Cheap Chicago Flights from Midway Intl. Airport (MDW)

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Cheap flights from Midway Intl. Airport

The lowest prices found within the past 7 days to were €197 for one-way flights and €292 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, 3 Aug - Tue, 11 Aug
MDW
Midway Intl.
MCO
Orlando Intl.
€292 Return, found 5 days ago
€292
Return
found 5 days ago
Select Delta flight, departing Mon, 3 Aug from Midway Intl. to Orlando Intl., returning Tue, 11 Aug, priced at €292 found 5 days ago
Fri, 31 Jul - Mon, 10 Aug
MDW
Midway Intl.
MCO
Orlando Intl.
€293 Return, found 5 days ago
€293
Return
found 5 days ago
Select Delta flight, departing Fri, 31 Jul from Midway Intl. to Orlando Intl., returning Mon, 10 Aug, priced at €293 found 5 days ago
Mon, 3 Aug - Mon, 10 Aug
MDW
Midway Intl.
MCO
Orlando Intl.
€304 Return, found 5 days ago
€304
Return
found 5 days ago
Select Delta flight, departing Mon, 3 Aug from Midway Intl. to Orlando Intl., returning Mon, 10 Aug, priced at €304 found 5 days ago
Fri, 31 Jul - Mon, 10 Aug
MDW
Midway Intl.
MCO
Orlando Intl.
€327 Return, found 5 days ago
€327
Return
found 5 days ago
Select Delta flight, departing Fri, 31 Jul from Midway Intl. to Orlando Intl., returning Mon, 10 Aug, priced at €327 found 5 days ago
Fri, 31 Jul - Mon, 10 Aug
MDW
Midway Intl.
MCO
Orlando Intl.
€336 Return, found 5 days ago
€336
Return
found 5 days ago
Select Delta flight, departing Fri, 31 Jul from Midway Intl. to Orlando Intl., returning Mon, 10 Aug, priced at €336 found 5 days ago
Fri, 31 Jul - Mon, 10 Aug
MDW
Midway Intl.
MCO
Orlando Intl.
€339 Return, found 5 days ago
€339
Return
found 5 days ago
Select Delta flight, departing Fri, 31 Jul from Midway Intl. to Orlando Intl., returning Mon, 10 Aug, priced at €339 found 5 days ago
Fri, 31 Jul - Mon, 10 Aug
MDW
Midway Intl.
MCO
Orlando Intl.
€361 Return, found 5 days ago
€361
Return
found 5 days ago
Select Delta flight, departing Fri, 31 Jul from Midway Intl. to Orlando Intl., returning Mon, 10 Aug, priced at €361 found 5 days ago
Fri, 31 Jul - Mon, 10 Aug
MDW
Midway Intl.
MCO
Orlando Intl.
€362 Return, found 5 days ago
€362
Return
found 5 days ago
Select Delta flight, departing Fri, 31 Jul from Midway Intl. to Orlando Intl., returning Mon, 10 Aug, priced at €362 found 5 days ago
Fri, 31 Jul - Mon, 10 Aug
MDW
Midway Intl.
MCO
Orlando Intl.
€371 Return, found 5 days ago
€371
Return
found 5 days ago
Select Delta flight, departing Fri, 31 Jul from Midway Intl. to Orlando Intl., returning Mon, 10 Aug, priced at €371 found 5 days ago
Fri, 31 Jul - Mon, 10 Aug
MDW
Midway Intl.
MCO
Orlando Intl.
€373 Return, found 5 days ago
€373
Return
found 5 days ago
Select Delta flight, departing Fri, 31 Jul from Midway Intl. to Orlando Intl., returning Mon, 10 Aug, priced at €373 found 5 days ago
Fri, 31 Jul - Mon, 10 Aug
MDW
Midway Intl.
MCO
Orlando Intl.
€395 Return, found 5 days ago
€395
Return
found 5 days ago
Select Delta flight, departing Fri, 31 Jul from Midway Intl. to Orlando Intl., returning Mon, 10 Aug, priced at €395 found 5 days ago
Midway Intl. Airport
Address:
5700 South Cicero
Chicago IL, 60638
United States
IATA code:
MDW
Longitude:
-87.740871
Latitude:
41.788136
Time zone:
America/Chicago

Airport Address & Information

Traveling From
Midway Intl.
Origin Airport
Origin Airport IATA Code
MDW
Number of Airlines Serving
Airlines
Lowest Flight Price
€292
Earliest Departing Flight
Latest Departing Flight

Featured Hotels near Midway Intl.

Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr Chicago IL
The price is €219 per night from 2 Jul to 3 Jul
€219
2 Jul - 3 Jul
includes taxes & fees
Hyatt Regency McCormick Place Chicago 's great location gets high marks from our customers. During your stay, you'll be connected to the convention centre and just a quick walk from Wintrust Arena. You'll find features such as free WiFi in public areas, plus 3 restaurants and 2 bars.
9.2/10 Wonderful! (1,091 reviews)
"Really hood"

Reviewed on 31 May 2026

Opens in a new windowHyatt Regency McCormick Place Chicago
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street Chicago IL
The price is €173 per night from 30 Jun to 1 Jul
€173
30 Jun - 1 Jul
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Crowne Plaza Chicago West Loop by IHG. During your stay, you're just a quick walk from University of Illinois Chicago. Features include free WiFi in public areas, plus a restaurant and a gym.
9/10 Wonderful! (2,231 reviews)
"It's near the union Station and convenient area, bus stop is near by"

Reviewed on 31 May 2026

Opens in a new windowCrowne Plaza Chicago West Loop by IHG
Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

3 out of 5
59 E. 11th Street Chicago IL
The price is €175 per night from 1 Jul to 2 Jul
€175
1 Jul - 2 Jul
includes taxes & fees
The free breakfast at Homewood Suites by Hilton Chicago Downtown South Loop gets good marks from our customers. During your stay, you're just a quick walk from State Street. Free WiFi in public areas, a free manager's reception and a restaurant are available.
8.8/10 Excellent! (2,341 reviews)
"Great location"

Reviewed on 29 May 2026

Opens in a new windowHomewood Suites by Hilton Chicago Downtown South Loop
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Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
55 E 11th Street Chicago IL
The price is €150 per night from 1 Jul to 2 Jul
€150
1 Jul - 2 Jul
includes taxes & fees
Hilton Garden Inn Chicago Downtown South Loop's great location gets high marks from our customers. During your stay, you're just a quick walk from State Street. Enjoy features like free WiFi in public areas, plus a restaurant and a 24-hour gym.
8.8/10 Excellent! (2,017 reviews)
"Everything was perfect. The space of the room, it was just what we were looking for."

Reviewed on 31 May 2026

Opens in a new windowHilton Garden Inn Chicago Downtown South Loop
Best Western Grant Park Hotel

Best Western Grant Park Hotel

2.5 out of 5
1100 S Michigan Ave Chicago IL
The price is €146 per night from 1 Jul to 2 Jul
€146
1 Jul - 2 Jul
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Best Western Grant Park Hotel. During your stay, you're just a quick walk from State Street. Enjoy features like free WiFi in public areas, plus a restaurant and a 24-hour gym.
8.2/10 Very Good! (2,706 reviews)
"Doors were loud and we could hear people talking and laughing in the next room over. Walls are super thin. Hotel seems old and in need of renovation."

Reviewed on 30 May 2026

Opens in a new windowBest Western Grant Park Hotel
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is €142 per night from 29 Jun to 30 Jun
€142
29 Jun - 30 Jun
includes taxes & fees
Our customers tell us they can't get enough of Congress Plaza Hotel's great location. During your stay, you're just a quick walk from Millennium Park. You'll find features such as free WiFi in public areas, plus 2 restaurants and 2 bars.
8/10 Very Good! (10,140 reviews)
"No heat, toilet was broken, no hot water. I left. Front staff was very rude. The staff who came to fix the toilet and bring me more blankets and a portable heater were very nice."

Reviewed on 31 May 2026

Opens in a new windowCongress Plaza Hotel
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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.

Fare, taxes & fees: Fares were found on ebookers.com and are updated daily. They include all taxes and fees, except baggage fees.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a £25.00 / 45.00 Euro service fee charged by ebookers, plus any airline fare and tax increase that may be applicable.

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. 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.