Cheap flights from Midway (MDW) to Puerto Rico from $99
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/12. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
How far in advance should I book a flight from Chicago Midway Airport to Puerto Rico?
Find a great deal and save up to 25% by booking at least 57 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Chicago Midway Airport to Puerto Rico within the next two weeks, with the cheapest ticket starting at $258.
What is the cheapest month to fly from Chicago Midway Airport to Puerto Rico?
Due to multiple factors, expect to potentially pay more when booking in March. For low rates, October can be a great choice for travel to Puerto Rico. Flights to Puerto Rico from Chicago Midway Airport in October are about $319 on average during October, but can be found for as low as $90.
What is the cheapest time of day to fly from MDW to PR?
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Puerto Rico as you normally would.
Cheap Frontier flights from Midway to Puerto Rico
Explore cheap flight options specifically provided by Frontier for the route between Midway and Puerto Rico. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,810,401 searches. Data last updated June 2, 2024.
Take a look at some of the lowest-priced Frontier flights heading from Chicago to Puerto Rico. Make sure to check back often as deals are often changing.
Cheap Delta flights from Midway to Puerto Rico
Explore cheap flight options specifically provided by Delta for the route between Midway and Puerto Rico. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,810,401 searches. Data last updated June 2, 2024.
Some of the lowest-priced Delta flights we've found at this time heading from Chicago to Puerto Rico. If these deals don't fit your criteria, make sure to check back soon as new deals are always added.
Cheap Midway to Puerto Rico flights in June & July 2024
Find cheap flight options from Midway to Puerto Rico specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,810,401 searches. Prices were last updated on June 2, 2024.
Listed are some of the best fares we've found on flights departing from Chicago to Puerto Rico in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Midway to Puerto Rico 2024 flight deals
Discover exclusive flight deals for travel between Midway and Puerto Rico in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,810,401 searches. Data last updated June 2, 2024.
Listed are some of the best fares we've found on flights departing from Chicago to Puerto Rico in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Midway to Puerto Rico flights leaving soon
Find last-minute flight options from Midway to Puerto Rico for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,810,401 searches. Data last updated June 2, 2024.
Book one of these great deals on flights from Chicago to Puerto Rico. To prevent any unwanted surprises, users should verify their flight info before booking.
One-way flights to Puerto Rico from Midway
Search for one-way flight options from Midway to Puerto Rico. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,810,401 searches. Data last updated June 2, 2024.
Some of the best available deals we've found on one-way flights from Chicago to Puerto Rico. Users in need of a round-trip flight from Chicago to Puerto Rico instead should update the search form at the top of page.
Find flights from Midway to Puerto Rico within your budget
Customize your flight search to find flights from Midway to Puerto Rico that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,810,401 searches. Data last updated June 2, 2024.
Fly from
Fly to
Budget
$238 - $441
Route
Depart
Return
Price
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Tue 6/11
1 stop6h 32m
San Juan Luis Munoz Marin Intl
Sun 6/16
1 stop13h 41m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Tue 6/11
1 stop6h 32m
San Juan Luis Munoz Marin Intl
Sun 6/23
1 stop23h 26m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Tue 6/11
1 stop11h 33m
San Juan Luis Munoz Marin Intl
Tue 6/18
2 stops11h 20m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Tue 6/11
1 stop11h 33m
San Juan Luis Munoz Marin Intl
Mon 6/17
1 stop14h 04m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Sat 9/21
1 stop11h 34m
San Juan Luis Munoz Marin Intl
Mon 9/30
1 stop13h 08m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Fri 9/6
1 stop10h 47m
San Juan Luis Munoz Marin Intl
Wed 9/11
1 stop13h 08m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Sat 8/10
1 stop10h 02m
San Juan Luis Munoz Marin Intl
Tue 8/13
1 stop13h 46m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Wed 10/9
1 stop6h 27m
San Juan Luis Munoz Marin Intl
Mon 10/21
1 stop10h 44m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Fri 6/28
2 stops25h 26m
San Juan Luis Munoz Marin Intl
Sun 6/30
2 stops17h 45m
No data available for this route at this time. Please check back soon.
Best time to book a flight from Midway to Puerto Rico
Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Midway with our price prediction graph.
Reviews of airlines servicing Puerto Rico
Get insights into the airlines that provide service to Puerto Rico. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Puerto Rico. Reviews last updated June 2, 2024.
Read through reviews of airlines operating flights from Chicago to Puerto Rico, such as Frontier and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
Food
Comfort
Overall
Entertainment
Crew
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Food
Comfort
Overall
Entertainment
Crew
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Food
Comfort
Overall
Entertainment
Crew
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Related info for your journey
Find useful and relevant information for your journey from Midway to Puerto Rico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Midway to Puerto RicoSee prices for flight routes from nearby airports that may be better suited for you.
See prices for flight routes from nearby airports that may be better suited for you.
Top 3 airlines flying from Midway to Puerto Rico
Discover the top 3 airlines that operate flights from Midway to Puerto Rico. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,810,401 searches. Data last updated June 2, 2024.
Search flights from Midway to Puerto Rico by cabin class
Find flights from Midway to Puerto Rico, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hourly flight availability from Midway to Puerto Rico
Find hourly flight availability from Midway to Puerto Rico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 2, 2024.
| 0%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 100%of flight departures | Morning6 am to noon |
| 0%of flight departures | AfternoonNoon to 6 pm |
| 0%of flight departures | Evening6 pm to midnight |
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How does Cheapflights help users find flights from Midway to Puerto Rico?
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Why should you use Cheapflights to find cheap flight tickets from Midway to Puerto Rico?
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Can Cheapflights find flights from Midway to Puerto Rico with no change fees?
Cheapflights does show flights with no change fees to all users. To see these options for flights from Midway to Puerto Rico, users can toggle the no change fees filter when performing a flight search.
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