Cheap Flights to Southwest Side

View ₩94,600 flight on Wed, Sep 3, 2025Opens in a new window

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How much is the cheapest flight to Southwest Side?

Prices were available within the past 7 days and start at ₩94,600 for one-way flights and ₩203,000 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, Sep 3 - Sat, Sep 6
LGA
New York
ORD
Chicago
₩203,000 Roundtrip, found 3 hours ago
₩203,000
Roundtrip
found 3 hours ago
Select Delta flight, departing Wed, Sep 3 from New York to Chicago, returning Sat, Sep 6, priced at ₩203,000 found 3 hours ago
Air Canada
Fri, Nov 7 - Tue, Nov 11
YYZ
Toronto
ORD
Chicago
₩235,700 Roundtrip, just found
₩235,700
Roundtrip
just found
Select Air Canada flight, departing Fri, Nov 7 from Toronto to Chicago, returning Tue, Nov 11, priced at ₩235,700 just found
United
Sat, Nov 8 - Tue, Nov 11
YYZ
Toronto
ORD
Chicago
₩235,700 Roundtrip, found 1 day ago
₩235,700
Roundtrip
found 1 day ago
Select United flight, departing Sat, Nov 8 from Toronto to Chicago, returning Tue, Nov 11, priced at ₩235,700 found 1 day ago
American Airlines
Fri, Nov 7 - Tue, Nov 11
YYZ
Toronto
ORD
Chicago
₩263,200 Roundtrip, just found
₩263,200
Roundtrip
just found
Select American Airlines flight, departing Fri, Nov 7 from Toronto to Chicago, returning Tue, Nov 11, priced at ₩263,200 just found
WestJet
Fri, Aug 8 - Fri, Aug 15
YYZ
Toronto
ORD
Chicago
₩302,400 Roundtrip, found 5 days ago
₩302,400
Roundtrip
found 5 days ago
Select WestJet flight, departing Fri, Aug 8 from Toronto to Chicago, returning Fri, Aug 15, priced at ₩302,400 found 5 days ago

Find the cheapest month to fly from Columbus (CMH) to Chicago (MDW)

June is typically the cheapest month to fly

From ₩176,458 - ₩848,959 per traveler.

Graph displaying average flight prices per month

Searching for cheap flights to Southwest Side? No travel company presents more choices than Expedia if you're looking to compare flights to Southwest Side. With more airlines, cheaper flights, fewer stops, and more departure and arrival times travellers should ensure they search on Expedia before any holiday to Chicago. Expedia provides the cheapest flights to many destinations in Chicago and you may find even greater savings if you combine your flight with a hotel stay in Southwest Side.

Flights to Southwest Side information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Destination city name
Chicago
Roundtrip price
₩189,500

Trending flights to Southwest Side

Prices were available within the past 7 days and start at ₩94,600 for one-way flights and ₩203,000 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Japan Airlines
Thu, Sep 18 - Fri, Sep 26
GMP
Seoul
ORD
Chicago
₩1,168,910 Roundtrip, found 6 days ago
₩1,168,910
Roundtrip
found 6 days ago
Select Japan Airlines flight, departing Thu, Sep 18 from Seoul to Chicago, returning Fri, Sep 26, priced at ₩1,168,910 found 6 days ago
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