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Selected fares from Chicago to Cabo San Lucas

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Route Information for Flights from Chicago to Cabo San Lucas

Origin Airport IATA Code ORD
Destination Airport IATA Code SJD
Flight Price $343
Distance 2,890 km

Chicago (CHI) to Cabo San Lucas (SJD)

Whether you're traveling for business or pleasure, you're going to want a great deal on a flight to Cabo San Lucas. Because when you land, you have a city that is waiting to be explored, and that extra cash in your pocket can take your trip from "meh" to amazing. You're in the perfect spot to grab an awesome deal on your next flight from Chicago. Whether you call yourself a top-seeded ticket master or only have a few trips under your wing, read below to score the best deal on your next flight.

How do I get the best price on my ticket fromChicago to Cabo San Lucas?

Hotwire has been doing this for years, so we know a few ways to find the best deal on your flight to Cabo San Lucas. You'll make spending less look so very good with a few simple steps.

What is the cheapest day to fly?

With the right attitude and flexibility, you can fly for less. Below are the cheapest days to fly:

  • Tuesday and Wednesday—You know how most stores are not crowded midweek? Same thing here. Most people opt to depart at the beginning or end of the week.
  • Thursday and Saturday—Get a head start on that Friday crowd. This also works on your return flight. Shorten your vacay by a day and increase your savings.
  • Monday through Thursday—If you're flying internationally, deals are often available when departing these days.

Can staying the weekend get me a cheaper ticket?

Staying the weekend at your destination, like Cabo San Lucas, usually means lower airfare since most people fly during this time. We are all for that!

Why travel during the off-peak season?

Off-peak and shoulder seasons are when most people aren't going to certain locations. So when it is cold, most people head off to warmer climates like the Caribbean, Mexico, Hawaii, etc., just like our feathered friends. But during the summer months, you'll find that Europe is really popular. You can usually save on your ticket when you avoid flying during the peak seasons.

Is that the lowest price?

There are a lot of other people that are looking for a great price on a ticket from Chicago to Cabo San Lucas. You might miss out on your chance to dial in the time and the flight you wanted.

What is the Hotwire Hot Rate?

We think the Hotwire Hot Rate is one of the best deals out there, although we may be slightly biased. It's one of our ways to help get you a fantastic price on your flight from Chicago (CHI) to Cabo San Lucas (SJD). You won't find out the time and airline until after you book, but it is a risk where you can reap the rewards.

Book today

At Hotwire we'll do our best to help you save on your upcoming flight to Cabo San Lucas. Use our guide to get you that oh-so-nice price. And if you are feeling lucky (and you always will be) click on the Hotwire Hot Rate for unbelievable savings. So say "So long" to Chicago and "Hi" to Cabo San Lucas.

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^Savings based on all package bookings with Flight + Hotel made on Hotwire.com from January 1, 2018 to December 31, 2018 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.