Cheap Flights to Oakville, CT

Popular airlines to Oakville

Alternative airports near Oakville

Prices were available within the past 7 days. Prices and availability are subject to change.

What you need to know for your flight to Oakville

Flights to Oakville at a glance

Traveling to Oakville is easy—simply choose between full-service or budget airlines. Compare flight times and select the option that best aligns with your budget, schedule, and plans to discover the city's renowned attractions and neighborhoods.

  • Major airports near Oakville: Bradley International Airport (BDL), Tweed - New Haven Regional Airport (HVN)
  • Closest (typical) airport to Oakville: Tweed - New Haven Regional Airport, HVN (around 24 miles)
  • Flights per week: 2,800+ flights arriving across Oakville airports
  • Number of airlines that fly to Oakville: around 20+ carriers

Popular airports near Oakville

Oakville is a charming city perfect for outdoor enthusiasts and adventure seekers, offering stunning scenery, a touch of romance, and rich cultural experiences. Travelers can conveniently access this destination through two major airports that serve the area.

  • Bradley International Airport (BDL): Situated in Hartford County, Connecticut, approximately 31 miles from Oakville, this airport provides both domestic and international flights, linking travelers to over 185 domestic cities and more than 60 international locales. Airlines such as American Airlines, JetBlue Airways, and Delta operate here, with options for upgrading to first class and premium economy seating for enhanced comfort based on the airline and route.
  • Tweed - New Haven Regional Airport (HVN): Found in New Haven County, Connecticut, about 24 miles from Oakville, this airport offers both domestic and international services, connecting to around 25 domestic destinations and a single international route. Breeze and Avelo Airlines are among the popular carriers that serve this airport.

Top routes to Oakville

  • Orlando (MCO) to Oakville (BDL/HVN), with one-way fares starting at around $40
  • Tampa (TPA) to Oakville (BDL/HVN), with one-way fares starting at around $50
  • San Juan (SJU) to Oakville (BDL/HVN), with one-way flights starting at around $80
  • Fort Lauderdale (FLL) to Oakville (BDL/HVN), with one-way airfare from around $55
  • Fort Myers (RSW) to Oakville (BDL/HVN), with one-way tickets available from around $50

Cheapest routes to Oakville

  • Baltimore (BWI) to Oakville (BDL/HVN), with cheap one-way fares from around $30
  • Norfolk (ORF) to Oakville (BDL/HVN), with low-cost one-way tickets from around $30
  • Charleston (CHS/CRW) to Oakville (BDL/HVN), with budget one-way fares from around $30
  • Richmond (RIC) to Oakville (BDL/HVN), with low one-way fares from around $35
  • Raleigh (RDU) to Oakville (BDL/HVN), with cheap one-way fares from around $35

*Flight times and fares vary by season and availability and are based on one-way routes

Top airlines with flights to Oakville

  • American Airlines: Operating flights to Bradley International Airport (BDL), this airline is responsible for about 33% of arrivals in Oakville. The typical one-way fare hovers around $280, with premium cabin service possibly including first class depending on the route.
  • Delta: Also servicing Bradley International Airport (BDL), Delta accounts for roughly 20% of the arrivals to Oakville. Travelers can expect an average one-way fare of about $290, with premium cabin services potentially featuring both premium economy and first class based on the route.
  • Southwest Airlines: Connecting to Bradley International Airport (BDL), Southwest Airlines contributes roughly 15% of arrivals in Oakville. The average one-way fare is around $250, making it a competitive option for travelers.
  • JetBlue Airways: Flying into Bradley International Airport (BDL), JetBlue represents approximately 8% of the arrivals to Oakville. The average fare for a one-way ticket is about $270, with premium economy class available as an option depending on the route.
  • Breeze: Operating flights to both Bradley International Airport (BDL) and Tweed - New Haven Regional Airport (HVN), Breeze accounts for about 7% of arrivals in Oakville. The average fare for a one-way trip is approximately $100.

Best time to fly to Oakville

The most popular months for travelers to fly to Oakville are February, March, and April, when peak temperatures in Oakville can reach up to 48°F in April. If you prefer quieter travel, consider September, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 64.9°F. For better deals, May usually offers the lowest average one-way fare around $203, roughly 7% cheaper than the yearly average. Looking for additional cheaper months to fly? September, July, and August offer average one-way fares of around $208, making them good options for flexible travelers.

calendar iconMonthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinesscrowd level iconDemandprice iconAverage one-way Fare
January28.0°F (-2.2°C)Light RainMostly SunnyAverage$227
February29.7°F (-1.3°C)Light RainMostly CloudyHigh$223
March36.9°F (2.7°C)Light RainMostly SunnyHigh$231
April48.0°F (8.9°C)Light RainMostly SunnyHigh$250
May58.8°F (14.9°C)Light RainMostly SunnyAverage$203
June66.9°F (19.4°C)Light RainMostly SunnyAverage$211
July73.6°F (23.1°C)Light RainMostly SunnyAverage$209
August71.8°F (22.1°C)Light RainMostly SunnyAverage$210
September64.9°F (18.3°C)Light RainMostly SunnyLow$207
October54.1°F (12.3°C)Light RainMostly SunnyAverage$215
November42.6°F (5.9°C)Light RainMostly SunnyLow$225
December34.0°F (1.1°C)Light RainMostly SunnyLow$225

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

How to save money on a flight to Oakville

Getting some of the best deals on flights to Oakville is all about timing and flexibility. Here are some key tips to help you save:

  1. Compare flight options—use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  2. Set up price alerts—as an Expedia member you can use Price Tracking to receive notifications when flight prices change.
  3. Bundle and save—book a flight and unlock a hotel deal on Expedia.*
  4. Think about luggage-nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your baggage allowance before confirming your booking to avoid excess baggage fees at the airport.
  5. Earn miles—you can earn airline miles when you book your Oakville flight with Expedia. Just select your frequent flyer program and enter your program number when confirming your booking.

*For members. Select hotels.

Arriving in Oakville

Oakville welcomes travelers through its range of transport options based on price, convenience, and proximity. Here's how to reach Oakville efficiently:

  • Public transportation: From Bradley International Airport, Windsor Locks Station, a train station, is located about 5 miles away by car, providing easy access for travelers looking to continue their journey by train.
  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Oakville, with private rides that can be arranged in advance.
  • Car rental: Renting a car in Oakville is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Oakville on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.

Where to stay around Oakville

  • Waterbury: Located 3 miles drive away from Oakville, Waterbury offers a delightful blend of family-friendly activities and outdoor adventures. Visitors can enjoy the thrilling rides at Lake Compounce amusement park or immerse themselves in culture at the historic Quinnipiac University. For art enthusiasts, the Mattatuck Museum Arts and History Center showcases local history and creativity. With its vibrant city atmosphere, Waterbury is perfect for those seeking both entertainment and educational experiences.
  • Bristol: Bristol is located 12 miles drive away from Oakville and is an ideal destination for families and adventure seekers. This city features the popular Lake Compounce amusement park, which is perfect for a day filled with excitement. For a more relaxed experience, Casey Field offers a lovely urban park setting. The Bristol Public Library serves as a cultural hub, inviting families to explore its resources. Bristol's diverse activities make it a great spot for outdoor fun and memorable experiences.
  • Wolcott: Wolcott is located 5 miles away from Oakville, offering visitors a charming escape with a touch of romance. Here, outdoor enthusiasts can enjoy activities at local golf courses or hit the slopes for skiing. The scenic Mattatuck Beach provides a perfect spot for relaxation and family gatherings. With its close proximity to attractions like Lake Compounce, Wolcott is an appealing destination for those looking to enjoy a mix of adventure and tranquility.

Tips for short-haul flights to Oakville

For quick getaways, efficiency is key. Here is how to make your short-haul journey smoother:

  • Pack light and skip checked bags—when flying with budget airlines, it’s often more economical to travel with just a carry-on. Maximize space by using mini toiletries, wearing your bulkiest clothing, and organizing outfits efficiently. This approach also allows you to bypass the wait at baggage claim upon arrival.
  • Bring your own entertainment—many short-haul flights may lack in-flight entertainment options. To keep yourself entertained, download TV shows, movies, music, or podcasts ahead of time and consider bringing a book. Remember to fully charge your devices before you board.
  • Arrive at the airport in plenty of time—even for short or domestic flights, it's wise to arrive at least 1.5 to 2 hours prior to departure, taking into account traffic and security lines.
  • Bring your own snacks and water—pack snacks and a reusable water bottle to stay hydrated and save money while at the airport.

Tips for long-haul flights to Oakville

Flying long-haul sometimes requires extra planning to ensure a comfortable journey:

  • Select your seat in advance—for longer flights, choosing your seat is essential for comfort. Full-service airlines typically allow free seat selection once online check-in opens, usually 24–48 hours before your flight. Some airlines may provide seat selection options even earlier.
  • Arrive at the airport in plenty of time—make sure to arrive at the airport at least 3 hours prior to departure for international flights to accommodate check-in, security, and immigration procedures.
  • Relax at the airport—if you have some extra time, take a moment to explore the shops, grab a coffee, or unwind at the gate or in a departure lounge if you have access. Airport Wi-Fi is generally free and available.
  • Adjust to the new time zone mid-flight—begin syncing your body clock by changing your watch and adjusting your sleep schedule to align with your destination's time zone. Try to sleep or stay awake during the flight according to the local time at your arrival destination to help minimize jet lag.

Frequently asked questions

What month is the cheapest to fly to Oakville?
The cheapest month to fly to Oakville is when there's less demand. Off-peak months are often when you'll find cheap fares. To save money, avoid flying during major holidays and school breaks.
Which US cities have the cheapest flights to Oakville?
Washington, Chicago and Orlando typically have cheap flights to Oakville. Bear in mind that fares vary based on factors like demand, time of year and number of stopovers.
Which US cities fly direct to Oakville?
There are 32 US cities that you can fly to Oakville nonstop from. Compare your options by using the "Direct flights only" filter on Expedia and pick the best starting point for you. Here are some of the major cities to jet off from:

  • Washington
  • Chicago
  • Orlando
  • Atlanta
  • Charlotte

How to find a cheap flight to Oakville?
Jetting off in the low season and booking early are two good ways to snag cheap flights to Oakville. Or, consider flying on a Thursday, which, on average, is 16% cheaper than leaving on a Sunday.* Want to be the first to know as soon as fares drop? Set up price tracking on the Expedia app to get real-time updates.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Oakville?
While booking in advance is generally the best way to save money, don't panic if your Oakville getaway is last minute. It's still possible to find cheap flights to Oakville, especially if your plans have a little wiggle room. Try changing your trip dates, exploring different ticket types or flying out of another airport.
How far in advance should I book a flight to Oakville?
Lock in your flight to Oakville two to four months ahead if you're coming in from an international destination. For domestic travel, the usual timeframe is 28 days in advance. Lower fares and a greater choice of departure dates, times and seating options are just some of the advantages of booking early.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Oakville?
You'll save an average of 8% if you purchase plane tickets on a Sunday instead of Fridays, which tend to be the most expensive day to book.* When it comes to scoring a cheap flight to Oakville, it's all about timing.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Oakville?
Choose from these two top airlines that operate flights to Oakville:

  • American Airlines - 611 flights to Oakville each month, including 611 flights to Bradley Intl. Airport (BDL) per month.
  • Delta Air Lines - 359 flights to Oakville each month, including 359 flights to Bradley Intl. Airport (BDL) per month.

Where do you fly into Oakville?
When flying to Oakville, the main airport to touch down at is Tweed - New Haven Regional Airport (HVN). You can also head to nearby hubs like Hartford, CT (HFD-Hartford - Brainard), Bradley Intl. Airport (BDL) or Westchester County Airport (HPN). An additional option worth keeping in mind when you fly to Oakville is MacArthur Airport (ISP).
Can I save money by booking an Oakville trip package?
You could possibly save hundreds of dollars if you secure an Oakville flight and hotel package deal on Expedia. And you'll save yourself hassle by having all your travel arrangements in one place. Try bundling flights and hotels with add-ons like tours and activities for your own customized Oakville escape.
Can I change or cancel my flight to Oakville?
You can typically change or cancel your flight to Oakville within 24 hours of booking. However, be mindful that some flights are non-refundable. In those cases, you may be issued a credit toward future travel rather than a direct refund. It's important to check the airline's terms and conditions in your itinerary for specific details. You can use Expedia's "No cancel fee" or "Changes included" filters when you search to find cheap flights to Oakville with flexible change policies. For more information, browse our Customer Service Portal.

*Flight schedules are subject to change.

*Available to One Key members.

 

Book with confidence

Travel information

Destination airport
Oakville
Destination airport IATA code
BDL

Explore a world of travel with Expedia