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

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Cheap Flights from MDW to MCO starting at $80 One Way, $143 Round Trip

Prices starting at $143 for return flights and $80 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, Oct 24 - Tue, Oct 27
MDW
Chicago
MCO
Orlando
$143 Roundtrip, found 2 days ago
$143
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Oct 24 from Chicago to Orlando, returning Tue, Oct 27, priced at $143 found 2 days ago
Mon, Nov 2 - Tue, Nov 10
MDW
Chicago
MCO
Orlando
$147 Roundtrip, found 3 days ago
$147
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Nov 2 from Chicago to Orlando, returning Tue, Nov 10, priced at $147 found 3 days ago
Mon, Nov 2 - Wed, Nov 4
MDW
Chicago
MCO
Orlando
$148 Roundtrip, found 2 days ago
$148
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Nov 2 from Chicago to Orlando, returning Wed, Nov 4, priced at $148 found 2 days ago
Mon, Nov 9 - Wed, Nov 11
MDW
Chicago
MCO
Orlando
$151 Roundtrip, found 3 days ago
$151
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Nov 9 from Chicago to Orlando, returning Wed, Nov 11, priced at $151 found 3 days ago
Fri, Oct 23 - Sat, Oct 24
MDW
Chicago
MCO
Orlando
$153 Roundtrip, found 3 days ago
$153
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, Oct 23 from Chicago to Orlando, returning Sat, Oct 24, priced at $153 found 3 days 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
$219 nightly
The price is $246 total per night from Oct 5 to Oct 6
$246 total
Oct 5 - Oct 6
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 ...
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
$82 nightly
The price is $93 total per night from Nov 3 to Nov 4
$93 total
Nov 3 - Nov 4
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 ...
8.2/10 Very Good! (6,132 reviews)
"Front desk severely understaffed. She was working hard and doing amazing but not right to run a place that way"

Reviewed on Oct 3, 2026

Ramada by Wyndham Suites Orlando Airport
Orlando Palms Hotel

Orlando Palms Hotel

2.5 out of 5
8601 S Orange Blossom Trl Orlando FL
$51 nightly
The price is $58 total per night from Oct 27 to Oct 28
$58 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! (3,435 reviews)
"It was okay."

Reviewed on Oct 3, 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
$219 nightly
The price is $246 total per night from Oct 5 to Oct 6
$246 total
Oct 5 - Oct 6
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 ...
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 25 to Oct 26
$154 total
Oct 25 - Oct 26
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! (6,926 reviews)
"Excellent staff. Excellent communication. Very friendl"

Reviewed on Oct 3, 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! (5,088 reviews)
"This hotel was beautiful in a very central location. The only reason I give it four stars is because the walls were thin- we could hear the people next to us simply talking. Everything but this truly made this hotel wonderful. I would have no other comments. The staff was kind, the rooms were nice, ..."

Reviewed on Oct 3, 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 $67 total per night from Oct 27 to Oct 28
$67 total
Oct 27 - Oct 28
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! (1,752 reviews)
"Great friendly staff, great property, pool could have been cleaned better but over all 99%"

Reviewed on Oct 3, 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
$71 nightly
The price is $80 total per night from Nov 2 to Nov 3
$80 total
Nov 2 - Nov 3
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! (2,786 reviews)
"Elevator near front desk was broken and “working” elevator was at the opposite end of the hotel. The “working” elevator was not working properly with the door failing to close. My bed mattress was sunken in the middle and needed replacing. The bathtub bottom was extremely slippery meaning the nonslip ..."

Reviewed on Oct 3, 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
$91 nightly
The price is $103 total per night from Oct 21 to Oct 22
$103 total
Oct 21 - Oct 22
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! (3,832 reviews)
"Its an older building But very clean Nice clean pool Fresh warm cookies at night Nice breakfast Very nice staff!"

Reviewed on Oct 3, 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
$74 nightly
The price is $84 total per night from Oct 20 to Oct 21
$84 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
$150 nightly
The price is $169 total per night from Nov 3 to Nov 4
$169 total
Nov 3 - Nov 4
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 ...
9/10 Wonderful! (7,710 reviews)

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

Travelers say...
"We really enjoyed our stay. It was perfect for kids. Nice spacious suite. The staff is amazing. Incredibly helpful. Two pools and both were amazing. We loved the lazy river. Great dining options in the food court. I recommend the resort 100 percent. Thank you for a wonderful stay."

Reviewed on Oct 3, 2026

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 13 to Oct 14
$134 total
Oct 13 - Oct 14
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! (3,929 reviews)

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

Travelers say...
"Nice pool area for kids"

Reviewed on Oct 3, 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
$126 nightly
The price is $142 total per night from Oct 4 to Oct 5
$142 total
Oct 4 - Oct 5
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 ...
7.8/10 Good! (1,035 reviews)

Families like: Outdoor pools, free waterpark access, playground, game room

Travelers say...
"The receptionist was very pleasant and courteous so by himself j would have given a 5 star. However the property was not the best. Not only was i greeted by eho appears to be guests arguing using profanity of coure in the presence of my todler...but the passage leading to the elevator had a very ..."

Reviewed on Oct 3, 2026

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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