Cheap flights from MDW to MCO (Midway Intl. to Orlando Intl.)

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Cheap Flights from MDW to MCO starting at $44 One Way, $86 Round Trip

Prices starting at $86 for return flights and $44 for one-way flights to Orlando Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Feb 3 - Fri, Feb 7
MDW
Chicago
MCO
Orlando
$86 Roundtrip, found 1 day ago
$86
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Feb 3 from Chicago to Orlando, returning Fri, Feb 7, priced at $86 found 1 day ago
Sun, Feb 2 - Fri, Feb 7
MDW
Chicago
MCO
Orlando
$88 Roundtrip, found 14 hours ago
$88
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Sun, Feb 2 from Chicago to Orlando, returning Fri, Feb 7, priced at $88 found 14 hours ago
Sun, Jan 26 - Fri, Jan 31
MDW
Chicago
MCO
Orlando
$98 Roundtrip, found 5 days ago
$98
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sun, Jan 26 from Chicago to Orlando, returning Fri, Jan 31, priced at $98 found 5 days ago
Tue, Apr 8 - Wed, Apr 9
MDW
Chicago
MCO
Orlando
$102 Roundtrip, found 6 days ago
$102
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, Apr 8 from Chicago to Orlando, returning Wed, Apr 9, priced at $102 found 6 days ago
Sun, Feb 9 - Wed, Feb 12
MDW
Chicago
MCO
Orlando
$104 Roundtrip, found 12 hours ago
$104
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Sun, Feb 9 from Chicago to Orlando, returning Wed, Feb 12, priced at $104 found 12 hours ago

Hotel Ideas near Orlando Intl.

Family Friendly Hotels in Orlando

Universal's Cabana Bay Beach Resort
Universal's Cabana Bay Beach Resort
3.5 out of 5
6550 Adventure Way, Orlando, FL
The price is $219 per night from Jan 30 to Jan 31
$219
includes taxes & fees
$195 per night
Jan 30 - Jan 31
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (5,005 reviews)

Families like: Outdoor pools, waterslide, game room, bowling alley

Travelers say...
"Amazing! Everything was great, take advantage of all the amenities they have to offer. Staff was friendly and rolls are clean!"

Reviewed on Jan 20, 2025

Universal's Cabana Bay Beach Resort
Hilton Vacation Club Aqua Sol Orlando West
Hilton Vacation Club Aqua Sol Orlando West
4 out of 5
17777 Bali Blvd, Winter Garden, FL
The price is $155 per night from Jan 28 to Jan 29
$155
includes taxes & fees
$138 per night
Jan 28 - Jan 29
Stay at this 4-star family-friendly hotel in Four Corners. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (3,728 reviews)

Families like: Kids pool, free waterpark access, kitchen, playground

Travelers say...
"Have stayed here several times it has always been great!"

Reviewed on Jan 20, 2025

Hilton Vacation Club Aqua Sol Orlando West
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
3.5 out of 5
14500 Continental Gateway, Orlando, FL
The price is $139 per night from Jan 26 to Jan 27
$139
includes taxes & fees
$129 per night
Jan 26 - Jan 27
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy 2 outdoor pools, 5 restaurants, and 2 spa tubs. Our guests praise the clean rooms and the family ...
7/10 Good! (1,883 reviews)

Families like: Outdoor pools, waterslide, playground, miniature golf

Travelers say...
"Easy check in Great staff VERY CLEAN ROOM"

Reviewed on Jan 21, 2025

Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

MDW to MCO Route Info

Origin Airport
Chicago
Destination Airport
Orlando
Number Of Airlines Serving
1
Distance
991 mi
Shortest Flight Departure Time
1:20PM CST
Shortest Flight Departure Date
Jan 29
MDW Address & GPS
Address:
5700 South Cicero
Chicago IL, 60638
United States
IATA Code:
MDW
Longitude:
-87.740871
Latitude:
41.788136
Time Zone:
America/Chicago
MCO Address & GPS
Address:
One Airport Boulevard
Orlando FL, 32827-4399
United States
IATA Code:
MCO
Longitude:
-81.308301
Latitude:
28.432177
Time Zone:
America/New_York