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Cheap flights from Chicago Midway to Orlando (MDW - ORL)

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The best prices from Chicago Midway to Orlando are usually found in September or August, booked 42 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

How to find the cheapest flight from
Chicago Midway (MDW) to Orlando (ORL)

MDW - ORL
Price
$194 - $342
ORL
Temperature
75.2 - 93.2 °F
ORL
Rainfall
1.9 - 8.3 inches
Popular in March High demand for flights, 23% potential price rise
Cheapest in September Best time to find cheap flights, 26% potential price drop
Round-trip from $194 From Chicago Midway to Orlando
One-way from $73 One-way flight from Chicago Midway to Orlando
Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Chicago Midway to Orlando?

It’s generally more expensive to depart on a Monday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.

How far in advance should I book a flight from Chicago Midway to Orlando?

To save up to 25% on this flight, we recommend booking at least 61 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chicago Midway to Orlando from $242 1-2 weeks out and tickets from $283 for flights departing within the next 72 hours.

What is the cheapest month to fly from Chicago Midway to Orlando?

September can be a great time to fly to Orlando from Chicago Midway with a flight ticket averaging about $230. Cheapflights users have found deals in the month of September for as cheap as $147. The most expensive prices can be found in the month of December.

Cheap flights from Chicago Midway to Orlando in July, August 2020

The best prices found for MDW to ORL flights for July, August
28 Jun - 11 Jul
$252pp
MDW
Chicago Midway
Multiple Airlines
   
2 STOPS
MCO
Orlando
MCO
Orlando
Multiple Airlines
   
2 STOPS
MDW
Chicago Midway
23 Jul - 28 Jul
$271pp
MDW
Chicago Midway
Multiple Airlines
   
2 STOPS
MCO
Orlando
MCO
Orlando
Multiple Airlines
   
2 STOPS
MDW
Chicago Midway
25 Jun - 1 Jul
$272pp
MDW
Chicago Midway
Multiple Airlines
   
2 STOPS
MCO
Orlando
MCO
Orlando
Multiple Airlines
     
3 STOPS
MDW
Chicago Midway

Chicago Midway to Orlando 2020 flight deals

Cheap flights to Orlando from Chicago Midway found for this year
25 Sep - 28 Sep
$146pp
MDW
Chicago Midway
Delta
 
1 STOP
MCO
Orlando
MCO
Orlando
Delta
 
1 STOP
MDW
Chicago Midway
5 Sep - 13 Sep
$155pp
MDW
Chicago Midway
Cape Air
 
1 STOP
MCO
Orlando
MCO
Orlando
Cape Air
 
1 STOP
MDW
Chicago Midway
25 Sep - 28 Sep
$161pp
MDW
Chicago Midway
Spirit Airlines
 
1 STOP
MCO
Orlando
MCO
Orlando
Spirit Airlines
 
1 STOP
MDW
Chicago Midway

Last minute flights from Chicago Midway to Orlando

Late deals on round-trip flights to Orlando from Chicago Midway, departing today and this week
28 Jun - 11 Jul
$252pp
MDW
Chicago Midway
Multiple Airlines
   
2 STOPS
MCO
Orlando
MCO
Orlando
Multiple Airlines
   
2 STOPS
MDW
Chicago Midway
25 Jun - 1 Jul
$272pp
MDW
Chicago Midway
Multiple Airlines
   
2 STOPS
MCO
Orlando
MCO
Orlando
Multiple Airlines
     
3 STOPS
MDW
Chicago Midway
28 Jun - 4 Jul
$329pp
MDW
Chicago Midway
Multiple Airlines
   
2 STOPS
MCO
Orlando
MCO
Orlando
Multiple Airlines
   
2 STOPS
MDW
Chicago Midway

One-way flights to Orlando from Chicago Midway

The cheapest one-way flights from Chicago Midway to Orlando
1:10 pm - 7:00 pm
Delta
1 Stop
4h 50m
MDW - MCO
Delta
$73
Delta
12:37 pm - 7:39 pm
Multiple Airlines
1 Stop
6h 02m
MDW - MCO
Multiple Airlines
$1778
FlightNetwork
10:42 am - 6:40 pm
Multiple Airlines
1 Stop
6h 58m
MDW - MCO
Multiple Airlines
$2433
FlightNetwork

Related info for your journey

Useful info, stats and facts about Chicago Midway to Orlando flights.

Flight FAQs

From Chicago Midway to Orlando

Are flight prices decreasing from Chicago Midway to Orlando due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago Midway and Orlando for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from Chicago Midway to Orlando for under $200 on Cheapflights?

Yes, there are multiple flights from Chicago Midway to Orlando for under $200. The cheapest flight booked recently is on Delta for just $146, but on average you can expect to pay $217.

Are there nonstop flights from Chicago Midway to Orlando for under $100 on Cheapflights?

There are no nonstop flights from Chicago Midway to Orlando, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

Are there last-minute flights available from Chicago Midway to Orlando for under $300?

There are currently 18+ open flights from Chicago Midway to Orlando within the next 7 days for less than $300.

What days are nonstop flights available from Chicago Midway to Orlando?

You can find nonstop flights on the following days: Sunday, Monday, Tuesday, Thursday, Saturday.

How popular is this flight route?

Within the past month, 1,551 users have taken a look at flights from Chicago Midway to Orlando.

What is the cheapest airline for this route?

When searching, try setting your filters to view flights for Southwest Airlines Co., as currently they have the cheapest options available from Chicago Midway to Orlando. On average you can find 145 flights for this flight path daily.

How long does the flight from Chicago Midway to Orlando take?

A typical nonstop flight can take about 3 hours, covering about 619 miles.

How many flights depart from Chicago Midway to Orlando on average per day?

1 flight departure from Chicago Midway to Orlando per day on average.
Morning (6am - Noon) - 100% of flight departures

Does it rain more in Chicago Midway or Orlando?

Expected rainfall in Chicago Midway is more than in Orlando. You can expect this to be the case over the next 12 days.

Is Chicago Midway weather warmer or cooler than Orlando?

Temperatures around the 93 °F's can be experienced in July. The weather in Orlando is hotter than in Chicago Midway. Plan for potential changes in flight availability as peak weather approaches in this location.

Alternative routes for Chicago Midway to Orlando

Destination information for Orlando

Things to know before you go. Useful info for your trip from Chicago Midway to Orlando
Average temperature for July in Orlando
93.2 °F
Avg rainfall for July in Orlando
7.3 ″

Airports servicing Chicago

Airports servicing Orlando

Sanford (SFB)

Hourly flight availability from Chicago Midway to Orlando

Morning 6 AM to noon 62% of MDW to ORL departures
Afternoon Noon to 6 PM 24% of MDW to ORL departures
Early morning Midnight to 6 AM 8% of MDW to ORL departures
Evening 6 PM to midnight 6% of MDW to ORL departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Chicago Midway to Orlando
Sunday
11 daily flights
Monday
13 daily flights
Tuesday
12 daily flights
Wednesday
12 daily flights
Thursday
13 daily flights
Friday
9 daily flights
Saturday
3 daily flights