Cheap flights from San Juan Luis Munoz Marin Intl Airport to Chicago from $94
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San Juan Luis Munoz Marin Intl Airport to Chicago departing on 9/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Frontier flights from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport
Our best Frontier deals on San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport flight tickets
Delta flights from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport
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How to get the cheapest flight ticket from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago Midway Airport?
The month of December is, on average, the cheapest month to fly to Chicago Midway Airport from San Juan Luis Munoz Marin Intl Airport, with most prices found around $252. If you are unable to visit Chicago Midway Airport during the month of December, then departing from San Juan Luis Munoz Marin Intl Airport during the month September is also very affordable. Most momondo users find prices during this month for around $270.
What is the cheapest day to depart on your flight to Chicago Midway Airport?
According to our data, Friday is the cheapest day to fly to Chicago Midway Airport from San Juan Luis Munoz Marin Intl Airport. The lowest ticket price found for a Friday departure recently was $154. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Saturday is the most expensive day to depart from San Juan Luis Munoz Marin Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $580.
What is the cheapest time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from San Juan Luis Munoz Marin Intl Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $237 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $610. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest San Juan Luis Munoz Marin Intl to Chicago Midway flight route?
Fly from San Juan Luis Munoz Marin Intl to Chicago Midway for the best San Juan Luis Munoz Marin Intl - Chicago Midway flight prices
How far in advance should I book a flight to Chicago Midway Airport?
You are more likely to see cheaper flights to Chicago Midway Airport from San Juan Luis Munoz Marin Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $386 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from San Juan Luis Munoz Marin Intl Airport for as low as $250 on momondo.
What cabin class options are available on San Juan Luis Munoz Marin Intl to Chicago Midway flights?
There are 1 cabin classes available to choose from on San Juan Luis Munoz Marin Intl to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
How many flights depart from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport on average per week?
As of July 2025, there are 2 flights per week flying from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport. The most common day of the week flights depart is Tue, with 50% of flights taking off on this day.
When to book flights from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport
Cheap San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport (SJU to MDW) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport
How far is San Juan Luis Munoz Marin Intl to Chicago Midway by plane?
Chicago Midway is 2057.4 mi away from San Juan Luis Munoz Marin Intl. 6h 41m is a normal flight duration for this route.
When did momondo last update prices for flights from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport?
Prices for flights from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport were last updated today.
How many operators does momondo search for flights from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport?
The number of operators available for flights from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport is 2 as of July 2025.
How old do you have to be to fly from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport is Airbus A321neo (20.00% of total bookings). The next most popular plane models are Boeing 737 MAX 8 (15.00%), Boeing 737-800 (15.00%), and Airbus A320neo (10.00%).
What is the most popular airline from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport?
momondo data reveals that the most frequently booked airline on the route from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport is Southwest, representing 67% of all bookings. The subsequent popular airline is Frontier at 33%.
Best airlines flying from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport
Compare and see reviews for airlines that fly from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $130 | Free Cancellation | Rating 5.9 3,284 reviews | |||
| PriceFrom $312 | Free Cancellation | Rating 8.0 4,270 reviews |
Southwest Flights From San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport
The lowest priced Southwest flight from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport from the last 72 hours was $312. Generally, Southwest has 2 flights on this route every week with an average price of $454. Southwest is rated 8.0/10 by our users.
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Why should I use momondo to find a flight deal from San Juan to Chicago?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from San Juan to Chicago. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from San Juan to Chicago with flexible booking policies on momondo?
momondo does allow users to show only those flights to Chicago from San Juan which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from San Juan to Chicago?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from San Juan to Chicago.
I’m not ready to book a flight from San Juan to Chicago right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of San Juan to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.