Cheap Flights from Midway Intl. Airport (MDW)

Cheapest flights from Chicago

Prices were available within the past 7 days and start at AED 700 for one-way flights and AED 890 for roundtrip, for the period specified. Prices and availability are subject to change.
Delta
Thursday, 26 November, 2026 - Tuesday, 1 December, 2026
MDW
Chicago
MIA
Miami
AED 890
Roundtrip
Found 6 days ago
Select Delta flight, departing Thursday, 26 November, 2026 from Chicago to Miami, returning Tuesday, 1 December, 2026, priced at AED 890 Found 6 days ago
Delta
Tuesday, 24 November, 2026 - Wednesday, 2 December, 2026
MDW
Chicago
MIA
Miami
AED 910
Roundtrip
Found 10 hours ago
Select Delta flight, departing Tuesday, 24 November, 2026 from Chicago to Miami, returning Wednesday, 2 December, 2026, priced at AED 910 Found 10 hours ago
Frontier Airlines
Thursday, 26 November, 2026 - Friday, 4 December, 2026
MDW
Chicago
LAX
Los Angeles
AED 960
Roundtrip
Found 6 days ago
Select Frontier Airlines flight, departing Thursday, 26 November, 2026 from Chicago to Los Angeles, returning Friday, 4 December, 2026, priced at AED 960 Found 6 days ago
Delta
Tuesday, 24 November, 2026 - Wednesday, 2 December, 2026
MDW
Chicago
MIA
Miami
AED 1,030
Roundtrip
Found 10 hours ago
Select Delta flight, departing Tuesday, 24 November, 2026 from Chicago to Miami, returning Wednesday, 2 December, 2026, priced at AED 1,030 Found 10 hours ago
Delta
Tuesday, 24 November, 2026 - Wednesday, 2 December, 2026
MDW
Chicago
MIA
Miami
AED 1,130
Roundtrip
Found 10 hours ago
Select Delta flight, departing Tuesday, 24 November, 2026 from Chicago to Miami, returning Wednesday, 2 December, 2026, priced at AED 1,130 Found 10 hours ago
Delta
Tuesday, 24 November, 2026 - Wednesday, 2 December, 2026
MDW
Chicago
MIA
Miami
AED 1,150
Roundtrip
Found 10 hours ago
Select Delta flight, departing Tuesday, 24 November, 2026 from Chicago to Miami, returning Wednesday, 2 December, 2026, priced at AED 1,150 Found 10 hours ago
Frontier Airlines
Thursday, 26 November, 2026 - Monday, 30 November, 2026
MDW
Chicago
LAX
Los Angeles
AED 1,180
Roundtrip
Found 6 days ago
Select Frontier Airlines flight, departing Thursday, 26 November, 2026 from Chicago to Los Angeles, returning Monday, 30 November, 2026, priced at AED 1,180 Found 6 days ago
Delta
Thursday, 26 November, 2026 - Tuesday, 1 December, 2026
MDW
Chicago
MIA
Miami
AED 1,220
Roundtrip
Found 6 days ago
Select Delta flight, departing Thursday, 26 November, 2026 from Chicago to Miami, returning Tuesday, 1 December, 2026, priced at AED 1,220 Found 6 days ago
Delta
Tuesday, 24 November, 2026 - Wednesday, 2 December, 2026
MDW
Chicago
MIA
Miami
AED 1,240
Roundtrip
Found 10 hours ago
Select Delta flight, departing Tuesday, 24 November, 2026 from Chicago to Miami, returning Wednesday, 2 December, 2026, priced at AED 1,240 Found 10 hours ago
Southwest Airlines
Thursday, 26 November, 2026 - Tuesday, 1 December, 2026
MDW
Chicago
MIA
Miami
AED 1,500
Roundtrip
Found 6 days ago
Select Southwest Airlines flight, departing Thursday, 26 November, 2026 from Chicago to Miami, returning Tuesday, 1 December, 2026, priced at AED 1,500 Found 6 days ago

Travel information

Origin city name
Chicago
Origin airport
Chicago Midway Airport
Origin airport IATA code
MDW
Airlines serving
Southwest Airlines, Delta, Frontier Airlines, Volaris, LATAM Airlines Group, KLM, WestJet, Air France, Allegiant Air, Virgin Atlantic, Aeromexico, Korean Air
Popular airline
Southwest Airlines
Roundtrip price
AED 890
*Available to One Key members.