$58+ Cheap flights from Midway (MDW) to Kissimmee, FL
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/21. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Midway to Kissimmee with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.The best prices from Chicago Midway to Kissimmee are usually found in May or April, booked 88 days in advance, depart on a Thursday or Saturday and return on a Friday
Cheap flight deals from Midway to Kissimmee
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Kissimmee (K1S). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated janvier 21, 2025.
Round-trip from | $127 (Cheapflightsfares) |
|---|---|
One-way from | $58 (Trip.com) |
Popular in | June |
Cheapest in | May |
Average price | $246 |
Find flight deals from Midway to Kissimmee
Cheapest flights from Midway to KissimmeeExplore the most affordable flight options available from Midway to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on janvier 21, 2025.
Explore the most affordable flight options available from Midway to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on janvier 21, 2025.
This Cheapflightsfares deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Find flights from Midway to Kissimmee within your budget
Customize your flight search to find flights from Midway to Kissimmee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated janvier 21, 2025.
Fly from
Fly to
Route
Depart
Return
Price
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
dim. 2/9
10:58 am-2:45 pm
Nonstop2h 47m
Orlando
mer. 2/12
1:48 pm-6:23 pm
1 stop5h 35m
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
mer. 4/23
3:02 pm-11:16 pm
1 stop7h 14m
Orlando
mar. 4/29
6:20 am-12:30 pm
1 stop7h 10m
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
lun. 2/17
8:30 pm-12:10 am
Nonstop2h 40m
Orlando
mer. 2/19
7:10 am-9:05 am
Nonstop2h 55m
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
dim. 2/23
12:43 pm-4:31 pm
Nonstop2h 48m
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
mer. 2/19
5:05 pm-12:35 am
1 stop6h 30m
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
jeu. 5/29
7:26 pm-11:05 am
1 stop14h 39m
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
mer. 3/12
3:30 pm-7:10 pm
Nonstop2h 40m
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
dim. 3/9
6:26 pm-2:05 pm
2 stops18h 39m
Best time to book a flight from Midway to Kissimmee
Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Midway with our price prediction graph.
Travel insights for flights from Midway to Kissimmee
Get recent, data-driven insights about flights from Midway to Kissimmee including ideal travel times, pricing trends, and more.
How far ahead should I book a flight from Chicago Midway Airport to Kissimmee?
Use this chart to determine the optimal time to book a round-trip flight from Midway to Kissimmee. Price data was last updated on January 17, 2025.
To ensure you get the cheapest price possible for a flight from Chicago Midway Airport to Kissimmee, you should look to book at least 88 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Chicago Midway Airport to Kissimmee?
Currently, May is the cheapest month in which you can book a flight from Chicago Midway Airport to Kissimmee (average of $206). Flying from Chicago Midway Airport to Kissimmee in November is currently the most expensive (average of $289). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from MDW to K1S?
Find hourly flight availability from Midway to Kissimmee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated janvier 21, 2025.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Kissimmee as you normally would.
What is the cheapest day to fly from Chicago Midway Airport to Kissimmee?
Use this chart to determine the cheapest time to fly round-trip from Midway to Kissimmee. Price data was last updated on December 16, 2024.
Travelers seeking maximum savings on their Chicago Midway Airport to Kissimmee flight should consider departing on Saturday evenings when fares are most often at their lowest. Wednesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Rainfall in Kissimmee by month
Plan your trip to Kissimmee by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Kissimmee ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Kissimmee when rainfall is around 2.4 in.
Temperature in Kissimmee by month
Plan your trip to Kissimmee by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Kissimmee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).
Reviews of airlines servicing Kissimmee
Get insights into the airlines that provide service to Kissimmee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kissimmee. Reviews last updated janvier 21, 2025.
See what other customers who have flown with Southwest, Delta and Frontier from Chicago to Kissimmee have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
Food
Boarding
Crew
Overall
Comfort
Reviews
My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Entertainment
Food
Boarding
Crew
Overall
Comfort
Reviews
My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Entertainment
Food
Boarding
Crew
Overall
Comfort
Reviews
My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Entertainment
Food
Boarding
Crew
Overall
Comfort
Reviews
My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Related info for your journey
Find useful and relevant information for your journey from Midway to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Midway to Kissimmee
See prices for flight routes from nearby airports that may be better suited for you.
Top 5 airlines flying from Midway to Kissimmee
Discover the top 5 airlines that operate flights from Midway to Kissimmee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated janvier 21, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$65 | Average$179 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$69 | Average$204 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$154 | Average$364 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$168 | Average$387 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$196 | Average$376 | FlexibilityNo cancel fee | On-timeN/A |