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Cheap MDW to SJU Flights

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

Chicago

$221.62

Cheap MDW to SJU Flights

Question : How many flights are there per day from Chicago to San Juan?
Answer : Of course, the day matters, but on average, only one flight time exists when you fly from MDW to SJU. You won't have as many options on this route as most others departing the United States.

Question : How long do most people visit San Juan?
Answer : Of course, you're not most people, but if you were, you'd stay around eight days.

Question : What is the cheapest airline flying from Chicago to San Juan?
Answer : Delta Air Lines is your best flying friend for finding that in demand low fare. They're offering fares as low as $361, while prices for other flights are as high as $2,096.

Question : How long is the flight from MDW to SJU?
Answer : Southwest Airlines currently holds the quickest travel time with four hours and 35 minutes. For example, you would arrive in San Juan at 3:05 PM AST if you left Chicago at 8:30 AM CST. Remember, there is a two-hour time change.

Question : How much is a plane ticket to San Juan (SJU) from Chicago (MDW)? They can vary from $361 to $2,096. Booking in advance can usually help you get the cheapest price. Don't forget, booking ahead can save you some cash you can use to treat yourself while on your trip. And who doesn't like to treat themselves?
Answer : They can vary from $361 to $2,096. Booking in advance can usually help you get the cheapest price. Don't forget, booking ahead can save you some cash you can use to treat yourself while on your trip. And who doesn't like to treat themselves?

Question : How long does it take to fly from Chicago to San Juan?
Answer : The average flight from MDW and SJU takes around four hours and 35 minutes. Remember, there is a two-hour time difference.

Question : What is the cheapest day to fly to San Juan?
Answer : If you are needing to save funds, look at Feb 7th. As of Jan 22nd, it's showing the cheapest ticket sales at $361. That is 36% below the average for this route, so you can spend that extra money on an adventure in San Juan.

Chicago to Carolina Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Chicago to Carolina will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Carolina.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with MDW to SJU flights that won’t make your bank account wince. Ready to temporarily leave behind Chicago for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to SJU with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.