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

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Cheap Flights from MDW to MCO starting at $97 One Way, $210 Round Trip

Prices starting at $210 for return flights and $97 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.

Tue, Sep 15 - Tue, Sep 22
MDW
Chicago
MCO
Orlando
$210 Roundtrip, found 11 hours ago
$210
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Tue, Sep 15 from Chicago to Orlando, returning Tue, Sep 22, priced at $210 found 11 hours ago
Wed, Aug 5 - Tue, Aug 11
MDW
Chicago
MCO
Orlando
$215 Roundtrip, found 11 hours ago
$215
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Wed, Aug 5 from Chicago to Orlando, returning Tue, Aug 11, priced at $215 found 11 hours ago
Wed, Oct 7 - Tue, Oct 13
MDW
Chicago
MCO
Orlando
$220 Roundtrip, found 1 day ago
$220
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Oct 7 from Chicago to Orlando, returning Tue, Oct 13, priced at $220 found 1 day ago
Tue, Sep 8 - Wed, Sep 16
MDW
Chicago
MCO
Orlando
$224 Roundtrip, found 13 hours ago
$224
Roundtrip
found 13 hours ago
Select Southwest Airlines flight, departing Tue, Sep 8 from Chicago to Orlando, returning Wed, Sep 16, priced at $224 found 13 hours ago
Tue, Jul 28 - Tue, Aug 4
MDW
Chicago
MCO
Orlando
$226 Roundtrip, found 11 hours ago
$226
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Tue, Jul 28 from Chicago to Orlando, returning Tue, Aug 4, priced at $226 found 11 hours 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
$74 nightly
The price is $83 total per night from Jun 29 to Jun 30
$83 total
Jun 29 - Jun 30
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! (2,147 reviews)
"They are racist and Paul at the front desk is NOT professional"

Reviewed on Jun 16, 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
$49 nightly
The price is $55 total per night from Jun 30 to Jul 1
$55 total
Jun 30 - Jul 1
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! (2,954 reviews)
"Had to have my room key reprogrammed 3 different times. Unacceptable. Second floor to front desk 3 separate times. Vomit on the second floor right when exiting the elevator, smelled terrible. Debris that looked like broken glass in first floor hallway. Room is decent which is the only bright spot. ..."

Reviewed on Jun 16, 2026

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
$89 nightly
The price is $101 total per night from Jul 12 to Jul 13
$101 total
Jul 12 - Jul 13
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! (7,008 reviews)
"Location was great."

Reviewed on Jun 16, 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

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
$135 nightly
The price is $152 total per night from Jul 14 to Jul 15
$152 total
Jul 14 - Jul 15
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! (5,808 reviews)
"Everything was perfect and better than expected!"

Reviewed on Jun 16, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/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
$89 nightly
The price is $101 total per night from Jul 12 to Jul 13
$101 total
Jul 12 - Jul 13
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! (7,008 reviews)
"Location was great."

Reviewed on Jun 16, 2026

DoubleTree by Hilton at the Entrance to Universal Orlando
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
$248 nightly
The price is $279 total per night from Jun 22 to Jun 23
$279 total
Jun 22 - Jun 23
Total with taxes and fees
Book a stay at this family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (10,251 reviews)
"Will always always stay here there’s no better value for money for awesome rooms, pools, and things to do."

Reviewed on Jun 16, 2026

The Grove Resort & Water Park 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.

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 Jul 8 to Jul 9
$73 total
Jul 8 - Jul 9
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. ...
6.8/10 (1,863 reviews)
"Unfortunately, my stay at this hotel was very disappointing. The cleanliness and overall maintenance of the property were far below expectations. The room was not properly cleaned upon arrival, and several areas of the hotel appeared neglected and poorly maintained. Basic standards of cleanliness ..."

Reviewed on Jun 16, 2026

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
$61 nightly
The price is $68 total per night from Jun 30 to Jul 1
$68 total
Jun 30 - Jul 1
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! (1,574 reviews)
"The staff was super sweet every time we interacted, the air conditioning was perfect, and everything was clean upon arriving."

Reviewed on Jun 15, 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
$74 nightly
The price is $83 total per night from Jun 29 to Jun 30
$83 total
Jun 29 - Jun 30
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! (2,147 reviews)
"They are racist and Paul at the front desk is NOT professional"

Reviewed on Jun 16, 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
$78 nightly
The price is $89 total per night from Jun 24 to Jun 25
$89 total
Jun 24 - Jun 25
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! (3,816 reviews)
"It was a really nice stay. The room was 100% spotless and the staff was amazing. The breakfast was also really good and it was very close to the disney parks which is just a plus if that’s what you’re staying for. The only thing I will say was that the pool was completely not able to be used, the ..."

Reviewed on Jun 16, 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
$75 nightly
The price is $85 total per night from Jun 22 to Jun 23
$85 total
Jun 22 - Jun 23
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 ...
8/10 Very Good! (3,894 reviews)
"Me gusto que estaba limpio. No me gustó el armario del TV porque estaba roto"

Reviewed on Jun 15, 2026

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 Jun 17 to Jun 18
$169 total
Jun 17 - Jun 18
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! (7,065 reviews)

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

Travelers say...
"Lizzy was amazing! She checked on us through out the trip and made sure we settled in. Beware of the ducks in the pool. Make sure your kids do not drink the water and wear googles. Fun things were the nightly movie on the grass at the pool by main lobby. They had popcorn is good selection while we ..."

Reviewed on Jun 16, 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
$131 nightly
The price is $148 total per night from Jul 15 to Jul 16
$148 total
Jul 15 - Jul 16
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! (4,001 reviews)

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

Travelers say...
"Family friendly"

Reviewed on Jun 15, 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 $138 total per night from Jun 25 to Jun 26
$138 total
Jun 25 - Jun 26
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 ...
8/10 Very Good! (75 reviews)

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

Travelers say...
"Unfortunately our room wasn’t ready until 5:45pm. Both pools were completely out of towels after 6:00pm for the rest of the day. Upon entering the room the toilet was running. Upon uncovering the tank we discovered the flap was broken off. I am sure the cleaning crew had to have heard it constantly ..."

Reviewed on Jun 16, 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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