Cheap flights from MCO to MDW (Orlando Intl. to Midway Intl.)
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Cheap Flights from MCO to MDW starting at $70 One Way, $143 Round Trip
Prices starting at $143 for return flights and $70 for one-way flights to Midway 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.
MCO
Orlando
MDW
Chicago
$143 Roundtrip, found 5 days ago
$143
Roundtrip
found 5 days ago
MCO
Orlando
MDW
Chicago
$145 Roundtrip, found 6 days ago
$145
Roundtrip
found 6 days ago
MCO
Orlando
MDW
Chicago
$148 Roundtrip, found 6 days ago
$148
Roundtrip
found 6 days ago
MCO
Orlando
MDW
Chicago
$149 Roundtrip, found 1 hour ago
$149
Roundtrip
found 1 hour ago
MCO
Orlando
MDW
Chicago
$150 Roundtrip, found 5 days ago
$150
Roundtrip
found 5 days ago
Hotel Ideas near Midway Intl.
Airport Hotels near Midway Intl.
Cozy and Modern Stay in the Heart of C
1407 w 15th St Chicago, Chicago, IL
Stay at this 3-star motel in Chicago. Enjoy free WiFi, in-room washers/dryers, and air conditioning. Popular attractions United Center and Grant Park are located ...
5.6/10 (13 reviews)
"It was good to stay there. Had good traveling. Thank you for taking care of staying safety!"
Reviewed on Jun 5, 2025
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street, Chicago, IL
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
8.8/10 Excellent! (1,112 reviews)
"Great property just missing a pool"
Reviewed on Jun 9, 2025
Holiday Inn & Suites Chicago - Downtown by IHG
506 West Harrison Street, Chicago, IL
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.2/10 Very Good! (1,003 reviews)
"Great!"
Reviewed on Jun 11, 2025
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 Chicago
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (4,196 reviews)
"Great location and breakfast n happy hour are a plus"
Reviewed on Jun 11, 2025
InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (1,861 reviews)
"It’s a beautiful hotel in a great spot, just a little dated."
Reviewed on Jun 10, 2025
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (2,289 reviews)
"My check-in was not so pleasant. I did arrive early and knew I would need to wait which was no problem. I was told I could check my bags at the bell desk but no one was there after standing for a bit finally some out it the 3 people at the front desk asked if I needed help. When I checked in about ..."
Reviewed on Jun 11, 2025
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.
Chicago Hotels With Airport Transportation
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave, Elk Grove Village, IL
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,495 reviews)
"Decent for the price"
Reviewed on Jun 9, 2025
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
777 E Grand Avenue, Bensenville, IL
Stay at this 3-star golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
6.8/10 (1,004 reviews)
"I was waiting for a long time for someone to check me in. Shuttle driver help me to contact dome one. He has a great customer service"
Reviewed on Jun 9, 2025
Comfort Suites Chicago O'Hare Airport
4200 North River Road, Schiller Park, IL
Stay at this 3-star business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
8/10 Very Good! (2,512 reviews)
"Love it"
Reviewed on Jun 10, 2025
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 Chicago Hotels
Freehand Chicago
19 East Ohio Street, Chicago, IL
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
7.8/10 Good! (1,920 reviews)
"Nice place, good staff, fun place."
Reviewed on Jun 10, 2025
Travelodge by Wyndham Downtown Chicago
65 E Harrison St, Chicago, IL
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7/10 Good! (2,209 reviews)
"Check in was very pleasant and quick. I booked this room based on price and it was the cheapest by far. Close to the EL so dealt with that but the room was clean and comfortable."
Reviewed on Jun 10, 2025
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave, Elk Grove Village, IL
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,495 reviews)
"Decent for the price"
Reviewed on Jun 9, 2025
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 Chicago
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
511 North Columbus Drive, Chicago, IL
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (2,670 reviews)
"I loved the location"
Reviewed on Jun 8, 2025
Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,741 reviews)
"We loved the interior decor and seating."
Reviewed on Jun 11, 2025
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (4,196 reviews)
"Great location and breakfast n happy hour are a plus"
Reviewed on Jun 11, 2025
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.
MCO to MDW Route Info
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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
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
Other Flights from Orlando Intl. Airport (MCO)
Other Flights to Midway Intl. Airport (MDW)
- Kissimmee Gateway Airport (ISM)
- Orlando Sanford Intl. Airport (SFB)
- Leesburg Intl. Airport (LEE)
- Orlando Melbourne Intl. Airport (MLB)
- Lakeland Intl. Airport Airport (LAL)
- Daytona Beach Intl. Airport (DAB)
- Avon Park Executive Airport (AVO)
- Sebring Regional Airport (SEF)
- Vero Beach Municipal Airport (VRB)
- Peter O. Knight Airport (TPF)
Frequently asked questions
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.