Fast Food RestaurantBurger JointAmerican RestaurantCheckers Drive-In Restaurants, Inc
As the leaders in drive-thru for over 30 years Checkers & Rally’s locations are currently open and ready to serve our guests. We can provide our guests with the additional safety of an enclosed kitchen and limited personal contact – whether you choose to drive up, order ahead online, or have our food delivered. In response to concerns around the Coronavirus we have closed the few dining rooms that exist in the Checkers & Rally’s system and are limiting the number of people on our patio and at our walk-up windows. We are reinforcing our policies, including frequent and proper handwashing, along with the proper utilization and changing of gloves as we continue to serve our guests.
This was my first — and likely last — visit to this location. I rarely leave negative reviews, but this experience warrants one.
The food was fine overall, though the fries were noticeably greasy. The cashier was friendly, which I appreciated. What really disappointed me, however, was the pricing and overall value. I ordered a #1 meal, and the large drink was filled about three-quarters with ice. When I asked for a refill, I was charged an additional $3.50. The meal already cost $13, and I was also charged $1 for sauces.
For the level of service and food quality offered, the pricing feels excessive and unreasonable. I left more frustrated than satisfied.
CA
Carl Allgood
Feb 13, 2026
5.0
Excellent
JL
Jason Lyle
Jan 13, 2026
5.0
Checkers really snapped this time, no cap. The service was excellent from start to finish — fast, friendly, and they actually got the order right, which already puts them above half the fast-food game. The chili dogs were straight bussin, loaded heavy and full of flavor, and the wings were crispy, juicy, and sauced perfectly. The spicy chicken sammich was hittin too, crunchy with just the right amount of heat. And let’s talk about that 2 for 7 deal… absolute steal, crazy value for the amount of food you get. Don’t leave without the apple pie either — that thing was fire, hot and sweet with the perfect crunch. Overall, great food, great prices, and great service. Checkers stays clutch.😁💯
HH
Hailey
Dec 10, 2025
5.0
Annie was amazing!!! She was VERY kind and enthusiastic helping us navigate the menu and making sure we got what we wanted and it was amazing service all the way through that just made our day. I hope the best for her and would love to see her get recognition she absolutely deserves as im sure we're not the only customers that got to experience her friendliness!!
MA
Milagros Acevedo
Dec 4, 2025
5.0
The night manager on duty was very pleasant and professional great service thank you date 12/04
What are the operating hours of Checkers at 1939 Osceola Parkway in Kissimmee, FL?
Checkers is open Monday through Thursday and Sunday from 10:00 AM to 2:00 AM, and on Friday and Saturday from 10:00 AM to 3:00 AM.
Does Checkers offer drive-thru service at this location?
Yes, this Checkers location has a drive-thru service available for customers.
Can I dine inside at Checkers on Osceola Parkway?
Yes, dine-in service is available, although some dining rooms are closed and patio seating is limited for safety.
What payment methods does Checkers accept?
Checkers accepts American Express, cash, check, Mastercard, and Visa as payment options.
How can I order food for delivery from Checkers Kissimmee?
You can order delivery online via Checkers’ delivery URL or through DoorDash's store page for this location.
What type of cuisine and meals does this Checkers location serve?
Checkers serves American fast food including burgers, chicken, and sandwiches for lunch, dinner, and late night.
Is the attire casual at Checkers on Osceola Parkway?
Yes, the attire at this location is casual.
What nearby restaurants can I visit before or after Checkers?
Nearby restaurants include Baskin Robbins for ice cream, Dunkin Donuts for coffee and donuts, Burger King for another fast food option, Latin Fork Arepas Bistro for Venezuelan cuisine, El Tropico Restaurante for Mexican food, Pizza Hut, and Domino's Pizza for pizza lovers.
Are there convenient gas stations close to Checkers on Osceola Parkway?
Yes, nearby gas stations include Mobil, Mobil 1 Car Wash, and Exxon & Mobil Stations, which can be convenient for customers visiting Checkers.
What nearby shopping options are available around Checkers?
Nearby shopping includes Ross Dress for Less for clothing, dd’s DISCOUNTS for department store goods, Dollar Tree for discount items, and Aaron’s for electronics and retail.
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