Cheap Flights to Monroe County from $38

The cheapest month to fly to Monroe County is September when there's less demand. Off-peak months are usually when you'll find cheap flights. To save money, steer clear of flying during school breaks and major holidays.

Typically, New York, Atlanta and Chicago offer cheap flights to Monroe County. Flexibility, however, is always key to landing the best prices. Plan your trip midweek or during the off-peak season to keep costs as low as possible.

There are 63 US destinations you're able to fly to Monroe County directly from. Explore the options by using the "Direct flights only" filter on Expedia and find the best starting point for you. Here are several of the leading cities to take off from:

• New York
• Atlanta
• Chicago
• Dallas
• Newark

To get cheap flights to Monroe County, book well in advance or visit during the off-season months of August and September. Want another helpful tip? Take off on a Thursday and save around 16% on average compared to those who travel on a Sunday.* Opt to receive price alerts on the Expedia app and we'll update you as soon as your fares drop.

*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.

Being flexible about your travel plans may help you find last-minute offers on cheap flights to Monroe County. To see all the available options, try looking at different ticket types, changing your Monroe County trip dates, jetting out of an alternative airport or going with another carrier.

To nab some of the biggest savings on domestic journeys, book your flight to Monroe County 28 days ahead of your travel dates. For international flights, book two to four months in advance. This increases your chances of getting the departure dates and seats you want.*

*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.

Generally, you can get cheap flights to Monroe County on a Sunday. Travelers can save about 8% on average compared to those who book on a Friday, which is typically the most expensive day to purchase tickets.*

*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.

When you're ready to lock in your seat to Monroe County, these popular carriers are waiting to welcome you on board:

• American Airlines - 424 flights to Monroe County each month, including 424 flights to Key West Intl. Airport (EYW) per month.
• Silver Airways - 164 flights to Monroe County each month, including 164 flights to Key West Intl. Airport (EYW) per month.
• Delta Air Lines - 156 flights to Monroe County each month, including 156 flights to Key West Intl. Airport (EYW) per month.

Bundle your flight and hotel and you could save hundreds of dollars. Better yet, you can add extras like tours and car rentals to your Monroe County, Florida flight and hotel package deal. With Expedia, it's easy to organize all your Monroe County travel arrangements in the same place.

You can typically cancel or change your flight to Monroe County within 24 hours of booking. However, keep in mind that some fares are non-refundable. In those cases, you may be issued a credit toward future flights instead of a direct refund. Make sure you check the airline's terms of service in your itinerary for exact details. You can use Expedia's "Changes included" or "No cancel fee" filters when you search to find cheap flights to Monroe County with flexible change policies. For additional information, head to our Customer Service Portal.