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

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Cheap Flights from MDW to MCO starting at $53 One Way, $106 Round Trip

Prices starting at $106 for return flights and $53 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.

Sun, Sep 8 - Fri, Sep 13
MDW
Chicago
MCO
Orlando
$106 Roundtrip, found 9 hours ago
$106
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Sun, Sep 8 from Chicago to Orlando, returning Fri, Sep 13, priced at $106 found 9 hours ago
Sat, Aug 24 - Mon, Aug 26
MDW
Chicago
MCO
Orlando
$107 Roundtrip, found 5 hours ago
$107
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sat, Aug 24 from Chicago to Orlando, returning Mon, Aug 26, priced at $107 found 5 hours ago
Sat, Aug 24 - Sat, Aug 31
MDW
Chicago
MCO
Orlando
$108 Roundtrip, found 6 hours ago
$108
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Sat, Aug 24 from Chicago to Orlando, returning Sat, Aug 31, priced at $108 found 6 hours ago
Sun, Oct 27 - Sat, Nov 2
MDW
Chicago
MCO
Orlando
$111 Roundtrip, found 4 days ago
$111
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sun, Oct 27 from Chicago to Orlando, returning Sat, Nov 2, priced at $111 found 4 days ago
Mon, Nov 4 - Fri, Nov 15
MDW
Chicago
MCO
Orlando
$114 Roundtrip, found 3 days ago
$114
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Nov 4 from Chicago to Orlando, returning Fri, Nov 15, priced at $114 found 3 days ago

Hotel Ideas near Orlando Intl.

Airport Hotels near Orlando Intl.

The View Studio Suites and Event Venue
The View Studio Suites and Event Venue
3.5 out of 5
9309 S Orange Blossom Trail, Orlando, FL
The price is $80 per night from Jul 1 to Jul 2
$80
per night
Jul 1 - Jul 2
Stay at this 3.5-star aparthotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Florida Mall and Aquatica are located ...
8.4/10 Very Good! (210 reviews)
"Nice and clean property"

Reviewed on Jun 1, 2024

The View Studio Suites and Event Venue
La Quinta Inn & Suites by Wyndham Orlando Airport North
La Quinta Inn & Suites by Wyndham Orlando Airport North
2.5 out of 5
7160 N Frontage Rd, Orlando, FL
The price is $89 per night from Jun 4 to Jun 5
$89
per night
Jun 4 - Jun 5
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 ...
7.8/10 Good! (5,707 reviews)
"We needed a place to stay near the airport since we were leaving early the next morning, and this place was quiet, comfortable and close to the airport, and it was open late so we could do a late check in. Perfect for travelers."

Reviewed on Jun 1, 2024

La Quinta Inn & Suites by Wyndham Orlando Airport North
Rosen Shingle Creek
Rosen Shingle Creek
4.5 out of 5
9939 Universal Blvd, Orlando, FL
The price is $111 per night from Jun 6 to Jun 7
$111
per night
Jun 6 - Jun 7
Stay at this 4.5-star luxury hotel in Orlando. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the breakfast and the pool in our ...
9.2/10 Wonderful! (2,696 reviews)
"Is great"

Reviewed on Jun 2, 2024

Rosen Shingle Creek
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

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 $86 per night from Jun 5 to Jun 6
$86
per night
Jun 5 - Jun 6
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy 2 outdoor pools, 2 spa tubs, and water park access (surcharge). Our guests praise the clean rooms ...
6.4/10 (5,486 reviews)
"Great resort"

Reviewed on May 31, 2024

Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
The Grove Resort & Water Park Orlando
The Grove Resort & Water Park Orlando
4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
The price is $199 per night from Jun 4 to Jun 5
$199
per night
Jun 4 - Jun 5
Stay at this 4-star family-friendly resort in Four Corners. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (5,477 reviews)
"Nice area. Near Disney and places to buy groceries, food and gas. It is on a new development area."

Reviewed on Jun 3, 2024

The Grove Resort & Water Park Orlando
Hyatt Regency Orlando
Hyatt Regency Orlando
4.5 out of 5
9801 International Dr, Orlando, FL
The price is $142 per night from Jun 6 to Jun 7
$142
per night
Jun 6 - Jun 7
Book a stay at this spa hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. ...
8.8/10 Excellent! (1,660 reviews)
"Awesome"

Reviewed on May 30, 2024

Hyatt Regency 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

Days Inn by Wyndham Orlando Airport Florida Mall
Days Inn by Wyndham Orlando Airport Florida Mall
2.5 out of 5
9301 S Orange Blossom Trl, Orlando, FL
The price is $56 per night from Jun 4 to Jun 5
$56
per night
Jun 4 - Jun 5
Book a stay at this business-friendly motel in Orlando. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. ...
4.8/10 (1,006 reviews)
"The bed was terrible"

Reviewed on May 30, 2024

Days Inn by Wyndham Orlando Airport Florida Mall
Quality Inn & Suites Orlando Airport
Quality Inn & Suites Orlando Airport
2.5 out of 5
2601 Mccoy Rd, Orlando, FL
The price is $67 per night from Jun 24 to Jun 25
$67
per night
Jun 24 - Jun 25
Book a stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.8/10 (1,454 reviews)
Nice Basic Hotel
"Very nice basic hotel, friendly staff, clean. Location is not good if you don’t have a car as there are no restaurants within walking distance but otherwise it was a fine place to stay."

Reviewed on Jun 2, 2024

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
The price is $81 per night from Jun 5 to Jun 6
$81
per night
Jun 5 - Jun 6
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 ...
7.8/10 Good! (1,008 reviews)
"N/a"

Reviewed on May 29, 2024

Sleep Inn & Suites Orlando International 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

Maingate Lakeside Resort
Maingate Lakeside Resort
3 out of 5
7769 W Irlo Bronson Memorial Hwy, Kissimmee, FL
The price is $39 per night from Jun 4 to Jun 5
$39
per night
Jun 4 - Jun 5
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free parking, 3 outdoor pools, and a free theme park shuttle. Our guests praise the clean rooms ...
4/10 (2,395 reviews)
Weekend away
"Resort needs some up keep."

Reviewed on May 19, 2024

Maingate Lakeside Resort
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 ...
7.2/10 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
The price is $75 per night from Jun 9 to Jun 10
$75
per night
Jun 9 - Jun 10
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
8.8/10 Excellent! (3,836 reviews)
"Very nice staff"

Reviewed on Jun 2, 2024

Galleria 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.

Family Friendly Hotels in Orlando

Hilton Vacation Club Aqua Sol Orlando West
Hilton Vacation Club Aqua Sol Orlando West
3.5 out of 5
17777 Bali Blvd, Winter Garden, FL
The price is $71 per night from Jun 9 to Jun 10
$71
per night
Jun 9 - Jun 10
Stay at this 3.5-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! (3,554 reviews)

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

Nice place
"Very nice place to stay with many activities. It’s too bad we were only staying one night and didn’t have time to use the amenities. It would have been nice to opt out of activities and not pay the additional fee, but the suite was very spacious and would be great for a family."

Reviewed on Jun 2, 2024

Hilton Vacation Club Aqua Sol Orlando West
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 $234 per night from Jun 4 to Jun 5
$234
per night
Jun 4 - Jun 5
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 ...
8.6/10 Excellent! (5,054 reviews)

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

Travelers say...
"Love this property. Staff was very nice"

Reviewed on Jun 3, 2024

Universal's Cabana Bay Beach Resort
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 $86 per night from Jun 5 to Jun 6
$86
per night
Jun 5 - Jun 6
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy 2 outdoor pools, 2 spa tubs, and water park access (surcharge). Our guests praise the clean rooms ...
6.4/10 (5,486 reviews)

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

Travelers say...
"Great resort"

Reviewed on May 31, 2024

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.

Map To Nearby Hotels

MDW to MCO Route Info

Origin Airport
Chicago
Destination Airport
Orlando
Number Of Airlines Serving
2
Distance
991 mi
Shortest Flight Departure Time
7:25AM CDT
Shortest Flight Departure Date
Jun 10
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

Am I able to catch a flight from Chicago, IL Airport (MDW-Midway Intl.) to Orlando, FL Airport (MCO-Orlando Intl.) now?
If you’re wondering about travel restrictions and quarantine requirements when traveling by plane from Chicago, IL Airport (MDW-Midway Intl.) to Orlando, FL Airport (MCO-Orlando Intl.), check out our Covid-19 Travel Advisor.
Are there non-stop flights from Midway Airport to Orlando, FL Airport (MCO-Orlando Intl.)?
You won’t have to concern yourself with swapping planes or missing your next flight on this route. Southwest Airlines will fly you nonstop from Midway Airport to Orlando Intl. Airport (MCO).
What is the shortest flight from Chicago Airport to Orlando Intl. Airport?
There’s nothing nicer than an impromptu getaway. And with the flight from MDW to MCO being as fast as 2 hours and 30 minutes, there’s no excuse not to take one.
How many hours flight from Midway Intl. Airport (MDW) to Orlando Intl. Airport?
The average flight time from Midway Intl. Airport (MDW) to Orlando Intl. Airport (MCO) is a short 2 hours and 34 minutes. So, grab your bags and jump on a flight. There’s nothing more exhilarating than an impromptu getaway.
If I am not able to travel due to COVID-19, can I cancel my flight to Orlando, FL Airport (MCO-Orlando Intl.)?
We get that traveling right now has its challenges, so it’s good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Orlando, FL Airport (MCO-Orlando Intl.) have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you’ll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to Orlando, FL Airport (MCO-Orlando Intl.) with flexible change policies?
In most cases you’ll have the option to reschedule your flight to Orlando, FL Airport (MCO-Orlando Intl.) without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the “no change fees” filter and book with confidence.
What airlines have the most flights from Chicago Airport to Orlando Intl. Airport?
Are you ready to book your West Lawn to Lake Nona Medical City airfare? Southwest Airlines should be your first choice. With 186 flights per month to select from on this route, they have the ticket to your next big adventure.

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.