Cheap flights To Howard Island (DRE) from $295

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Cheap Flights to Howard Island from $295 One Way, $361 Round Trip

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

Tue, Mar 24 - Tue, Apr 7
BOS
Logan Intl.
APN
Alpena County Regional
$361 Roundtrip, found 4 days ago
$361
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Mar 24 from Logan Intl. to Alpena County Regional, returning Tue, Apr 7, priced at $361 found 4 days ago
Mon, Mar 30 - Tue, Apr 14
BOS
Logan Intl.
APN
Alpena County Regional
$362 Roundtrip, found 4 days ago
$362
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Mar 30 from Logan Intl. to Alpena County Regional, returning Tue, Apr 14, priced at $362 found 4 days ago
Wed, Mar 25 - Tue, Apr 7
BOS
Logan Intl.
APN
Alpena County Regional
$364 Roundtrip, found 4 days ago
$364
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Mar 25 from Logan Intl. to Alpena County Regional, returning Tue, Apr 7, priced at $364 found 4 days ago
Sat, Mar 21 - Tue, Apr 7
BOS
Logan Intl.
APN
Alpena County Regional
$371 Roundtrip, found 4 days ago
$371
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, Mar 21 from Logan Intl. to Alpena County Regional, returning Tue, Apr 7, priced at $371 found 4 days ago
Fri, Mar 20 - Tue, Apr 7
BOS
Logan Intl.
APN
Alpena County Regional
$375 Roundtrip, found 4 days ago
$375
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, Mar 20 from Logan Intl. to Alpena County Regional, returning Tue, Apr 7, priced at $375 found 4 days ago
Sat, Mar 21 - Sat, Apr 4
BOS
Logan Intl.
APN
Alpena County Regional
$381 Roundtrip, found 4 days ago
$381
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, Mar 21 from Logan Intl. to Alpena County Regional, returning Sat, Apr 4, priced at $381 found 4 days ago
Wed, Mar 25 - Tue, Apr 7
BOS
Logan Intl.
PLN
Pellston Regional
$381 Roundtrip, found 2 days ago
$381
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Mar 25 from Logan Intl. to Pellston Regional, returning Tue, Apr 7, priced at $381 found 2 days ago
Thu, Mar 12 - Tue, Mar 24
BOS
Logan Intl.
PLN
Pellston Regional
$382 Roundtrip, found 2 days ago
$382
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Mar 12 from Logan Intl. to Pellston Regional, returning Tue, Mar 24, priced at $382 found 2 days ago
Fri, Mar 20 - Sat, Apr 4
BOS
Logan Intl.
APN
Alpena County Regional
$385 Roundtrip, found 4 days ago
$385
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, Mar 20 from Logan Intl. to Alpena County Regional, returning Sat, Apr 4, priced at $385 found 4 days ago
Sat, Mar 21 - Tue, Apr 7
BOS
Logan Intl.
PLN
Pellston Regional
$392 Roundtrip, found 2 days ago
$392
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Mar 21 from Logan Intl. to Pellston Regional, returning Tue, Apr 7, priced at $392 found 2 days ago

Howard Island Flight Information

Traveling To
Howard Island
Destination Airport IATA Code
DRE
Number of Airlines Serving
Airlines
United, Delta
Flight Price
$361
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Howard Island economy flight packages

Price found within the past 48 hours. Click for updated prices.
Creekside Inn
2.5-star property

Creekside Inn

Mar 18 - Mar 20

2 night stay

Detroit (DTW) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $652, price is now $342 per person
$342
per person
found 1 day ago
President Hotel Villa
3.5-star property

President Hotel Villa

Mar 22 - Mar 29

7 night stay

Detroit (DTW) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,848, price is now $1,028 per person
$1,028
per person
found 1 day ago
Cavalier Hotel South Beach
3.5-star property

Cavalier Hotel South Beach

Mar 18 - Mar 21

3 night stay

Detroit (DTW) to Miami (MIA)

Spirit Airlines • Coach

Miami (MIA) to Detroit (DTW)

Frontier Airlines • Coach
Price was $831, price is now $477 per person
$477
per person
found 1 day ago
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Howard Island premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Broadmore Miami Beach
3.5-star property

Broadmore Miami Beach

5.6/10 (389 reviews)

Mar 25 - Mar 29

4 night stay

Detroit (DTW) to Miami (MIA)

Spirit Airlines • PremiumEconomy

Miami (MIA) to Detroit (DTW)

Frontier Airlines • PremiumEconomy
Price was $1,467, price is now $944 per person
$944
per person
found 1 day ago
Rio Hotel & Casino, a Destination by Hyatt Hotel
4.0-star property

Rio Hotel & Casino, a Destination by Hyatt Hotel

7.8/10 Good! (6,684 reviews)

Mar 14 - Mar 21

7 night stay

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

JetBlue Airways • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,744, price is now $1,016 per person
$1,016
per person
found 1 day ago
Amazing views and affordable prices.

Reviewed on Feb 11, 2026

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 27 - Mar 30

3 night stay

Detroit (DTW) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $15,941, price is now $9,706 per person
$9,706
per person
found 10 hours ago
Don't see what you're looking for?
See all available trips from Detroit to Howard Island
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Howard Island business class flight packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Dama
5.0-star property

Palazzo Dama

8.8/10 Excellent! (171 reviews)

Mar 31 - Apr 7

7 night stay

New York (JFK) to Rome (FCO)

Icelandair • Non-stop • BusinessClass

Rome (FCO) to New York (JFK)

ITA Airways • Non-stop • BusinessClass
Price was $6,505, price is now $4,901 per person
$4,901
per person
found 1 day ago
ROMEO Roma
5.0-star property

ROMEO Roma

No reviews

Mar 31 - Apr 7

7 night stay

New York (JFK) to Rome (FCO)

Icelandair • Non-stop • BusinessClass

Rome (FCO) to New York (JFK)

ITA Airways • Non-stop • BusinessClass
Save 100% on your flight
Price was $20,468, price is now $14,832 per person
$14,832
per person
found 1 day ago
Hotel Splendide Royal - The Leading Hotels of the World
5.0-star property

Hotel Splendide Royal - The Leading Hotels of the World

9.4/10 Exceptional! (1,001 reviews)

Mar 31 - Apr 7

7 night stay

New York (JFK) to Rome (FCO)

Icelandair • Non-stop • BusinessClass

Rome (FCO) to New York (JFK)

ITA Airways • Non-stop • BusinessClass
Save 100% on your flight
Price was $11,660, price is now $8,618 per person
$8,618
per person
found 1 day ago
Gorgeous hotel from the rooms to the lobby with great dining!

Reviewed on Jun 27, 2025

Don't see what you're looking for?
See all available trips from New York to Howard Island
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Howard Island first class flight packages

Price found within the past 48 hours. Click for updated prices.
Creekside Inn
2.5-star property

Creekside Inn

8/10 Very Good! (1,004 reviews)

Mar 27 - Apr 4

8 night stay

Minneapolis (MSP) to Miami (MIA)

American Airlines • FirstClass

Miami (MIA) to Minneapolis (MSP)

Delta • FirstClass
Price was $3,377, price is now $2,146 per person
$2,146
per person
found 12 hours ago
I only stayed one night but overall, Creekside was better than I was expecting. For an old keys motel type inn, it was very clean and well kept.

Reviewed on Aug 2, 2025

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)

Apr 7 - Apr 11

4 night stay

New York (NYC) to Miami (MIA)

Delta • FirstClass

Miami (MIA) to New York (NYC)

Spirit Airlines • FirstClass
Price was $15,815, price is now $8,627 per person
$8,627
per person
found 7 hours ago
Cheeca Lodge & Spa
5.0-star property

Cheeca Lodge & Spa

9.2/10 Wonderful! (1,262 reviews)

Mar 27 - Apr 4

8 night stay

Minneapolis (MSP) to Miami (MIA)

American Airlines • FirstClass

Miami (MIA) to Minneapolis (MSP)

Delta • FirstClass
Price was $6,791, price is now $4,441 per person
$4,441
per person
found 11 hours ago
Fantastic resort, will definitely be heading back!

Reviewed on Jan 4, 2026

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See all available trips from Minneapolis to Howard Island
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Howard Island

Orbitz provides convenient, one-stop shopping for travelers looking for budget flights to Howard Island or any other low fare domestic or international air travel.

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You can find amazing discount fares with Orbitz’s guaranteed low prices or take advantage of last-minute sales and special travel packages. You can also earn points towards your airline frequent flyer programs when you book qualified flights to Howard Island. That means you can rack up money-saving points and miles for future use while saving money now.

We Are Just a Phone Call Away If You Need Us

Booking, changing, or canceling your Howard Island flights is a breeze with Orbitz’s online and mobile tools, but that doesn't mean that we leave you hanging if you want to speak with one of our representatives. If you need help, just contact our Customer Service by email or phone. To enjoy a less stressful trip, be sure to sign up for instant alerts so we can send you any updates or delays relating to your flights to Howard Island to your mobile phone or email.

Frequently asked questions

How much is a flight to Howard Island?
This week, prices ranged between $361 and $392 for a round-trip fare to Howard Island. Fares one-way originating from Boston (BOS) dropped to just $295 over the same period.
How to book the cheapest flight to Howard Island?
With some of the biggest and best flight deals around, you'll always get more for your money with Orbitz. The following useful tips will help you pick up cheap flights to Howard Island — and leave you with more cash to splash:

  • Consider other airports to cut costs. Enter your preferred departure and arrival points in the form fields, then select the 'Nearby airports' function below. It will list the available options.
  • If you're flexible with your travel plans, click on the 'Show flexible dates' option. It'll show the flight deals for the days around your selected departure. Fares often vary depending on the day of the week.
  • Hit 'Show options' to fine tune your search results. You can pick your preferred airline and seating class here. Under 'Sort & Filter' to the left, you can even specify whether you'd like to fly in the morning, afternoon or evening.
  • Once you've worked out your travel dates, don't delay booking. Fares normally get more expensive as the departure date gets closer.
  • Save even more on your trip by bundling your flights, hotels and car rentals into a package. Your bank account will thank you.
  • If possible, avoid traveling during the busy season. Airfares soar during school breaks, summer and around other vacation times like Easter and Thanksgiving.

What is the best time to book a flight to Howard Island?
Generally speaking, January is the ideal time to purchase your plane ticket. This is closely followed by February and August. Keep this in mind while you search for a cheap flight to Howard Island.
What day of the week is the cheapest to book a flight to Howard Island?
Land a fantastic flight deal by booking on a Tuesday, Wednesday or Saturday. These are typically the best days of the week to land cheap airfares to Howard Island.
What is the cheapest day of the week to fly to Howard Island?
Everyone loves saving money, so we recommend flying out earlier in the week to nab cheap flights to Howard Island. Orbitz data from 2020 shows you can get the best deals on flights that depart on Mondays. Tuesdays are the next cheapest day, while Saturdays are the most expensive. Many people prefer to travel on weekends, so leave those Saturdays for binge-watching your favorite movies.
What is the cheapest month to fly to Howard Island?
You can jet for less in August. This is generally the best month to get on a plane if you're looking for cheap flights to Howard Island, according to Orbitz data. The costliest time to fly is June, so try to avoid this month if you're on a budget.
Which airlines allow free cancellation?
When you search for flights on Orbitz, choose "Filter by flexible change policies." This filter will show you all the airlines offering free cancellation within 24 hours of booking and no change fees. That means you can breathe easy knowing that if things unexpectedly change, your flight can too.
What do I need for the flight to Howard Island?
From onboard entertainment to travel essentials like a pillow, there are a few things a seasoned flyer always takes with them. To ensure you're prepared for your trip, have a read through this useful list:

  • Travel paperwork such as e-tickets and some identification are a must. To avoid any delays when you check in, make sure your booking is made with the exact name, gender and birth date as your current ID.
  • A properly packed carry-on bag is just the ticket for a comfortable flight experience. Given your flight to Howard Island is no short hop, take some snacks and things to keep you entertained. Something to read will help pass the time.
  • Never mind what the season is at your destination, aircraft cabins are known to get quite cool. Bring an extra layer on board with you to stay warm and comfy.

How do I get cheap first-class/business deals to Howard Island?
If you think a first or business-class fare is beyond your grasp, think again. Here are some tips to help you score a premium flight to Howard Island for a whole lot less:

  • Be more flexible with your travel dates and wait for huge sales on business or first-class airfares.
  • Budget airlines offer first or business-class seating at more affordable prices. Skip the full-service carriers and go with one of these cheaper options.
  • Take advantage of your airline's frequent flyer program and use points to upgrade your seat. Alternatively, you can try bidding for an upgrade in an online auction if available.

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.