$93 Cheap Flights to South Side

View $93 flight on Fri, Aug 8, 2025Opens in a new window

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How much is the cheapest flight to South Side?

Prices were available within the past 7 days and start at $93 for one-way flights and $146 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Cayman Airways
Mon, Oct 6 - Tue, Oct 21
GCM
Grand Cayman
CYB
Cayman Brac
$146 Roundtrip, just found
$146
Roundtrip
just found
Select Cayman Airways flight, departing Mon, Oct 6 from Grand Cayman to Cayman Brac, returning Tue, Oct 21, priced at $146 just found
WestJet
Sat, Oct 4 - Sat, Oct 18
YUL
Montreal
CYB
Cayman Brac
$566 Roundtrip, found 18 hours ago
$566
Roundtrip
found 18 hours ago
Select WestJet flight, departing Sat, Oct 4 from Montreal to Cayman Brac, returning Sat, Oct 18, priced at $566 found 18 hours ago
Air Canada
Wed, Oct 1 - Mon, Oct 20
PHL
Philadelphia
CYB
Cayman Brac
$630 Roundtrip, found 6 days ago
$630
Roundtrip
found 6 days ago
Select Air Canada flight, departing Wed, Oct 1 from Philadelphia to Cayman Brac, returning Mon, Oct 20, priced at $630 found 6 days ago
United
Sat, Nov 1 - Sat, Nov 22
ALB
Albany
CYB
Cayman Brac
$788 Roundtrip, found 1 day ago
$788
Roundtrip
found 1 day ago
Select United flight, departing Sat, Nov 1 from Albany to Cayman Brac, returning Sat, Nov 22, priced at $788 found 1 day ago
Copa
Thu, Aug 14 - Thu, Aug 21
SDQ
Santo Domingo
CYB
Cayman Brac
$1,149 Roundtrip, found 6 days ago
$1,149
Roundtrip
found 6 days ago
Select Copa flight, departing Thu, Aug 14 from Santo Domingo to Cayman Brac, returning Thu, Aug 21, priced at $1,149 found 6 days ago

Tips to find the cheapest flights to South Side

The cheapest day to fly

Get started finding a cheap flight to South Side on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

The cheapest month to fly

October is the cheapest month to fly to South Side. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to South Side. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to South Side, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to South Side

The lowest price for round-trip flights to South Side in 2025 starts from from $146, while one-way tickets start from from $93. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to South Side. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to South Side

Cayman Airways, WestJet, Air Canada, United, Virgin Atlantic, Copa are just some of the airlines that can typically offer cheap tickets to South Side. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to South Side and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for South Side, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to South Side. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your South Side plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to South Side

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to South Side.

Stopover savings

The cheapest tickets to South Side are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to South Side. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to South Side for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to South Side. Simply download the free Expedia app to your smart device and activate South Side flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to South Side. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

What month is the cheapest to fly to South Side?
The cheapest month to fly to South Side is October when there's less demand. Off-peak months are usually when you'll find cheap flights. To save money, avoid flying during school breaks and major holidays.
Which US cities fly direct to South Side?
There are 14 US destinations you're able to fly to South Side nonstop from. Compare your options by selecting the "Direct flights only" box on Expedia and pick the ideal departure point for you. Here are a handful of the top cities to take off from:

  • Miami
  • Charlotte
  • Houston
  • Fort Lauderdale
  • Atlanta

How to find a cheap flight to South Side?
Making travel plans in the low season and booking ahead of time are two smart ways to snag cheap flights to South Side. Or, consider flying on a Thursday, which is on average 16% cheaper than leaving on a Sunday.* Want to be the first to know as soon as fares drop? Simply set up price tracking on the Expedia app for 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 South Side?
Staying flexible with your plans may help you to secure last-minute deals on cheap flights to South Side. To see all the available options, consider looking at different ticket types, changing your South Side vacation dates, flying out of an alternative airport or using another airline.
How far in advance should I book a flight to South Side?
Secure your flight to South Side two to four months ahead if you're visiting from an international destination. For domestic travel, the recommendation is around 28 days in advance. Lower fares and a greater choice of travel dates, times and seating options are just some of the awesome benefits 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 South Side?
Sundays are generally the best day to book a cheap flight to South Side, with savings of about 8% on average compared to Fridays. If you choose to purchase on a Friday, be ready to pay a higher price as this is typically the most expensive day.**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 South Side?
With a good selection of airlines flying to South Side, the choice is yours:

  • American Airlines - 104 flights to South Side each month, including 104 flights to Owen Roberts Intl. Airport (GCM) per month.
  • Cayman Airways - 82 flights to South Side each month, including 82 flights to Owen Roberts Intl. Airport (GCM) per month.
  • United Airlines - 60 flights to South Side each month, including 60 flights to Owen Roberts Intl. Airport (GCM) per month.

Can I save money by booking a South Side trip package?
You could potentially save hundreds of dollars if you lock in a South Side flight and hotel package deal on Expedia. And you'll save yourself hassle by having all your travel arrangements in the same place. Try bundling your flight and hotel with add-ons like tours and activities for your own personalized South Side vacation.
Can I change or cancel my flight to South Side?
It's usually possible to cancel or change your flight to South Side. Many airlines allow you to cancel your flights for free within 24 hours of making your booking. However, some flights are non-refundable, and airlines may offer you a credit toward a future flight in place of a direct refund. To reserve cheap flights to South Side with flexible change policies, check "No cancel fee" or "Changes included" when you search. Want more details? Head to our Customer Service Portal.
Flights to South Side information
Destination airport
Edward Bodden Airfield
Destination airport IATA code
LYB
Destination city name
Little Cayman
Roundtrip price
$139

Trending flights to South Side

Prices were available within the past 7 days and start at $93 for one-way flights and $146 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Cayman Airways
Sat, Nov 8 - Sat, Nov 15
MIA
Miami
CYB
Cayman Brac
$348 Roundtrip, just found
$348
Roundtrip
just found
Select Cayman Airways flight, departing Sat, Nov 8 from Miami to Cayman Brac, returning Sat, Nov 15, priced at $348 just found

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*Available to One Key members.