Cheap flights from Illinois to Puerto Rico from $90
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Puerto Rico departing on 8/12. 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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How to get the cheapest flight ticket from Illinois to Puerto Rico
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 Puerto Rico?
If you don’t want to visit Puerto Rico in September, then you should wait until August to fly from Illinois, when ticket prices are also cheap, with an average price of $319.
What is the cheapest day to depart on your flight to Puerto Rico?
On average, the least expensive day to fly to Puerto Rico from Illinois is on a Monday. momondo users have found tickets for Monday departures for as low as $386. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Puerto Rico is Sunday, with ticket prices averaging around $444.
What is the cheapest time of day to depart on your flight to Puerto Rico?
Our most recent data shows that the best time of day to fly to Puerto Rico is in the evening. Flights from Illinois to Puerto Rico during this time can be as low as $300. In contrast, the most expensive time of day to depart to Puerto Rico is in the morning when prices are around $435.
What is the cheapest Illinois to Puerto Rico flight route?
Fly from Chicago O'Hare Intl to San Juan Luis Munoz Marin Intl for the best Illinois - Puerto Rico flight prices
How far in advance should I book a flight to Puerto Rico?
You are more likely to see cheaper flights to Puerto Rico from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to Puerto Rico for around $373 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Puerto Rico from Illinois for as low as $300 on momondo.
What cabin class options are available on Illinois to Puerto Rico flights?
There are 4 cabin classes available to choose from on Illinois to Puerto Rico flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Illinois to Puerto Rico?
Spirit Airlines, Frontier, and Delta are the most popular carriers operating from Illinois to Puerto Rico
What airlines fly to Puerto Rico?
Spirit Airlines, United Airlines and American Airlines are the top three most popular airlines that fly to Puerto Rico from Illinois according to our data. Spirit Airlines is the first choice among our users, with 48% of people opting to fly with this airline when traveling to Puerto Rico. Keep in mind that there are 7 different airlines that fly to Puerto Rico on a routine basis, so you have a few additional options to choose from.
How many flights depart from Illinois to Puerto Rico on average per day?
As of June 2025, there are 9 flights per day flying from Illinois to Puerto Rico. The most common time of day flights depart is 8:00AM, with 57% of flights taking off at noon.
How many flights depart from Illinois to Puerto Rico on average per week?
As of June 2025, 63 flights take off from Illinois and land in Puerto Rico each week. The most common flight departure day for this route is Mon, with 14% of weekly flights taking off on this day.
Cheap Illinois to Puerto Rico flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Illinois to Puerto Rico
When did momondo last update prices for flights from Illinois to Puerto Rico?
Prices for flights from Illinois to Puerto Rico are updated daily.
How many operators does momondo search for flights from Illinois to Puerto Rico?
As of June 2025, there are 7 operators available to choose from for flights from Illinois to Puerto Rico.
How old do you have to be to fly from Illinois to Puerto Rico?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to Puerto Rico.
What documentation or ID do you need to fly to Puerto Rico?
The required travel and health documents for your Puerto Rico trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Puerto Rico. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Illinois to Puerto Rico?
momondo data reveals that the most frequently booked plane model on the route from Illinois to Puerto Rico is Boeing 737 MAX 9, representing 24.71% of all bookings. The subsequent popular models are Airbus A321neo at 23.76%, Airbus A320neo at 18.69%, and Boeing 737-800 at 18.03%.
Best airlines flying from Illinois to Puerto Rico
Compare and see reviews for airlines that fly from Illinois to Puerto Rico with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $106 | Free Cancellation | Rating 5.9 3,301 reviews | |||
| PriceFrom $140 | Free Cancellation | Rating 6.3 8,066 reviews | |||
| PriceFrom $194 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $216 | Free Cancellation | Rating 8.0 7,964 reviews | |||
| PriceFrom $264 | Free Cancellation | Rating 7.4 8,810 reviews | |||
| PriceFrom $287 | Free Cancellation | Rating 7.3 2,924 reviews | |||
| PriceFrom $354 | Free Cancellation | Rating 8.0 4,280 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Illinois to Puerto Rico?
It is quick and easy to find Illinois to Puerto Rico flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Puerto Rico that suits you.
Can I find flights from Illinois to Puerto Rico with flexible booking policies on momondo?
All flight searches from Illinois to Puerto Rico on momondo can be filtered to show those which offer flexible booking policies.
How can momondo help me find flights from Illinois to Puerto Rico?
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 Illinois to Puerto Rico.
I’m not ready to book a flight from Illinois to Puerto Rico right now. Can momondo alert me if prices change?
Yes. momondo can track prices for Illinois to Puerto Rico flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.