Popular in | March |
---|---|
Cheapest in | February |
Round-trip from | $182 |
One-way from | $48 |
When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 12 days in advance, which can save you up to 50% on flights from Chicago Midway Airport to Kissimmee compared to booking the week you need them. Waiting 12 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $132. For sooner than that we have options available in the next 3 days from $233.
Our data shows that January tends to be the cheapest month to fly to Kissimmee from Chicago Midway Airport. Users have commonly found prices around $220 for the month, but tickets can be as low as $64. Due to multiple factors, prepare for potentially higher prices in March.
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.
Fly from
Fly to
Budget
$82 - $207
Route
Depart
Return
Price
Chicago MidwayOrlando
MDW - MCO
MDWMCO
Chicago Midway
Sun 5/19
Nonstop2h 48m
Orlando
Wed 5/22
Nonstop2h 53m
Chicago MidwayOrlando
MDW - MCO
MDWMCO
Chicago Midway
Sun 5/19
Nonstop2h 48m
Orlando
Wed 5/22
Nonstop2h 53m
Chicago MidwayOrlando
MDW - MCO
MDWMCO
Chicago Midway
Wed 5/22
Nonstop2h 48m
Orlando
Thu 5/30
Nonstop2h 53m
Chicago MidwayOrlando
MDW - MCO
MDWMCO
Chicago Midway
Sat 5/18
Nonstop2h 49m
Orlando
Thu 5/23
Nonstop2h 53m
Chicago MidwayOrlando
MDW - MCO
MDWMCO
Chicago Midway
Wed 5/29
Nonstop2h 48m
Orlando
Sat 6/1
Nonstop2h 58m
Chicago MidwayOrlando
MDW - MCO
MDWMCO
Chicago Midway
Mon 6/3
Nonstop2h 51m
Orlando
Thu 6/6
Nonstop2h 58m
Chicago MidwayOrlando
MDW - MCO
MDWMCO
Chicago Midway
Mon 5/20
Nonstop2h 51m
Orlando
Thu 5/23
Nonstop2h 53m
Chicago MidwayOrlando
MDW - MCO
MDWMCO
Chicago Midway
Fri 5/17
Nonstop2h 48m
Orlando
Sat 5/18
Nonstop2h 58m
Chicago MidwayOrlando
MDW - MCO
MDWMCO
Chicago Midway
Wed 6/5
1 stop5h 02m
Orlando
Wed 6/12
1 stop5h 54m
Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Kissimmee (average of $182). Flying from Chicago Midway Airport to Kissimmee in March is currently the most expensive (average of $242). 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.
January
$196
February
$201
March
$242
April
$226
May
$202
June
$228
July
$216
August
$196
September
$182
October
$216
November
$221
December
$198
ORL Temperature | 60.8 - 84.2 °F |
---|
Overall
Entertainment
Comfort
Crew
Food
Boarding
Reviews
Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Overall
Entertainment
Comfort
Crew
Food
Boarding
Reviews
Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Overall
Entertainment
Comfort
Crew
Food
Boarding
Reviews
Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Overall
Entertainment
Comfort
Crew
Food
Boarding
Reviews
Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Overall
Entertainment
Comfort
Crew
Food
Boarding
Reviews
Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Overall
Entertainment
Comfort
Crew
Food
Boarding
Reviews
Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
9%of flight departures | Early morningMidnight to 6 am |
---|---|
47%of flight departures | Morning6 am to noon |
38%of flight departures | AfternoonNoon to 6 pm |
6%of flight departures | Evening6 pm to midnight |
Sunday | 20daily flights |
---|---|
Monday | 18daily flights |
Tuesday | 18daily flights |
Wednesday | 18daily flights |
Thursday | 18daily flights |
Friday | 18daily flights |
Saturday | 22daily flights |
Deals for Midway to Kissimmee flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.
By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Kissimmee from Midway.
Cheapflights does show flights with no change fees to all users. To see these options for flights from Midway to Kissimmee, users can toggle the no change fees filter when performing a flight search.
Not ready to book yet? You can track prices for flights from Midway to Kissimmee on Cheapflights with our Price Alert feature and get notified when better prices are available.