Cheap flights from Illinois to Caribbean Islands from $87
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 Caribbean Islands departing on 6/3. 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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Spirit Airlines flights from Illinois to Caribbean Islands
Our best Spirit Airlines deals on Illinois to Caribbean Islands flight tickets
Delta flights from Illinois to Caribbean Islands
Our best Delta deals on Illinois to Caribbean Islands flight tickets
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How to get the cheapest flight ticket from Illinois to Caribbean Islands
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 Caribbean Islands?
The month of August is, on average, the cheapest month to fly to Caribbean Islands from Illinois, with most prices found around $296. The month of September is another great option to travel to Caribbean Islands, with average flight prices from Illinois averaging around $309.
What is the cheapest day to depart on your flight to Caribbean Islands?
The cheapest day to depart from Illinois to Caribbean Islands is on a Tuesday. Travelers who choose to depart for Caribbean Islands on a Tuesday will often find tickets for as low as $365. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $421. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.
What is the cheapest time of day to depart on your flight to Caribbean Islands?
According to our data, the cheapest time of day to fly to Caribbean Islands is in the evening. momondo users have found flights departing from Illinois to Caribbean Islands in the evening for as low as $298. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the morning because they tend to be around $409. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Illinois to Caribbean Islands flight route?
Fly from Chicago O'Hare Intl to Punta Cana for the best Illinois - Caribbean Islands flight prices
How far in advance should I book a flight to Caribbean Islands?
You are more likely to see cheaper flights to Caribbean Islands from Illinois when booking 5 weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $368 when searching 5 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Illinois for as low as $292 on momondo.
What cabin class options are available on Illinois to Caribbean Islands flights?
There are 4 cabin classes available to choose from on Illinois to Caribbean Islands 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 Caribbean Islands?
Spirit Airlines, Frontier, and Delta are the most popular carriers operating from Illinois to Caribbean Islands
What airlines fly to Caribbean Islands?
American Airlines, Spirit Airlines and United Airlines are the top three most popular airlines that fly to Caribbean Islands from Illinois according to our data. American Airlines is the first choice among our users, with 37% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 10 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.
How many flights depart from Illinois to Caribbean Islands on average per day?
As of May 2025, there are 14 flights per day flying from Illinois to Caribbean Islands. The most common time of day flights depart is 8:00AM, with 79% of flights taking off at noon.
How many flights depart from Illinois to Caribbean Islands on average per week?
As of May 2025, there are 99 flights per week flying from Illinois to Caribbean Islands. The most common day of the week flights depart is Sat, with 20% of flights taking off on this day.
Cheap Illinois to Caribbean Islands flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Illinois to Caribbean Islands
Best Price Found | $87 |
|---|---|
Fastest flight time | 3h 25m |
Direct flights | Every day |
Airports in Caribbean Islands | 5 airports |
When did momondo last update prices for flights from Illinois to Caribbean Islands?
Prices for flights from Illinois to Caribbean Islands are updated daily.
How many operators does momondo search for flights from Illinois to Caribbean Islands?
The number of operators available for flights from Illinois to Caribbean Islands is 10 as of May 2025.
How old do you have to be to fly from Illinois to Caribbean Islands?
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 Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Illinois to Caribbean Islands?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Illinois to Caribbean Islands is Boeing 737-800 (14.99% of total bookings). The next most popular plane models are Airbus A321neo (12.55%), Airbus A320neo (12.10%), and Boeing 737-900 (7.91%).
Best airlines flying from Illinois to Caribbean Islands
Compare and see reviews for airlines that fly from Illinois to Caribbean Islands with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $124 | Free Cancellation | Rating 5.9 3,288 reviews | |||
| PriceFrom $142 | Free Cancellation | Rating 6.3 7,967 reviews | |||
| PriceFrom $193 | Free Cancellation | Rating 7.5 1,418 reviews | |||
| PriceFrom $194 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $216 | Free Cancellation | Rating 8.0 7,939 reviews | |||
| PriceFrom $226 | Free Cancellation | Rating 7.4 8,702 reviews | |||
| PriceFrom $293 | Free Cancellation | Rating 7.3 2,921 reviews | |||
| PriceFrom $335 | Free Cancellation | Rating 7.0 9,268 reviews | |||
| PriceFrom $345 | Free Cancellation | Rating 8.0 4,294 reviews | |||
| PriceFrom $397 | Free Cancellation | Rating 6.7 2,321 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Illinois to Caribbean Islands?
Finding the right flight to Caribbean Islands from Illinois is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Caribbean Islands quick and easy, saving you time and money.
Can I find flights from Illinois to Caribbean Islands with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Illinois to Caribbean Islands flights to just show those with flexible booking policies.
How can momondo help me find flights from Illinois to Caribbean Islands?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Caribbean Islands from Illinois.
I’m not ready to book a flight from Illinois to Caribbean Islands right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Illinois to Caribbean Islands flights. All you need is a valid email address and we will do the rest; it is that quick and easy.