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

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Cheap Flights from MDW to MCO starting at $98 One Way, $196 Round Trip

Prices starting at $196 for return flights and $98 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.

Wed, Nov 4 - Sat, Nov 7
MDW
Chicago
MCO
Orlando
$196 Roundtrip, found 1 day ago
$196
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Nov 4 from Chicago to Orlando, returning Sat, Nov 7, priced at $196 found 1 day ago
Sat, Oct 3 - Tue, Oct 6
MDW
Chicago
MCO
Orlando
$200 Roundtrip, found 2 days ago
$200
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, Oct 3 from Chicago to Orlando, returning Tue, Oct 6, priced at $200 found 2 days ago
Wed, Nov 4 - Sat, Nov 7
MDW
Chicago
MCO
Orlando
$201 Roundtrip, found 1 day ago
$201
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Nov 4 from Chicago to Orlando, returning Sat, Nov 7, priced at $201 found 1 day ago
Wed, Nov 4 - Sat, Nov 7
MDW
Chicago
MCO
Orlando
$201 Roundtrip, found 1 day ago
$201
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Nov 4 from Chicago to Orlando, returning Sat, Nov 7, priced at $201 found 1 day ago
Wed, Nov 4 - Sat, Nov 7
MDW
Chicago
MCO
Orlando
$202 Roundtrip, found 1 day ago
$202
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Nov 4 from Chicago to Orlando, returning Sat, Nov 7, priced at $202 found 1 day ago

Hotel Ideas near Orlando Intl.

Airport Hotels near Orlando Intl.

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 Sep 7 to Sep 8
$80 total
Sep 7 - Sep 8
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 ...
7.4/10 Good! (2,539 reviews)
"Told the staff that the hot water was barely above cold... they replied sarcastically ... do you like hot water??"

Reviewed on Aug 12, 2026

La Quinta Inn & Suites by Wyndham Orlando Airport
Orlando Palms Hotel

Orlando Palms Hotel

2.5 out of 5
8601 S Orange Blossom Trl Orlando FL
$61 nightly
The price is $69 total per night from Sep 2 to Sep 3
$69 total
Sep 2 - Sep 3
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 ...
Orlando Palms Hotel
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd Orlando FL
$78 nightly
The price is $88 total per night from Sep 1 to Sep 2
$88 total
Sep 1 - Sep 2
Total with taxes and fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.6/10 Excellent! (7,040 reviews)
"Amazing hotel 10/10"

Reviewed on Aug 12, 2026

DoubleTree by Hilton at the Entrance to Universal Orlando
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

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd Orlando FL
$78 nightly
The price is $88 total per night from Sep 1 to Sep 2
$88 total
Sep 1 - Sep 2
Total with taxes and fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.6/10 Excellent! (7,040 reviews)
"Amazing hotel 10/10"

Reviewed on Aug 12, 2026

DoubleTree by Hilton at the Entrance to Universal Orlando
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
$123 nightly
The price is $139 total per night from Sep 6 to Sep 7
$139 total
Sep 6 - Sep 7
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 ...
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

3.5 out of 5
8442 Palm Parkway Orlando FL
$72 nightly
The price is $81 total per night from Sep 11 to Sep 12
$81 total
Sep 11 - Sep 12
Total with taxes and fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
8.6/10 Excellent! (5,933 reviews)
"Buen lugar"

Reviewed on Aug 12, 2026

Rosen Inn Lake Buena 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
$65 nightly
The price is $73 total per night from Sep 2 to Sep 3
$73 total
Sep 2 - Sep 3
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
$75 nightly
The price is $84 total per night from Sep 1 to Sep 2
$84 total
Sep 1 - Sep 2
Total with taxes and fees
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! (1,707 reviews)
"The price was right for what we needed. Just a night layover to catch a plane the next morning the lift an Uber ride was very cheap and the staff was very nice."

Reviewed on Aug 12, 2026

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 Sep 7 to Sep 8
$80 total
Sep 7 - Sep 8
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 ...
7.4/10 Good! (2,539 reviews)
"Told the staff that the hot water was barely above cold... they replied sarcastically ... do you like hot water??"

Reviewed on Aug 12, 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
$73 nightly
The price is $83 total per night from Aug 17 to Aug 18
$83 total
Aug 17 - Aug 18
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 ...
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
$66 nightly
The price is $75 total per night from Aug 26 to Aug 27
$75 total
Aug 26 - Aug 27
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 Aug 22 to Aug 23
$169 total
Aug 22 - Aug 23
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! (7,498 reviews)

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

Travelers say...
"Beautiful pool Bad breakfast Staff normal Old hotel rooms My opinion normal hotel not more"

Reviewed on Aug 12, 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
$128 nightly
The price is $143 total per night from Aug 19 to Aug 20
$143 total
Aug 19 - Aug 20
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! (3,978 reviews)

Families like: Outdoor pools, free waterpark access, kitchen, playground

Travelers say...
"Checking out time at 10 am . Our phone in a bedroom started ringing at 9.09 am to ask if we want to buy a time share! I had my alarm at 9.30 . I work as an ER nurse and every extra minute of sleep is matter. Why would they do that ???"

Reviewed on Aug 12, 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
$134 nightly
The price is $151 total per night from Aug 13 to Aug 14
$151 total
Aug 13 - Aug 14
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! (674 reviews)

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

Travelers say...
"The room wasn’t very clean. The floor was really dirty, and the bed sheets were never changed during our stay. However, the water park was amazing—10/10!"

Reviewed on Aug 12, 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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