Cheap Flights from Chicago to Vieques

Compare Chicago to Vieques flight deals

Find the cheapest month or even day of the year to fly to Vieques

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Flight deals from Chicago to Vieques

Looking for a cheap last-minute deal or the best return flight from Chicago to Vieques? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago to Vieques

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Vieques flights are currently cheapest in April.

Chicago to Vieques: Flight information

The things to know before you go.
Cheapest flight foundR 5,551
Cheapest month to flyApril

Finding cheap flights from Chicago to Vieques: Frequently asked questions

The best price we found for a return flight from Chicago to Vieques is R 10,606. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago to Vieques. But we found flights with one stop from R 10,606.
As of February 2026, there are no flights flying from Chicago to Vieques.
The cheapest month to fly from Chicago to Vieques is usually March.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Vieques Airport on Tuesday, 3 March 2026.
No airlines currently offer direct flights between Chicago and Vieques Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Vieques but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Vieques is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Vieques is Frontier Airlines .

Flying from Chicago to Antonio Rivera Rodriguez Airport (VQS): What you need to know

  • Chicago has a couple of airports where you can start your adventure. Explore your options for booking a flight from Chicago to Antonio Rivera Rodriguez Airport (VQS) leaving from O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW).

  • The timezone in Vieques is UTC-4, which is one hour ahead of Chicago. Antonio Rivera Rodriguez Airport is located in Vieques.

  • To ensure you catch your flight from Chicago to VQS, leave plenty of time to navigate the airport and find your gate. Arriving two hours ahead of international departures and one hour before domestic flights is the standard rule.

  • Peak travel periods mean busier airports, so aim to get there even earlier. Give yourself at least two hours before a domestic flight and four hours for international journeys to stay on schedule.

Airports in Chicago

O'Hare International Airport (ORD)

  • You might be able to make your cheap flight from Chicago to VQS even cheaper with a stopover. Just uncheck 'Direct flights only' during your search to explore stopover cities along the route. Luis Munoz Marin International Airport (SJU) is an option when taking off from O'Hare International Airport (ORD).

  • ORD is about 40 kilometres from central Chicago. If you're catching a cab, ride-sharing or driving from the centre, it'll take you 35 minutes or so to get there, depending on traffic. If you're planning to take public transport, expect the journey time to be around 55 minutes.

  • Want a hassle-free start to your break? Stay near O'Hare International Airport. Whether you're catching an early flight from Chicago to Antonio Rivera Rodriguez Airport or want to avoid feeling rushed, these hotels are the ideal choice:

  • When it comes to O'Hare International Airport's on-time performance, 74.85% of flights arrive within the expected time frame.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Schedule a stopover during your journey at Luis Munoz Marin International Airport (SJU). It's a popular transfer point for flights from Chicago to Antonio Rivera Rodriguez Airport (VQS) departing Chicago Midway International Airport.

  • MDW is around 19 kilometres from central Chicago. It'll take 20 minutes or so to get to the airport driving from the city centre. Public transport takes roughly 45 minutes.

  • Start your holiday early with an extra night away from home. Before your Chicago to VQS flight, kick back in one of these hotels close to Chicago Midway International Airport:

  • When it comes to flights staying on schedule, Chicago Midway International Airport has an on-time arrival rate of 77.88%.

  • MDW is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • From central Chicago, RFD is around 137 kilometres away. It'll take you roughly 1 hour 25 minutes to get to the airport by car and 4 hours 15 minutes or so on public transport.

  • Make catching an early Chicago to Antonio Rivera Rodriguez Airport flight the easiest part of your journey. Book a room at one of these accommodation options near Chicago Rockford International Airport and get to your check-in counter feeling relaxed and unhurried:

  • Flights that take off from RFD reach their destination on schedule 76.19% of the time.

  • Chicago Rockford International Airport is located at 2 Airport Cir.

About Antonio Rivera Rodriguez Airport (VQS)

How to find the cheapest flights from Chicago to Antonio Rivera Rodriguez Airport (VQS)

  • Currently, R 5,551 is the lowest price we've found for a one-way ticket from Chicago to Antonio Rivera Rodriguez Airport. The cheapest price for a return flight is R 10,606. Keep in mind fares may change due to demand at the time of booking.

  • To pick up cheap flights from Chicago to VQS, book early. Airlines usually offer their most competitively priced fares when tickets are first released.

  • Cheap Chicago to Antonio Rivera Rodriguez Airport tickets are easier to find when your travel dates are flexible. Use the 'Whole month' search tool to compare fares throughout the month and then pick the cheapest day.

  • Spend less time searching for cheap plane tickets from Chicago to VQS by setting up a Price Alert. We'll send you an email or notification on the app when fares go down.

  • Save on your flight from Chicago to Antonio Rivera Rodriguez Airport by using filters. Choose your ideal duration, departure time and airlines, then sort the results by 'Cheapest' for the best deals.

The best time to fly from Chicago to Antonio Rivera Rodriguez Airport (VQS)

  • Picture the kind of break you want when deciding your trip dates. September is the quietest month to go to Vieques. May is when most people book flights from Chicago to Antonio Rivera Rodriguez Airport (VQS), which may be ideal if you're after more action.

  • Lock in a Chicago to VQS plane ticket departing in September if you're eager to experience the city during its warmest month. Expect temperatures in Vieques to range from 25ºC (77ºF) to 31ºC (88ºF).

  • If you want cooler conditions, look for a cheap ticket from Chicago to Antonio Rivera Rodriguez Airport in February when temperatures are between 22ºC (72ºF) and 27ºC (81ºF).

More about Vieques

  • When it comes to searching for somewhere to rest your head, you'll find the most popular stays in Vieques right here. Browse these hotels after locking in your flight from Chicago to Antonio Rivera Rodriguez Airport:

  • You'll find plenty of exciting things to do in Vieques when you're ready to see the sights. Kick things off at Bioluminescent Mosquito Bay followed by Black Sand Beach and Playa Blaydin.

Explore more of Puerto Rico

  • Ponce is just one of the many places in Puerto Rico waiting to be explored after you've experienced Vieques. Around 121 kilometres away to the west, its best attractions include Playa de Ponce, Plaza of Delights (Plaza de las Delicias) and Ponce Art Museum.

  • Arecibo is another standout destination in Puerto Rico and is around 137 kilometres west of Vieques. No journey is complete without dropping by Las Criollas Beach, Cueva del Indio Nature Reserve and Playa Bea.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.