Cheap flights To Orleans (PVC) from $44

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Cheap Flights to Orleans from $44 One Way, $102 Round Trip

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

Wed, Oct 22 - Sat, Oct 25
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, just found
$102
Roundtrip
just found
Select Breeze Airways flight, departing Wed, Oct 22 from Orlando Intl. to Portsmouth Intl., returning Sat, Oct 25, priced at $102 just found
Tue, Dec 2 - Tue, Dec 2
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$112 Roundtrip, found 2 days ago
$112
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Dec 2 from Ronald Reagan Washington National to Logan Intl., returning Tue, Dec 2, priced at $112 found 2 days ago
Tue, Oct 7 - Tue, Oct 7
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$123 Roundtrip, found 4 days ago
$123
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Oct 7 from Ronald Reagan Washington National to Logan Intl., returning Tue, Oct 7, priced at $123 found 4 days ago
Tue, Oct 21 - Thu, Oct 23
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$134 Roundtrip, found 11 hours ago
$134
Roundtrip
found 11 hours ago
Select Delta flight, departing Tue, Oct 21 from Ronald Reagan Washington National to Logan Intl., returning Thu, Oct 23, priced at $134 found 11 hours ago
Tue, Oct 7 - Wed, Oct 8
MCO
Orlando Intl.
BOS
Logan Intl.
$134 Roundtrip, found 3 hours ago
$134
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Tue, Oct 7 from Orlando Intl. to Logan Intl., returning Wed, Oct 8, priced at $134 found 3 hours ago
Fri, Nov 7 - Sat, Nov 15
MCO
Orlando Intl.
BOS
Logan Intl.
$141 Roundtrip, found 3 hours ago
$141
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Fri, Nov 7 from Orlando Intl. to Logan Intl., returning Sat, Nov 15, priced at $141 found 3 hours ago
Mon, Oct 6 - Tue, Oct 7
LAX
Los Angeles Intl.
BOS
Logan Intl.
$199 Roundtrip, found 1 hour ago
$199
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Mon, Oct 6 from Los Angeles Intl. to Logan Intl., returning Tue, Oct 7, priced at $199 found 1 hour ago
Fri, Oct 31 - Wed, Nov 12
LAX
Los Angeles Intl.
BOS
Logan Intl.
$225 Roundtrip, found 1 day ago
$225
Roundtrip
found 1 day ago
Select United flight, departing Fri, Oct 31 from Los Angeles Intl. to Logan Intl., returning Wed, Nov 12, priced at $225 found 1 day ago
Fri, Oct 31 - Wed, Nov 12
LAX
Los Angeles Intl.
BOS
Logan Intl.
$245 Roundtrip, found 1 day ago
$245
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Fri, Oct 31 from Los Angeles Intl. to Logan Intl., returning Wed, Nov 12, priced at $245 found 1 day ago
Thu, Dec 4 - Mon, Dec 8
LAX
Los Angeles Intl.
BOS
Logan Intl.
$246 Roundtrip, found 1 day ago
$246
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Thu, Dec 4 from Los Angeles Intl. to Logan Intl., returning Mon, Dec 8, priced at $246 found 1 day ago

Orleans Flight Information

Traveling To
Orleans
Destination Airport IATA Code
PVC
Number of Airlines Serving
Airlines
Spirit Airlines, Breeze Airways, JetBlue Airways, Frontier Airlines, United, American Airlines, Southwest Airlines, Delta, Alaska Airlines
Flight Price
$102
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Orleans economy flight packages

Price found within the past 48 hours. Click for updated prices.
By the Sea Guests Bed & Breakfast & Suites
3.5-star property

By the Sea Guests Bed & Breakfast & Suites

Nov 8 - Nov 11

3 night stay

Chicago (MDW) to Boston (BOS)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $715, price is now $539 per person
$539
per person
found 20 hours ago
Raffles Boston
5.0-star property

Raffles Boston

Oct 30 - Nov 3

4 night stay

Chicago (CHI) to Boston (BOS)

Southwest Airlines • Coach

Boston (BOS) to Chicago (CHI)

Spirit Airlines • Coach
Save 100% on your flight
Price was $2,333, price is now $1,612 per person
$1,612
per person
found 1 day ago
DoubleTree by Hilton Boston North Shore
4.0-star property

DoubleTree by Hilton Boston North Shore

Oct 30 - Nov 3

4 night stay

Chicago (CHI) to Boston (BOS)

Southwest Airlines • Coach

Boston (BOS) to Chicago (CHI)

Spirit Airlines • Coach
Save 100% on your flight
Price was $975, price is now $725 per person
$725
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Chicago to Orleans
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Orleans premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
citizenM Boston North Station
4.0-star property

citizenM Boston North Station

9.2/10 Wonderful! (3,784 reviews)

Oct 24 - Oct 27

3 night stay

Chicago (ORD) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
Price was $1,118, price is now $870 per person
$870
per person
found 22 hours ago
The property itself was quite good. Standouts were the lobby area and the view from the room. Not-so-nice were the cubicle bathrooms that had minimal privacy and the extra soft beds (personal preference though I understand). Overall I would recommend but be aware the beds are very soft, the bathrooms aren't too private, and you need your mobile phone or an iPad to get the most out of the room controls. The staff was wonderful and the rooms were clean and quiet.

Reviewed on Sep 11, 2025

Raffles Boston
5.0-star property

Raffles Boston

9.8/10 Exceptional! (160 reviews)

Oct 24 - Oct 27

3 night stay

Chicago (ORD) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,177, price is now $1,570 per person
$1,570
per person
found 22 hours ago
Excellent services.

Reviewed on Dec 29, 2024

The Langham, Boston
5.0-star property

The Langham, Boston

9.6/10 Exceptional! (1,002 reviews)

Oct 24 - Oct 27

3 night stay

Chicago (ORD) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,775, price is now $1,386 per person
$1,386
per person
found 22 hours ago
Was hoping for more.

Reviewed on Jul 31, 2025

Don't see what you're looking for?
See all available trips from Chicago to Orleans
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Orleans

Orbitz provides convenient, one-stop shopping for travelers looking for budget flights to Orleans 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 Orleans. 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 Orleans 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 Orleans to your mobile phone or email.

Frequently asked questions

Which airlines fly to Orleans?
Booking a flight to Orleans is easy — simply pick from 20 airlines that fly into Nantucket Memorial Airport (ACK). When you've arranged your sightseeing itinerary and packed your luggage, these top domestic carriers will be ready to welcome you on board:

  • Cape Air - 181 flights to Orleans per month
  • JetBlue - 104 flights to Orleans per month
  • Southern Airways Express - 88 flights to Orleans per month

How much is a flight to Orleans?
The cost for a return flight to Orleans this week ranged between $102 and $246. If you were traveling one-way from Orlando (MCO), you could have bagged tickets from as low as $44.
How to book the cheapest flight to Orleans?
Landing cheap flights to Orleans is as easy as booking your ticket with Orbitz. But if you want to make sure you're grabbing the best flight deals around, here are some tips to keep in mind:

  • Taking off from or arriving at other airports may be more cost-effective. Type in your preferred departure and arrival airports. Next, select the 'Nearby airports' function below the form fields to compare your options.
  • Similarly, click on the 'Show flexible dates' option to compare the prices for days around your selected departure. It's possible to find cheaper flight deals if you're flexible with your plans.
  • To optimize your results, hit 'Show options.' You can search based on airlines, seating class, nonstop flights and refundable flights. You can also select the time of day you'd like to fly under 'Sort & Filter' to the left.
  • Once you've settled on your travel dates, don't wait to book. Prices normally increase as the departure date nears.
  • Save big on your trip by combining your hotel, flights and car rentals into a package deal. Your wallet will thank you for it.
  • If practical, avoid flying in the most popular seasons. Airfares are often at their highest during summer, school breaks and around other vacation times like Easter, Thanksgiving and Christmas.

What is the best time to book a flight to Orleans?
On average, the cheapest time to purchase a plane ticket is in January. This is followed by February and August. When searching for a cheap flight to Orleans, make sure you're ready to book. Cheap deals emerge suddenly and don't hang around!
What day of the week is the cheapest to book a flight to Orleans?
When it comes to cheap flights to Orleans, the best days to book are generally Tuesdays, Wednesdays and Saturdays. An unbeatable flight deal is just a few clicks away with Orbitz.
What is the cheapest day of the week to fly to Orleans?
According to Orbitz data from 2020, Monday is generally the best day for cheap flights to Orleans. Tuesday also has wallet-friendly fares, whereas Saturday has the most expensive ticket rates. Even though leaving at the weekend can be more suitable, you'll have more cash in your pocket to play with if you take off at the start of the week.
What is the cheapest month to fly to Orleans?
According to Orbitz data, you'll want to fly out in August. This is generally a great month to score cheap flights to Orleans. It's worth noting that the most expensive time to take off is during the month of June.
Which airlines allow free cancellation?
We understand that plans can change and flexibility matters. That's why you can easily search for flights that include free cancellation and no change fees on Orbitz. Just click on "Filter by flexible change policies" and we'll find you fares more flexible than a lip balm left in the sun!
What do I need for the flight to Orleans?
Flying doesn't have to be a drag. In fact it can be a joy if you're well prepared! Make your journey a stress-free one with these handy hints:

  • Before you take your seat on the plane, you'll need to present some form of government-issued ID, like your passport. You'll also need your boarding pass. If you're traveling with children, check with your airline about which documents they may need.
  • Take some activities to pass the time on your trip to Orleans. Books, magazines and devices like tablets and laptops are good ideas. Make sure you take a water bottle too. Even on a short flight, it's important to stay well-hydrated.
  • Whatever the temperature is doing outside, plane cabins can get cold. Bring a hoodie on board to keep yourself comfortable.

How do I get cheap first-class/business deals to Orleans?
If you think a first or business-class fare is beyond your grasp, you may want to think again. Here are some practical tips to help you land a premium flight to Orleans for less:

  • Flexibility doesn't just help with your yoga. Leave some room to move around your travel dates so you can pick up cheaper airfares when they crop up.
  • Plenty of low-cost airlines nowadays offer superb business or premium-class seating without the hefty fees.
  • Bid for an upgrade in online auctions (if available) or upgrade your fare through your frequent flyer program.

What is the best time to go to Orleans?
Orleans is a lively place in March, April and May. If you're contemplating visiting during these months, it may be an idea to book ahead of time to ensure you land the most rewarding deals. Curious to know what the summertime's like in Orleans? Average daily temperatures normally float between 65 ºF and 70 ºF. Like most destinations in the Northern Hemisphere, the summer season starts June 20 here.
Travel tips for Orleans

  • Kick things off in the downtown area and take yourself on a walking tour of the city's awesome attractions. Nauset Beach and Skaket Beach are favorites with tourists.
  • You'll also want to check out the sights a short commute from Orleans's center. Head toward Pilgrim Monument and Herring Cove Beach and see a different side of this exceptional destination.
  • When it's time to explore more of Massachusetts, pick up a car rental and drive in the direction of Boston. Worcester is another city of interest with so many things to see and do.

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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.