Cheap flights from San Juan to Midway (MDW) from $106
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 5/21. 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.
The best prices from San Juan to Chicago Midway are usually found in September or October, booked 70 days in advance, depart on a Thursday or Tuesday and return on a Wednesday
Cheap flight deals from San Juan to Midway
Discover tips and strategies to find the most affordable flight options for your journey from San Juan (PR1) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 14, 2024.
Popular in | April |
|---|---|
Cheapest in | September |
Round-trip from | $223 |
One-way from | $106 |
What is the cheapest day to fly round-trip from San Juan to Chicago Midway Airport?
Leaving on a Wednesday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 23% on the overall cost on flights from San Juan to Chicago Midway Airport.
How far in advance should I book a flight from San Juan to Chicago Midway Airport?
To save on the cost of your flight from San Juan to Chicago Midway Airport, book at least 16 days before your planned departure. Booking around this time can save you about 85% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $238 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $311.
What is the cheapest month to fly from San Juan to Chicago Midway Airport?
Flights from San Juan to Chicago Midway Airport lean towards being more expensive in March. Prices are generally better when you fly from San Juan to Chicago Midway Airport in January, with the cheapest ticket starting at $122.
When is the cheapest time to fly from San Juan to Chicago Midway Airport (SJU - MDW)?
A simple way to save on the total cost of your ticket is to fly from San Juan to Chicago Midway Airport in the afternoon. If you’re flexible enough to do this you can expect to save up to 30% on your trip compared to booking a flight in the evening.
Cheap Frontier flights from San Juan to Midway
Explore cheap flight options specifically provided by Frontier for the route between San Juan and Midway. 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 2,632,958 searches. Data last updated May 14, 2024.
Take a look at some of the lowest-priced Frontier flights heading from San Juan to Chicago. Be sure to come back soon if the deals available don't appeal to you at this time.
Cheap Delta flights from San Juan to Midway
Explore cheap flight options specifically provided by Delta for the route between San Juan and Midway. 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 2,632,958 searches. Data last updated May 14, 2024.
Browse through some of the cheapest Delta flights traveling from San Juan to Chicago. Ensure the flight price, dates, time, and airline match your criteria before you book.
Cheap San Juan to Midway flights in May & June 2024
Find cheap flight options from San Juan to Midway specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,632,958 searches. Prices were last updated on May 14, 2024.
The lowest fares we've come across on flights traveling from San Juan to Chicago in May and June 2024. For more flight deals, be sure to check back very soon.
San Juan to Midway 2024 flight deals
Discover exclusive flight deals for travel between San Juan and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,632,958 searches. Data last updated May 14, 2024.
The lowest fares we've come across on flights traveling from San Juan to Chicago in May and June 2024. For more flight deals, be sure to check back very soon.
San Juan to Midway flights leaving soon
Find last-minute flight options from San Juan to Midway 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 2,632,958 searches. Data last updated May 14, 2024.
Check out these flights departing soon from San Juan to Chicago. To prevent any unwanted surprises, users should verify their flight info before booking.
One-way flights to Midway from San Juan
Search for one-way flight options from San Juan to Midway. 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 2,632,958 searches. Data last updated May 14, 2024.
Take a look at some of the best available options we've come across on one-way flights from San Juan to Chicago. For those needing a return trip from San Juan, there is a search form available above.
Find flights from San Juan to Midway within your budget
Customize your flight search to find flights from San Juan to Midway 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 2,632,958 searches. Data last updated May 14, 2024.
Fly from
Fly to
Budget
$213 - $670
Route
Depart
Return
Price
San Juan Luis Munoz Marin IntlChicago Midway
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Wed 5/29
1 stop10h 08m
Chicago Midway
Tue 6/4
1 stop13h 27m
San Juan Luis Munoz Marin IntlChicago Midway
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Wed 6/12
1 stop8h 32m
Chicago Midway
Wed 6/19
1 stop17h 41m
San Juan Luis Munoz Marin IntlChicago Midway
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Thu 6/13
1 stop11h 50m
Chicago Midway
Wed 6/19
1 stop28h 50m
San Juan Luis Munoz Marin IntlChicago Midway
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Wed 5/29
1 stop11h 45m
Chicago Midway
Mon 6/3
1 stop12h 21m
San Juan Luis Munoz Marin IntlChicago Midway
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Tue 5/28
1 stop28h 54m
Chicago Midway
Mon 6/3
1 stop12h 21m
San Juan Luis Munoz Marin IntlChicago Midway
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Wed 6/19
1 stop15h 09m
Chicago Midway
Sat 6/22
1 stop23h 51m
San Juan Luis Munoz Marin IntlChicago Midway
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Wed 6/5
1 stop7h 23m
Chicago Midway
Mon 6/10
1 stop17h 41m
San Juan Luis Munoz Marin IntlChicago Midway
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Thu 10/17
1 stop9h 50m
Chicago Midway
Sun 10/20
1 stop9h 04m
San Juan Luis Munoz Marin IntlChicago Midway
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Thu 6/13
3 stops29h 42m
Chicago Midway
Wed 6/19
3 stops32h 18m
When is the best time to book a flight from San Juan to Chicago Midway Airport?
Use this chart to determine the optimal time to book a round-trip flight from San Juan to Midway. Price data was last updated on May 10, 2024.
The best time to book flights from San Juan to Chicago Midway Airport is 70 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
When is the cheapest time to fly from San Juan to Chicago Midway Airport?
Use this chart to determine the cheapest time to fly round-trip from San Juan to Midway. Price data was last updated on May 12, 2024.
Average price of flights to Midway by month
Plan your trip from San Juan to Midway by taking into account the cheapest months to travel. The average price of a one-way flight from San Juan to Midway is currently $114 while a round-trip flight costs $311. Price data was last updated on May 12, 2024.
Currently, December is the cheapest month in which you can book a flight from San Juan to Chicago Midway Airport (average of $140). Flying from San Juan to Chicago Midway Airport in July is currently the most expensive (average of $250). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
January
$194
February
$190
March
$219
April
$159
May
$183
June
$216
July
$250
August
$196
September
$155
October
$143
November
$166
December
$140
Temperature and rainfall in Midway by month
Plan your trip to Midway by taking into account the average temperature and rainfall totals by month.
CHI Temperature | 23 - 73.4 °F |
|---|
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated May 14, 2024.
Peruse reviews from past customers who have flown with Frontier and Delta from San Juan to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
Food
Comfort
Entertainment
Overall
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Food
Comfort
Entertainment
Overall
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Food
Comfort
Entertainment
Overall
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Related info for your journey
Find useful and relevant information for your journey from San Juan to Midway. 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 San Juan to MidwaySee 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 San Juan to Midway
Discover the top 3 airlines that operate flights from San Juan to Midway. 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 2,632,958 searches. Data last updated May 14, 2024.
Search flights from San Juan to Midway by cabin class
Find flights from San Juan to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Weekly flight availability from San Juan to Midway
Explore weekly flight availability from San Juan to Midway. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 14, 2024.
| Sunday | 3daily flights |
|---|---|
| Monday | 2daily flights |
| Tuesday | 2daily flights |
| Wednesday | 2daily flights |
| Thursday | 2daily flights |
| Friday | 2daily flights |
| Saturday | 1daily flight |
Book a flight to one of these trending destinations
User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Fly with Cheapflights
Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.
How does Cheapflights help users find flights from San Juan to Midway?
Cheapflights helps you search for flights from San Juan to Midway via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.
Why should you use Cheapflights to find cheap flight tickets from San Juan to Midway?
By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Midway from San Juan.
Can Cheapflights find flights from San Juan to Midway with no change fees?
Certainly. Search results for flights to Midway from San Juan shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.
Can Cheapflights notify me if prices for flights from San Juan to Midway become cheaper?
Yes, Cheapflights offers price alerts on San Juan to Midway flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.