Cheap flights from Midway (MDW) to San Juan (SJU)
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How to find the cheapest flight from
Midway (MDW) to San Juan (SJU)
All the information you need to plan the best MDW to SJU flight in 2022: compare Midway to San Juan flight prices with the expected peak season, weather and rainfall in San Juan.
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MDW - SJU Price
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$329 - $741
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SJU Temperature
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77 - 82.4 °F
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SJU Rainfall
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2.2 - 6.1 inches
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Popular in July High demand for flights, 30% potential price rise |
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Cheapest in November Best time to find cheap flights, 37% potential price drop |
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Round-trip from $329 From Chicago Midway to San Juan |
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One-way from $101 One-way flight from Chicago Midway to San Juan |
How far in advance should I book a flight from Chicago Midway Airport to San Juan?
When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 61 days in advance, which can save you up to 20% on flights from Chicago Midway Airport to San Juan compared to booking the week you need them. Waiting 61 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $357. For sooner than that we have options available in the next 3 days from $410.
What is the cheapest month to fly from Chicago Midway Airport to San Juan?
Due to multiple factors, expect to potentially pay more when booking in June. For low rates, September can be a great choice for travel to San Juan. Flights to San Juan from Chicago Midway Airport in September are about $328 on average during September, but can be found for as low as $124.
When is the cheapest time to fly from Chicago Midway Airport to San Juan (MDW - SJU)?
When flying from Chicago Midway Airport to San Juan, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Cheap flights from Midway to San Juan in August, September 2022
The best prices found for MDW to SJU flights for August, September
Chicago Midway to San Juan 2022 flight deals
Cheap flights to San Juan from Midway found for this year
Cheap Frontier flights from Midway to San Juan
Last minute flights from Midway to San Juan
Late deals on round-trip flights to San Juan from Midway, departing today and this week
One-way flights to San Juan from Chicago Midway
The cheapest one-way flights from Midway to San Juan
Related info for your journey
Useful info, stats and facts about <span class="emphasized">Midway</span> to <span class="emphasized">San Juan</span> flights.
COVID Restrictions
View COVID Travel Restrictions for San Juan, Puerto RicoAlternative routes for Midway to San Juan
See prices for flight routes from nearby airports that may be better suited for you.
Top 5 airlines flying from Chicago Midway to San Juan
The chart below displays the airlines Cheapflights users traveling from Midway to San Juan choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
| Airline | Cheapest | Average | Flexibility | On-time | COVID-19 safety | |
|---|---|---|---|---|---|---|
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$11 | $20 | No cancel fee | 66% |
We couldn't confirm the COVID-19 safety measures taken by Juneyao Airlines. Please check directly on their website for additional information. |
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$234 | $410 | No cancel fee | 62% | ||
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$257 | $756 | No cancel fee | N/A | ||
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$343 | $400 | No cancel fee | 71% | ||
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$450 | $785 | No cancel fee | 69% |