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 Airport? If you want to travel next month, return fares start from $4,590. Find the lowest prices on one-way and return tickets right here.

Vieques.$3,625 per passenger.Departing Tue, 30 Jun, returning Tue, 7 Jul.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Tue, 30 Jun, arriving in Vieques.Inbound indirect flight with United, departs from Vieques on Tue, 7 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From $3,625, select.

Vieques.$3,648 per passenger.Departing Sun, 21 Jun, returning Thu, 25 Jun.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Sun, 21 Jun, arriving in Vieques.Inbound indirect flight with United, departs from Vieques on Thu, 25 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From $3,648, select.

Vieques.$4,590 per passenger.Departing Fri, 10 Jul, returning Thu, 16 Jul.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Fri, 10 Jul, arriving in Vieques.Inbound indirect flight with United, departs from Vieques on Thu, 16 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From $4,590, select.

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 June.

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Chicago to Vieques: Alternative routes

Compare routes from Chicago to Vieques below. You may find an airport to fly into that's cheaper, faster, or easier than Vieques.

Chicago to Vieques: Flight information

The things to know before you go.

Cheapest flight found	$3,625
Cheapest month to fly	June

Finding cheap flights from Chicago to Vieques: Frequently asked questions

How much are return flights from Chicago to Vieques?

The best price we found for a return flight from Chicago to Vieques is $3,625. 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.

Which airlines fly direct from Chicago to Vieques?

Currently, there are no airlines that fly direct from Chicago to Vieques. But we found flights with one stop from $3,625.

How many flights are there a week from Chicago to Vieques?

As of June 2026, there are no flights flying from Chicago to Vieques.

When is the cheapest time to fly from Chicago to Vieques?

The cheapest month to fly from Chicago to Vieques is usually June.

Which upcoming date is cheapest to fly from Chicago to Vieques Airport on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Vieques Airport on Tuesday, 30 June 2026.

Can I get a direct flight from Chicago to Vieques Airport?

No airlines currently offer direct flights between Chicago and Vieques Airport. Most routes have one or more stops.

How can I find the best flight deal to Vieques?

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.

When is the best time to book flights to Vieques?

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.

Which is the cheapest airline to fly from Chicago to Vieques with?

The cheapest airline that flies to Vieques is United .

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

Vieques is two hours ahead of Chicago. Antonio Rivera Rodriguez Airport is located in Vieques, which runs on the UTC-4 timezone.
Arriving two hours before an international flight and one hour ahead of a domestic departure are tried-and-true travel tips. Make sure you're at the airport on time to board your flight from Chicago to VQS.
Getting on a plane during a peak month like July? Popular seasons (like spring break and New Year) can add another hour at check-in and security. Play things extra safe and arrive up to four hours before an international flight and two hours before domestic departures.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

Stopovers offer the opportunity to discover a new place or just take a break during your journey. When looking for a cheap flight from Chicago to VQS, deselect 'Direct flights only' to explore all potential stops. Luis Munoz Marin International Airport (SJU) is one option when you're setting off from Chicago O'Hare International Airport (ORD).
The journey from central Chicago to ORD takes around 45 minutes on public transport. If you drive, ride-share or take a taxi, you'll cover the 27 kilometres in 30 minutes or so, depending on traffic conditions.
Planning to catch an early flight from Chicago to Antonio Rivera Rodriguez Airport? Avoid the last-minute rush to the terminal (and get some extra shut-eye) by picking one of these hotels close to Chicago O'Hare International Airport:
70% of flights taking off from Chicago O'Hare International Airport make it to their destination on time.
ORD's address is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

Think about building a stopover into your journey at Luis Munoz Marin International Airport (SJU). It's a key transfer point for flights from Chicago to Antonio Rivera Rodriguez Airport (VQS) leaving Chicago Midway International Airport.
On public transport, you can travel from central Chicago to MDW in around 30 minutes. The airport is roughly 16 kilometres away, and getting there by car will take approximately 25 minutes.
Start your holiday sooner with an additional night away from home. Before catching your Chicago to VQS flight, unwind in one of these hotels near Chicago Midway International Airport:
76% of flights leaving Chicago Midway International Airport arrive according to schedule.
MDW is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

The journey time to RFD from the centre of Chicago is around 2 hours on public transport. If you're going by car, it'll take you about 1 hour 40 minutes to cover the 145 kilometres or so.
Make catching an early Chicago to Antonio Rivera Rodriguez Airport flight the easiest part of your trip. Stay at one of these hotels near Chicago Rockford International Airport and get to the check-in counter with time to spare:
Flights that take off from RFD arrive at their final stop within the expected time frame 71% of the time.
The address of Chicago Rockford International Airport is 2 Airport Cir.

About Antonio Rivera Rodriguez Airport (VQS)

The last thing you need is a long journey to your hotel if you're getting in late on a flight from Chicago to Antonio Rivera Rodriguez Airport. Book one of these accommodation options near VQS instead:

Getting from Antonio Rivera Rodriguez Airport (VQS) to central Vieques

Antonio Rivera Rodriguez Airport is roughly 5 kilometres from central Vieques. The time it takes to get to the centre in a car hire or taxi depends on the time of day. Do a little research before your trip.
Travelling on public transport will take you roughly 20 minutes.

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

The lowest price we've found for a one-way ticket from Chicago to Antonio Rivera Rodriguez Airport is $2,011. For a return flight on this route, the best price is $3,625. Depending on when you want to go and the availability, these fares may change.
Don't wait until the last minute. You're more likely to find cheap flights from Chicago to VQS if you book early. Airlines often have some excellent early bird rates.
The 'Whole month' search tool will show you the cheapest Chicago to Antonio Rivera Rodriguez Airport tickets across the entire month. It's a great way to find a bargain if your travel plans aren't set in stone.
Snapping up a cheap plane ticket from Chicago to VQS couldn't be easier with Price Alerts. All you need to do is set up one of these automatic alerts and we'll notify you as soon as a lower fare pops up.
Filters make it easier to land a deal on your flight from Chicago to Antonio Rivera Rodriguez Airport. Choose the departure times, carriers and stops that make sense for you. Then sort the results by 'Cheapest' to find the best price quickly.

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

Think about the kind of holiday you want when picking your flight dates. April is the quietest month to visit Vieques. September is when most people book flights from Chicago to Antonio Rivera Rodriguez Airport (VQS), which may be perfect if you enjoy travelling when it's busier.
Before locking in your Chicago to VQS plane ticket, consider the kind of weather you prefer. September is the warmest month in Vieques, with temperatures ranging from 25ºC to 31ºC.
March sees temperatures of between 22ºC and 27ºC. Look for cheap tickets from Chicago to Antonio Rivera Rodriguez Airport around that time if you want to travel when it's cooler.

More about Vieques

Start your Vieques trip right by choosing the perfect place to stay. As soon as you've booked your flight from Chicago to Antonio Rivera Rodriguez Airport, explore our selection of hotels including:
Your trip to Vieques should come with a bit of sightseeing. Big-name attractions you can't miss include Bioluminescent Mosquito Bay, 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 discovered once you've seen the sights of 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.
If you're eager to discover another well-known destination in Puerto Rico, head for Arecibo, roughly 137 kilometres west of Vieques. Cueva del Indio Nature Reserve, Birth of the New World and Arecibo Lighthouse and Historical Park are the start of reasons to visit.