Cheap flights To Chokoloskee Island (MRK) from $43

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Cheap Flights to Chokoloskee Island from $43 One Way, $72 Round Trip

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

Wed, Aug 27 - Wed, Sep 3
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$72 Roundtrip, found 2 days ago
$72
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, Aug 27 from O'Hare Intl. to Southwest Florida Intl., returning Wed, Sep 3, priced at $72 found 2 days ago
Mon, Aug 25 - Wed, Sep 3
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$75 Roundtrip, found 6 hours ago
$75
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Mon, Aug 25 from O'Hare Intl. to Southwest Florida Intl., returning Wed, Sep 3, priced at $75 found 6 hours ago
Mon, Sep 1 - Wed, Sep 3
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$85 Roundtrip, found 16 hours ago
$85
Roundtrip
found 16 hours ago
Select Spirit Airlines flight, departing Mon, Sep 1 from O'Hare Intl. to Southwest Florida Intl., returning Wed, Sep 3, priced at $85 found 16 hours ago
Sun, Oct 5 - Sun, Oct 12
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$86 Roundtrip, just found
$86
Roundtrip
just found
Select Spirit Airlines flight, departing Sun, Oct 5 from O'Hare Intl. to Southwest Florida Intl., returning Sun, Oct 12, priced at $86 just found
Tue, Aug 26 - Wed, Aug 27
ORD
O'Hare Intl.
FLL
Fort Lauderdale - Hollywood Intl.
$87 Roundtrip, found 2 hours ago
$87
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Tue, Aug 26 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Aug 27, priced at $87 found 2 hours ago
Tue, Aug 26 - Wed, Aug 27
ORD
O'Hare Intl.
MIA
Miami Intl.
$87 Roundtrip, found 2 hours ago
$87
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Tue, Aug 26 from O'Hare Intl. to Miami Intl., returning Wed, Aug 27, priced at $87 found 2 hours ago
Sat, Sep 6 - Mon, Sep 8
ORD
O'Hare Intl.
FLL
Fort Lauderdale - Hollywood Intl.
$93 Roundtrip, just found
$93
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Sep 6 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Mon, Sep 8, priced at $93 just found
Thu, Oct 16 - Sun, Oct 19
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$96 Roundtrip, found 7 hours ago
$96
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Thu, Oct 16 from O'Hare Intl. to Southwest Florida Intl., returning Sun, Oct 19, priced at $96 found 7 hours ago
Sat, Sep 6 - Sat, Sep 13
ORD
O'Hare Intl.
MIA
Miami Intl.
$98 Roundtrip, just found
$98
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Sep 6 from O'Hare Intl. to Miami Intl., returning Sat, Sep 13, priced at $98 just found
Tue, Sep 9 - Thu, Sep 11
ORD
O'Hare Intl.
MIA
Miami Intl.
$98 Roundtrip, found 3 hours ago
$98
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Tue, Sep 9 from O'Hare Intl. to Miami Intl., returning Thu, Sep 11, priced at $98 found 3 hours ago

Chokoloskee Island MIA Flight Information

Traveling To
Chokoloskee Island
Destination Airport IATA Code
MRK
Number of Airlines Serving
2
Airlines
Spirit Airlines, United
Flight Price
$72
Earliest Departing Flight
AA 3667 9:18AM EDT
Latest Departing Flight
AA 4085 Aug 11 8:33PM EDT

Book Your Flight & Hotel Together & Save

Chokoloskee Island economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Fort Myers/at The Forum
3.0-star property

Hyatt Place Fort Myers/at The Forum

Sep 3 - Sep 9

6 night stay

Boston (BOS) to Fort Myers (RSW)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Tween Waters Island Resort & Spa
3.0-star property

Tween Waters Island Resort & Spa

Sep 19 - Sep 26

7 night stay

Boston (BOS) to Fort Myers (RSW)

JetBlue Airways • Roundtrip • Coach
per person
found 1 day ago
Edison Beach House
3.5-star property

Edison Beach House

Sep 19 - Sep 26

7 night stay

Boston (BOS) to Fort Myers (RSW)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
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Chokoloskee Island premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
TownePlace Suites by Marriott Fort Myers Gulf Coast
3.0-star property

TownePlace Suites by Marriott Fort Myers Gulf Coast

9/10 Wonderful! (53 reviews)

Sep 15 - Sep 20

5 night stay

Boston (BOS) to Fort Myers (RSW)

Delta • Roundtrip • PremiumEconomy
per person
found 10 hours ago
The staff was friendly and the hotel was kept clean. Breakfast seemed to be a struggle every morning. Always having to ask for something that was missing

Reviewed on Mar 9, 2025

Marriott Sanibel Harbour Resort & Spa
4.0-star property

Marriott Sanibel Harbour Resort & Spa

8.4/10 Very Good! (1,002 reviews)

Sep 15 - Sep 20

5 night stay

Boston (BOS) to Fort Myers (RSW)

Delta • Roundtrip • PremiumEconomy
per person
found 10 hours ago
The property was very nice. Still rebuilding after the hurricane, main pool was under construction, secondary pool was open. Skeleton staff as it is not peek season. Make sure to bring bug spray, there are little mosquitos that are around all day in Sanibel and Captiva Island. They are actually insane, not eager to return to this area of FL.

Reviewed on Aug 7, 2024

Luminary Hotel & Co., Autograph Collection
4.0-star property

Luminary Hotel & Co., Autograph Collection

9.2/10 Wonderful! (408 reviews)

Sep 15 - Sep 20

5 night stay

Boston (BOS) to Fort Myers (RSW)

Delta • Roundtrip • PremiumEconomy
per person
found 10 hours ago
The location of this hotel was superb. Scenic and also near awesome restaurants and shopping. The hotel itself was clean and quite quiet. Enjoyed a wonderful couple of days.

Reviewed on Jun 20, 2024

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See all available trips from Boston to Chokoloskee Island
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Chokoloskee Island first class flight packages

Price found within the past 48 hours. Click for updated prices.
Lani Kai Beachfront Resort
3.5-star property

Lani Kai Beachfront Resort

8.6/10 Excellent! (1,020 reviews)

Sep 18 - Sep 22

4 night stay

Boston (BOS) to Fort Myers (RSW)

Delta • FirstClass

Fort Myers (RSW) to Boston (BOS)

United • FirstClass
per person
found 1 day ago
Very terrific staff & met one of the grand daughters who worked in the gift shop on our day of departure, she was so sweet, my daughter & I thoroughly enjoyed ourself.

Reviewed on Jul 8, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort
4.5-star property

LaPlaya Beach & Golf Resort - A Noble House Resort

8.8/10 Excellent! (1,000 reviews)

Sep 18 - Sep 22

4 night stay

Boston (BOS) to Fort Myers (RSW)

Delta • FirstClass

Fort Myers (RSW) to Boston (BOS)

United • FirstClass
per person
found 1 day ago
Great customer service and guest services. Nice resort and good food.....we will definitely be back again.....

Reviewed on Jul 1, 2025

Inn on Fifth
4.0-star property

Inn on Fifth

9.2/10 Wonderful! (1,009 reviews)

Sep 18 - Sep 22

4 night stay

Boston (BOS) to Fort Myers (RSW)

Delta • FirstClass

Fort Myers (RSW) to Boston (BOS)

United • FirstClass
per person
found 1 day ago
The location is a 10 but this isn’t a 5-star property. I’ve stayed at this hotel the past 5 years, always for 5 nights between Christmas and New Years. The value for the price is terrible. The hair dryers in the room are trash, the TV in our room flickered on and off during our entire stay in 2024, the rooms are clean but not immaculate, the elevator takes forever to move between floors. Overall this hotel could use a major refresh and I will be finding a different hotel to stay at in Dec 2025.

Reviewed on Jan 2, 2025

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Frequently asked questions

Which airlines fly to Chokoloskee Island?
Lock in a ticket with one of the 20 airlines that jet into Miami Intl. Airport (MIA) and get set for amazing new adventures. This airport is the entryway for Chokoloskee Island. When it's time to tick off this region, these reputable carriers will get you there:

  • American Airlines - 1,841 flights to Chokoloskee Island per month
  • Copa Airlines - 105 flights to Chokoloskee Island per month
  • LATAM Airlines - 86 flights to Chokoloskee Island per month

How much is a flight to Chokoloskee Island?
Travelers from near and far snapped up round-trip bargains ranging from $72 to $98 this week. Starting your trip from Chicago (ORD)? The lowest one-way tickets were $43.
How to book the cheapest flight to Chokoloskee Island?
With some of the most impressive flight deals around, you can jet for less with Orbitz. The following pointers will help you snap up cheap flights to Chokoloskee Island — and leave you with cash to spare:

  • Consider taking off from or landing at other airports to save money. Enter your preferred departure and arrival airports in the form fields, then choose the 'Nearby airports' function below. It will list the available options.
  • If you're flexible with when you fly out, click on the 'Show flexible dates' option. It'll bring up flight deals for the days before and after your chosen departure. Airfares often vary depending on what day it is.
  • You can also hit the 'Show options' function 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 want to fly.
  • Once you've sorted out your travel dates, don't wait to book. Prices normally increase as the departure date nears.
  • Save on your getaway by bundling your flights, hotels and car rental into a package with Orbitz. Your budget will thank you for it.
  • Where possible, don't fly during the busy season. Airfares usually surge during school breaks, summer and around other vacation times like Easter and Christmas.

What is the best time to book a flight to Chokoloskee Island?
Catch a bargain and secure your seats to Chokoloskee Island in January. If you've missed this month, don't worry. February and August often have low airfares available. Make sure you don't snooze on a sale — cheap flights pop up and vanish in the click of a button!
What day of the week is the cheapest to book a flight to Chokoloskee Island?
In general, Tuesdays, Wednesdays and Saturdays are the cheapest days to book a flight to Chokoloskee Island. If you're looking for the most competitive airfares, search across those days and you could find a fantastic flight deal.
What is the cheapest day of the week to fly to Chokoloskee Island?
According to Orbitz data from 2020, Monday is usually the best day to nab cheap flights to Chokoloskee Island. Tuesday also has more affordable fares, whereas Saturday has the most expensive ticket prices. Even though flying out at the weekend is often more convenient, you'll have more money in your pocket to play with if you take off earlier in the week.
What is the cheapest month to fly to Chokoloskee Island?
Get set to jet for less in August. This is generally the best month to take off if you want cheap flights to Chokoloskee Island, Orbitz data shows. The costliest time to take off is June, so avoid this month if possible.
Which airlines allow free cancellation?
Flexible travel is more important than ever, that's why Orbitz lets you search for carriers that won't slap on fees for making amendments. Add your departure and arrival destinations, then choose "Filter by flexible change policies." We'll show you options that include free cancellation within 24 hours of booking and no change fees.
What do I need for the flight to Chokoloskee Island?
There is so much to sort out for any big journey, so it's good to get a little help before you set out. Here are a few tips to ensure that you're prepared for take off:

  • Make sure you've packed your travel papers and some identification. For international trips, you'll need to take your passport. When reserving your seats, always use the exact details written on your current ID.
  • Stock your carry-on bag with snacks and things to keep you busy and watch time whiz by on this medium-haul flight. Where possible, join the airport's Wi-Fi and save your favorite podcast or playlist to your device ahead of your journey.
  • Regardless what the season is, plane cabins can get chilly. Bring an extra layer on the flight with you to stay nice and toasty.

How do I get cheap first-class/business deals to Chokoloskee Island?
Smart travelers have a knack for finding business or first-class airfares to Chokoloskee Island without the eye-watering price tag. You can do the same with these helpful tips:

  • Flexibility is key. By being open to other travel dates, you'll have a better chance of picking up a rewarding deal on business or first-class airfares.
  • Many budget carriers these days have excellent business or premium-class seating that doesn't cost an arm and a leg.
  • Take advantage of your airline's loyalty scheme and use points to upgrade your seat. Alternatively, you can try bidding for an upgrade in online auctions.

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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.