Key West is a coral island at the southernmost end of Florida, about four miles long and a mile wide, 130 miles southwest of Miami at the end of the Overseas Highway and closer to Cuba, 95 miles off, than to Miami. Duval Street runs the width of the island from the Gulf side to the Atlantic side, Mallory Square is where the crowd gathers for sunset, and the Hemingway House, where he lived from 1931 to 1939, is the house tour. The airport is on the east end of the island in New Town, a few minutes from Old Town by car.
Allegiant flies Indianapolis to Key West nonstop, and the airport’s route map lists it as seasonal. Every other fare we read connected once, through Miami, Charlotte, Washington National or Chicago on American, through Newark or Chicago on United, or through Atlanta on Delta. The cheapest of those was $360, on United through Chicago in December, and on the November and April dates they started at $637, against $136 and $199 on the Allegiant nonstop. The lowest fare we’ve priced is $136, for four days leaving November 1 and again for nine days leaving December 13.
Cheapest time to fly from Indianapolis to Key West
On October 9, 2026 we priced every departure from November 2026 through May 2027 at every trip length from two days to two weeks. November and December were the floor at $136, then January came in at $187 for eleven days, February at $208, March at $259 for thirteen days, April at $199 and May at $220, both for four days. A typical date ran $374 to $404 in every month, which is the price of a connection. The three dates we confirmed, November 1 to 5, December 13 to 22 and April 25 to 29, were all Allegiant nonstops both ways, so the table is the list of dates to build a trip around.
| Departure month | Lowest round trip seen | Typical fare that month |
|---|---|---|
| November 2026 | $136 (Nov 1 to 5, 4 days) | $394 |
| December 2026 | $136 (Dec 13 to 22, 9 days) | $402 |
| January 2027 | $187 (Jan 31 to Feb 11, 11 days) | $404 |
| February 2027 | $208 (Feb 7 to 11, 4 days) | $396 |
| March 2027 | $259 (Mar 4 to 17, 13 days) | $404 |
| April 2027 | $199 (Apr 25 to 29, 4 days) | $377 |
| May 2027 | $220 (May 2 to 6, 4 days) | $374 |
Airlines that fly Indianapolis to Key West
This is what Google Flights showed on the dates we checked, not a schedule, so treat it as the shape of the route rather than a promise.
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Indianapolis to Key West fare history
All of these fares were on Google Flights on an Indianapolis search on October 9, 2026, and the times are for the quickest itinerary at each fare. The $136 trip leaving November 1 departs Indianapolis at 7:15 AM and lands in Key West at 9:50 AM, and the flight home leaves at 11:04 AM on the 5th. The $136 trip leaving December 13 departs Indianapolis at 2:18 PM and lands in Key West at 5:05 PM, and the flight home leaves at 11:35 AM on the 22nd. The $199 trip leaving April 25 departs Indianapolis at 7:30 AM and lands in Key West at 10:15 AM, and the flight home leaves at 11:05 AM on the 29th.
Indianapolis to Key West flight questions
Is there a nonstop from Indianapolis to Key West? Yes, on Allegiant, and the airport lists it as seasonal. On the November, December and April dates we read it was the only nonstop, and the connections on American, United and Delta started at $360.
How long is the flight? Between 2 hours 35 minutes and 2 hours 58 minutes nonstop each way on Allegiant. The connecting itineraries ran between four and a half and six and a half hours.
What’s a good price? Under $200 round trip on the Allegiant nonstop. The lowest fare in every month from November through May was between $136 and $259 when we checked on October 9, 2026, and a typical date was $374 or more.
Should I fly to Miami or Fort Lauderdale and drive instead? That’s the other way in. Key West is 130 miles from Miami on the Overseas Highway, and the lowest Fort Lauderdale round trip on October 9 was $95, against $136 for Key West. A rental car and the drive each way are the trade.
Which airport does this fare use? Indianapolis International, IND. Every fare on this page is an Indianapolis search.
Do the cheap fares include a bag? No. The $136 is an Allegiant fare, and Allegiant charges for a carry-on and for a checked bag, with only a personal item included. Price the bag before you compare it to the connecting fares, which are mostly basic economy with their own rules.
If Key West is the plan but the dates don’t fit, the same water runs out to Nassau, San Juan and Punta Cana, all routes we track from Indianapolis. The other Florida routes we track are Fort Lauderdale, Jacksonville, Orlando, Tampa and Sarasota. All our North America routes are in the North America list.
Note: the fares above are historical and airfare prices change constantly. They may not include baggage fees, which vary by airline and ticket class. Always confirm the current price and any add-on fees directly with the airline before booking.