Cheap flights To Middletown (ILG) from $28

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Cheap Flights to Middletown from $28 One Way, $56 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Feb 26 - Mon, Mar 2
MCO
Orlando Intl.
PHL
Philadelphia Intl.
$56 Roundtrip, found 3 hours ago
$56
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Thu, Feb 26 from Orlando Intl. to Philadelphia Intl., returning Mon, Mar 2, priced at $56 found 3 hours ago
Fri, Feb 20 - Tue, Feb 24
MCO
Orlando Intl.
PHL
Philadelphia Intl.
$61 Roundtrip, found 1 hour ago
$61
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Feb 20 from Orlando Intl. to Philadelphia Intl., returning Tue, Feb 24, priced at $61 found 1 hour ago
Wed, Mar 4 - Tue, Mar 10
MCO
Orlando Intl.
PHL
Philadelphia Intl.
$62 Roundtrip, found 5 hours ago
$62
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Wed, Mar 4 from Orlando Intl. to Philadelphia Intl., returning Tue, Mar 10, priced at $62 found 5 hours ago
Wed, Mar 4 - Sun, Mar 8
MCO
Orlando Intl.
PHL
Philadelphia Intl.
$64 Roundtrip, found 13 hours ago
$64
Roundtrip
found 13 hours ago
Select Spirit Airlines flight, departing Wed, Mar 4 from Orlando Intl. to Philadelphia Intl., returning Sun, Mar 8, priced at $64 found 13 hours ago
Thu, May 7 - Mon, May 11
MCO
Orlando Intl.
PHL
Philadelphia Intl.
$66 Roundtrip, found 10 hours ago
$66
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Thu, May 7 from Orlando Intl. to Philadelphia Intl., returning Mon, May 11, priced at $66 found 10 hours ago
Wed, Mar 4 - Wed, Mar 11
MCO
Orlando Intl.
PHL
Philadelphia Intl.
$68 Roundtrip, found 8 hours ago
$68
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Wed, Mar 4 from Orlando Intl. to Philadelphia Intl., returning Wed, Mar 11, priced at $68 found 8 hours ago
Wed, Mar 4 - Tue, Mar 10
MCO
Orlando Intl.
PHL
Philadelphia Intl.
$70 Roundtrip, found 5 hours ago
$70
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Wed, Mar 4 from Orlando Intl. to Philadelphia Intl., returning Tue, Mar 10, priced at $70 found 5 hours ago
Wed, Apr 29 - Sat, May 2
DEN
Denver Intl.
PHL
Philadelphia Intl.
$73 Roundtrip, just found
$73
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Apr 29 from Denver Intl. to Philadelphia Intl., returning Sat, May 2, priced at $73 just found
Fri, Feb 27 - Sun, Mar 1
TPA
Tampa Intl.
TTN
Mercer
$76 Roundtrip, found 1 day ago
$76
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Feb 27 from Tampa Intl. to Mercer, returning Sun, Mar 1, priced at $76 found 1 day ago
Fri, Apr 17 - Mon, Apr 20
TPA
Tampa Intl.
PHL
Philadelphia Intl.
$76 Roundtrip, found 4 hours ago
$76
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Fri, Apr 17 from Tampa Intl. to Philadelphia Intl., returning Mon, Apr 20, priced at $76 found 4 hours ago

Middletown Flight Information

Traveling To
Middletown
Destination Airport IATA Code
ILG
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines
Flight Price
$56
Earliest Departing Flight
Latest Departing Flight

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Middletown economy flight packages

Price found within the past 48 hours. Click for updated prices.
Rio Hotel & Casino, a Destination by Hyatt Hotel
4.0-star property

Rio Hotel & Casino, a Destination by Hyatt Hotel

Mar 18 - Mar 23

5 night stay

Newark Liberty Intl. Airport (EWR) to Las Vegas (LAS)

United • Roundtrip • Coach
Save 100% on your flight
Price was $862, price is now $404 per person
$404
per person
found 2 days ago
Broadmore Miami Beach
3.5-star property

Broadmore Miami Beach

Mar 16 - Mar 22

6 night stay

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,195, price is now $583 per person
$583
per person
found 2 days ago
Casablanca Miami Beach
3.0-star property

Casablanca Miami Beach

Mar 18 - Mar 23

5 night stay

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Price was $1,041, price is now $519 per person
$519
per person
found 23 hours ago
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Middletown premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Kompose Boutique Hotel Miami Airport
3.0-star property

Kompose Boutique Hotel Miami Airport

9.2/10 Wonderful! (1,907 reviews)

Mar 20 - Mar 25

5 night stay

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

Spirit Airlines • PremiumEconomy

Miami (MIA) to Newark Liberty Intl. Airport (EWR)

Delta • PremiumEconomy
Save 100% on your flight
Price was $1,051, price is now $636 per person
$636
per person
found 19 hours ago
Would def stay here again

Reviewed on Dec 4, 2025

Fort Lauderdale Beach Resort by Vacatia
4.5-star property

Fort Lauderdale Beach Resort by Vacatia

8.4/10 Very Good! (436 reviews)

Mar 20 - Mar 25

5 night stay

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

Spirit Airlines • PremiumEconomy

Miami (MIA) to Newark Liberty Intl. Airport (EWR)

Delta • PremiumEconomy
Save 100% on your flight
Price was $1,080, price is now $651 per person
$651
per person
found 19 hours ago
Property needs some updating, carpet in the bedroom is so old and dirty.

Reviewed on Oct 22, 2025

Solé Miami, A Noble House Resort
4.0-star property

Solé Miami, A Noble House Resort

8.4/10 Very Good! (1,935 reviews)

Mar 24 - Mar 27

3 night stay

New York (NYC) to Miami (MIA)

Spirit Airlines • PremiumEconomy

Miami (MIA) to New York (NYC)

Delta • PremiumEconomy
Save 100% on your flight
Price was $1,061, price is now $647 per person
$647
per person
found 22 hours ago
Everything was just great.

Reviewed on Dec 27, 2025

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Middletown business class flight packages

Price found within the past 48 hours. Click for updated prices.
Condotti Boutique Hotel
4.0-star property

Condotti Boutique Hotel

8.6/10 Excellent! (1,003 reviews)

Mar 30 - Apr 3

4 night stay

New York (NYC) to Rome (FCO)

British Airways • Roundtrip • BusinessClass
Price was $5,322, price is now $3,848 per person
$3,848
per person
found 23 hours ago
Location was great! Staff were very welcoming, helpful and accommodating. Room was nice with a small patio.

Reviewed on Jan 24, 2026

Palazzo Nainer
4.0-star property

Palazzo Nainer

9.4/10 Exceptional! (186 reviews)

Mar 30 - Apr 3

4 night stay

New York (NYC) to Rome (FCO)

British Airways • Roundtrip • BusinessClass
Price was $5,539, price is now $3,860 per person
$3,860
per person
found 23 hours ago
We absolutely loved this hotel. The staff was amazing & so helpful. The rooftop deck was wonderful All the stories around the wine and regions and the food pairings. It was our favorite thing to do after a long day walking around the city. Breakfast was great too. Beautiful, well appointed rooms. Great location in North Rome.

Reviewed on Apr 21, 2022

Palazzo Caruso
4.0-star property

Palazzo Caruso

9.2/10 Wonderful! (399 reviews)

Mar 30 - Apr 3

4 night stay

New York (NYC) to Rome (FCO)

British Airways • Roundtrip • BusinessClass
Price was $5,364, price is now $3,849 per person
$3,849
per person
found 23 hours ago
Very good location, very convenient. Close to Spanish Steps.

Reviewed on Oct 21, 2025

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Middletown first class flight packages

Price found within the past 48 hours. Click for updated prices.
Fairmont Miramar Bungalows
5.0-star property

Fairmont Miramar Bungalows

7.4/10 Good! (11 reviews)

Mar 11 - Mar 18

7 night stay

Minneapolis (MSP) to Los Angeles (LAX)

United • Non-stop roundtrip • FirstClass
Price was $4,073, price is now $2,831 per person
$2,831
per person
found 10 hours ago
Private bungalow steps from the pool and restaurant Figs was perfect. Highly recommend!

Reviewed on Mar 5, 2022

The Retreat Collection at 1 Hotel & Homes South Beach
5.0-star property

The Retreat Collection at 1 Hotel & Homes South Beach

8/10 Very Good! (1 review)

Mar 28 - Apr 2

5 night stay

New York (NYC) to Miami (MIA)

American Airlines • FirstClass

Miami (MIA) to New York (NYC)

Spirit Airlines • FirstClass
Price was $19,873, price is now $10,935 per person
$10,935
per person
found 23 hours ago
1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,365 reviews)

Mar 12 - Mar 16

4 night stay

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

American Airlines • Roundtrip • FirstClass
Save 100% on your flight
Price was $4,690, price is now $3,284 per person
$3,284
per person
found 15 hours ago
The best hotel I have ever stayed in!

Reviewed on Jan 17, 2026

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Middletown

Traveling to Middletown and need a cheap flight? Orbitz has great deals on flights to Middletown right now. Plus, we offer big discounts on hotel rooms and car rentals for a great money-saving trip.

Find Low Cost Flights to Middletown Quickly and Hassle-Free

There are many Internet sites that promise cheap Middletown flights, but a busy, bargain-minded trip planner needs more than just budget air tickets. Not only does Orbitz offer the best deals for domestic and international air fare, but we also provide the resources and tools to help you plan your flights to Middletown, book your lodging, and look up key attractions in Middletown. Our easy search tools and guaranteed low prices let you budget your time and your money so you have more of both to spend on your vacation.

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Orbitz Customers Are Truly #1

Orbitz takes pride in providing the best customer experience possible, and that effort doesn't end with discount flights to Middletown or user-friendly mobile apps and web tools. Orbitz Customer Service is always ready to answer questions and help you with booking, planning, or canceling your Middletown flights. When you need us, we’re here for you!

Frequently asked questions

Which airlines fly to Middletown?
With 20 airlines to select from, finding the perfect flight to suit your budget and travel plans should be a breeze. Philadelphia Intl. Airport (PHL) is a main entry point to Middletown and where you're likely to be flying into. These top international carriers are ready and waiting to take you there:

  • American Airlines - 414 flights to Middletown per month
  • Air Canada - 87 flights to Middletown per month
  • Spirit Airlines - 29 flights to Middletown per month

How much is a flight to Middletown?
This week, prices hovered between $56 and $76 for a round-trip fare to Middletown. One-way flights from Denver (DEN) dipped as low as $28 during the same period.
How to book the cheapest flight to Middletown?
Landing cheap flights to Middletown is as easy as booking with Orbitz. But if you want to make sure you're walking away with the best flight deals around, here are a few tips your wallet will love:

  • Taking off from or arriving at nearby airports can sometimes work out to be cheaper. Enter your preferred departure and arrival airports. Next, select the 'Nearby airports' function below the form fields to explore your options.
  • If your plans aren't cast in stone, click on the 'Show flexible dates' link to view the flight deals for a selection of departure dates. Go with any suitable cheaper fare you find.
  • You can also use the 'Show options' link to filter results for your preferred airline, seating class, and nonstop and refundable flights. Under 'Sort & Filter' to the left, you can even choose the time of day you'd like to fly.
  • If you know your travel dates, book your flight. Fares usually get dearer as the departure date gets closer.
  • Save on your vacation by bundling your hotel, flights and car rentals into a package deal. Your credit card will thank you for it.
  • Don't fly during the busy season if you can. By avoiding summer, school vacations and other popular dates, you can save plenty on your airfares.

What is the best time to book a flight to Middletown?
Book in January, February or August for competitively priced tickets to Middletown. Once you've found a bargain, lock it in — cheap flights are known to appear and then vanish at the tap of a button.
What day of the week is the cheapest to book a flight to Middletown?
Make a booking on a Tuesday, Wednesday or Saturday. Generally, these are the cheapest days of the week to purchase tickets to Middletown. The getaway of your dreams starts with an incredible flight deal!
What is the cheapest day of the week to fly to Middletown?
If you're looking for cheap flights to Middletown, depart early in the week. Orbitz data from 2020 shows Monday is the most affordable day to set off, followed by Tuesday. Saturday is the most expensive, so avoid flying on this day and do your budget a favor.
What is the cheapest month to fly to Middletown?
According to Orbitz data, it's better to fly out in August. This is generally an excellent month to land cheap flights to Middletown. Bear in mind that the most expensive time to get on a plane is in the month of June.
Which airlines allow free cancellation?
Plans change, and we think your ticket should be able to as well. That's why Orbitz makes it a snap to search for airlines with free cancellation and no change fees. Just enter your travel details and then click on "Filter by flexible change policies." How's that for easy?
What do I need for the flight to Middletown?
Flying can be a joy if you're well prepared! Make your trip a total breeze with the following handy hints:

  • Whether you print it out beforehand or use an electronic one, you'll need your boarding pass to step foot on the plane. You'll also need some sort of government-issued ID. If you're flying internationally, make sure your passport is valid and you've looked into visa requirements.
  • To keep you occupied on your short trip to Middletown, download some new tracks or restock the podcast library on your smartphone. Food can also be a tasty distraction while in the air, so pack some light snacks.
  • Whatever the temperature is doing outside, plane cabins can get cold. Take a hoodie on board to keep yourself warm and toasty.

How do I get cheap first-class/business deals to Middletown?
If you think a first or business-class fare is way out of your reach, think again. Here are some practical tips to help you nab a premium flight to Middletown for a whole lot less:

  • Flexibility is important. By being open to other travel dates, you'll have a better chance of landing a great deal on your airfares.
  • Many budget airlines nowadays have superb business or premium-class seating that doesn't cost the earth.
  • Bid for an upgrade in online auctions (if available) or upgrade your ticket through your loyalty program.

What is the best time to go to Middletown?
Tourists come from near and far to visit Middletown in February, April and September. So if you want to discover this amazing destination during its busiest months, this is the time to go. As with most places in the Northern Hemisphere, summer commences June 20 in Middletown, with average daily temperatures fluctuating between 65 ºF and 85 ºF.
Travel tips for Middletown

  • Step out in the downtown area and take yourself on a walking tour of some of the city's big-name attractions. Frog Hollow Golf Club and Your Creation Station are a couple of visitor favorites.
  • Also check out the sights a short commute from Middletown's center. Head toward University of Delaware and Longwood Gardens and experience another side of this awesome destination.
  • Like to wander the streets of Delaware's other great cities? Book a car rental and take off to Georgetown or Rehoboth Beach — or both! With your own wheels, getting to those harder-to-reach destinations will also be easy.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.