los Cabos International Airport
Sat, May 4Frontier Airlines
S$ 224
ORD
18:27
17h 0m
2 transfer
SJD
09:27
O'Hare International Airport - Los Cabos International Airport
Sat, May 4Frontier Airlines
S$ 224
Find More Flights

Frequently Asked Questions

When to buy 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 cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much is a flight from Chicago (CHI) to San Jose del Cabo (SJD) cost?
According to Trip.com's data, the lowest price is around S$ 774.
How long is a flight from Chicago (CHI) to San Jose del Cabo (SJD)?
It takes about 6 hours 1 minute 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): American Airlines, Emirates and United Airlines.
What's the most popular airline for direct flights from Chicago (CHI) to San Jose del Cabo (SJD)?
American Airlines operates 1 direct flights from Chicago (CHI) to San Jose del Cabo (SJD).
How many airports in San Jose del Cabo?
There are 1 airports near San Jose del Cabo: 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.

Book Early

Once prices are gone, they're gone. Lock in deals while you can!

Compare Flight Prices

Compare prices on travel agency and airline websites.

Look Out for Deals

Check airline and travel agency websites for latest flight deals

Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

Flying during the week, early in the morning, or late at night can help save money.

Use the Trip.com App

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Flight Information from Chicago to San Jose del Cabo

Cheapest direct flight price	S$ 235
Cheapest return ticket price	S$ 559
Cheapest month	February
Peak season for travel	October
Flight distance	2,918.98km
Average flight time	6 hours 1 minute
Popular airline	American Airlines