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

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Cheap Flights from MDW to MCO starting at $77 One Way, $141 Round Trip

Prices starting at $141 for return flights and $77 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.

Sat, Dec 5 - Wed, Dec 9
MDW
Chicago
MCO
Orlando
$141 Roundtrip, found 11 hours ago
$141
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Sat, Dec 5 from Chicago to Orlando, returning Wed, Dec 9, priced at $141 found 11 hours ago
Mon, Nov 2 - Tue, Nov 10
MDW
Chicago
MCO
Orlando
$147 Roundtrip, found 5 hours ago
$147
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Mon, Nov 2 from Chicago to Orlando, returning Tue, Nov 10, priced at $147 found 5 hours ago
Mon, Nov 2 - Tue, Nov 10
MDW
Chicago
MCO
Orlando
$148 Roundtrip, found 5 hours ago
$148
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Mon, Nov 2 from Chicago to Orlando, returning Tue, Nov 10, priced at $148 found 5 hours ago
Mon, Nov 9 - Wed, Nov 11
MDW
Chicago
MCO
Orlando
$151 Roundtrip, found 1 hour ago
$151
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Mon, Nov 9 from Chicago to Orlando, returning Wed, Nov 11, priced at $151 found 1 hour ago
Mon, Nov 2 - Tue, Nov 10
MDW
Chicago
MCO
Orlando
$153 Roundtrip, found 5 hours ago
$153
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Mon, Nov 2 from Chicago to Orlando, returning Tue, Nov 10, priced at $153 found 5 hours ago

Hotel Ideas near Orlando Intl.

Airport Hotels near Orlando Intl.

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard Orlando FL
$222 nightly
The price is $250 total per night from Oct 26 to Oct 27
$250 total
Oct 26 - Oct 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
9.4/10 Exceptional! (4,477 reviews)
"Very convenient location!"

Reviewed on Sep 29, 2026

Hyatt Regency Orlando International Airport
Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport

3 out of 5
7500 Augusta National Dr Orlando FL
$84 nightly
The price is $94 total per night from Oct 5 to Oct 6
$94 total
Oct 5 - Oct 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
Ramada by Wyndham Suites Orlando Airport
Orlando Palms Hotel

Orlando Palms Hotel

2.5 out of 5
8601 S Orange Blossom Trl Orlando FL
$53 nightly
The price is $59 total per night from Oct 27 to Oct 28
$59 total
Oct 27 - Oct 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and ...
7.8/10 Good! (3,432 reviews)
"Room was never cleaned, control remote didn't work. The room did not have a phone to comunicate with front desk or room service."

Reviewed on Sep 30, 2026

Orlando Palms 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.

Hotels In Orlando

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard Orlando FL
$222 nightly
The price is $250 total per night from Oct 26 to Oct 27
$250 total
Oct 26 - Oct 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
9.4/10 Exceptional! (4,477 reviews)
"Very convenient location!"

Reviewed on Sep 29, 2026

Hyatt Regency Orlando International Airport
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
$137 nightly
The price is $154 total per night from Oct 27 to Oct 28
$154 total
Oct 27 - Oct 28
Total with taxes and fees
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (6,895 reviews)
"Loved our room! Had everything we needed. It was clean and the jacuzzi tub was fantastic. The staff were friendly and the bartenders were great! The only disappointment was the prices at the market. Understanding there needs to be markup but some of the food and alcohol were over the top. The second ..."

Reviewed on Sep 30, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista Orlando FL
$96 nightly
The price is $108 total per night from Oct 27 to Oct 28
$108 total
Oct 27 - Oct 28
Total with taxes and fees
Book a stay at this spa aparthotel in Orlando. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (5,075 reviews)
"great overall but they didnt come clean the at all during the stay even though they mentioned they were going to come in on a specific day to do it"

Reviewed on Sep 30, 2026

Marriott's Grande Vista
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.

Orlando Hotels With Airport Transportation

Quality Inn & Suites Orlando Airport

Quality Inn & Suites Orlando Airport

2.5 out of 5
2601 Mccoy Rd Orlando FL
$60 nightly
The price is $68 total per night from Oct 28 to Oct 29
$68 total
Oct 28 - Oct 29
Total with taxes and fees
Book a stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
Quality Inn & Suites Orlando Airport
Sleep Inn & Suites Orlando International Airport

Sleep Inn & Suites Orlando International Airport

2.5 out of 5
1700 Mccoy Rd Orlando FL
Book a stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the helpful staff and the ...
8/10 Very Good! (1,757 reviews)
"La cama y las almohadas estuvieron muy cómodas y no se escucharon ruidos en los pasillo pude dormir muy bien."

Reviewed on Sep 27, 2026

Get rates
Sleep Inn & Suites Orlando International Airport
La Quinta Inn & Suites by Wyndham Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando Airport

3 out of 5
7160 N Frontage Rd Orlando FL
$67 nightly
The price is $75 total per night from Oct 1 to Oct 2
$75 total
Oct 1 - Oct 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff and ...
7.6/10 Good! (2,773 reviews)
"Perfect for what we needed - just a quick stayover before a cruise. Older rooms but clean & maintained. The parking fee was a bit extraneous but it is what it is."

Reviewed on Sep 30, 2026

La Quinta Inn & Suites by Wyndham Orlando Airport
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.

Low Priced Orlando Hotels

Champions World Resort

Champions World Resort

2 out of 5
8660 W Irlo Bronson Memorial Hwy Kissimmee FL
Book a stay at this family-friendly hotel in Kissimmee. Enjoy 2 outdoor pools, a fitness center, and a 24-hour business center. Our guests praise the property ...
7.4/10 Good! (1,000 reviews)
"Nice location. Small pool. Staff were friendly. There is a shuttle to Disneyworld, which was very convenient"

Reviewed on Aug 10, 2021

Get rates
Champions World Resort
Galleria Palms Hotel

Galleria Palms Hotel

2.5 out of 5
3000 Maingate Ln Kissimmee FL
$94 nightly
The price is $107 total per night from Oct 13 to Oct 14
$107 total
Oct 13 - Oct 14
Total with taxes and fees
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
9/10 Wonderful! (3,856 reviews)
"El restaurante muy completo"

Reviewed on Sep 30, 2026

Galleria Palms Hotel
Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

3 out of 5
7470 W. Irlo Bronson Memorial Hwy. Kissimmee FL
$69 nightly
The price is $78 total per night from Oct 20 to Oct 21
$78 total
Oct 20 - Oct 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
Ramada by Wyndham Kissimmee Gateway
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.

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
$182 nightly
The price is $205 total per night from Oct 27 to Oct 28
$205 total
Oct 27 - Oct 28
Total with taxes and fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
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
$119 nightly
The price is $134 total per night from Oct 1 to Oct 2
$134 total
Oct 1 - Oct 2
Total with taxes and fees
Book a stay at this family-friendly hotel in Four Corners. Enjoy free WiFi, 2 outdoor pools, and free water park access. Our guests praise the pool and the helpful ...
8.8/10 Excellent! (3,952 reviews)

Families like: Outdoor pools, free waterpark access, kids club, kitchen

Travelers say...
"Enjoyed everything family friendly"

Reviewed on Sep 30, 2026

Hilton Vacation Club Aqua Sol Orlando West
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

3.5 out of 5
18000 International Dr S. Orlando FL
$122 nightly
The price is $137 total per night from Oct 28 to Oct 29
$137 total
Oct 28 - Oct 29
Total with taxes and fees
Book a stay at this family-friendly hotel in Orlando. Enjoy 2 outdoor pools, 5 restaurants, and 2 hot tubs. Our guests praise the clean rooms and the family ...
Holiday Inn Resort Orlando Suites - Waterpark by IHG
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
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
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

Frequently asked questions

Are there non-stop flights from Chicago Airport to MCO?
Multiple companies operate nonstop flights from Chicago Airport to Orlando Intl. Airport, which is great news if the very idea of a stopover sends you into a tailspin. Check out the deals with Southwest Airlines and Frontier Airlines.
What is the shortest flight from Chicago Airport to Orlando Intl. Airport?
Leave those movies on your laptop for some other time, because the trip from Chicago to Orlando will be over in the blink of an eye. It can take as little as 2 hours and 35 minutes to fly from Midway Airport to Orlando Intl. Airport (MCO).
How many hours flight from Midway Airport to MCO?
The average flight time from MDW to MCO is a short and sweet 2 hours and 40 minutes. So, pack your gear and book your seat. There's nothing more exciting than a spur-of-the-moment getaway.
What airlines have the most flights from Chicago Airport to Orlando Intl. Airport?
While you'll find various airlines flying from MDW to Orlando Intl. Airport (MCO), there are a couple that stand out. Frontier Airlines (F9) is one of the most liked and offers 23 flights monthly. If you'd like some more options, take a look at the fares from Southwest Airlines (WN), which offers 147 flights from Chicago to Orlando each month.

Map To Nearby Hotels

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.

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