Cheap Flights to Southwest Side

View ₩88,400 flight on Tue, Oct 28, 2025Opens in a new window

Popular airlines

  • Delta

    Delta

  • Frontier Airlines

    Frontier Airlines

  • American Airlines

    American Airlines

  • United

    United

  • Spirit Airlines

    Spirit Airlines

  • Southwest Airlines

    Southwest Airlines

  • Alaska Airlines

    Alaska Airlines

    notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
    deals illustration

    Book smarter

    Save up to 40% on select hotels after you book a flight*
    trophy illustration

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

How much is the cheapest flight to Southwest Side?

Prices were available within the past 7 days and start at ₩88,400 for one-way flights and ₩176,700 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, Oct 29 - Sat, Nov 15
BOS
Boston
ORD
Chicago
₩176,700 Roundtrip, found 5 days ago
₩176,700
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Oct 29 from Boston to Chicago, returning Sat, Nov 15, priced at ₩176,700 found 5 days ago
American Airlines
Wed, Oct 1 - Sun, Oct 19
BOS
Boston
ORD
Chicago
₩260,000 Roundtrip, found 5 days ago
₩260,000
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Oct 1 from Boston to Chicago, returning Sun, Oct 19, priced at ₩260,000 found 5 days ago
United
Fri, Oct 3 - Sun, Oct 19
BOS
Boston
ORD
Chicago
₩260,000 Roundtrip, found 5 days ago
₩260,000
Roundtrip
found 5 days ago
Select United flight, departing Fri, Oct 3 from Boston to Chicago, returning Sun, Oct 19, priced at ₩260,000 found 5 days ago
Alaska Airlines
Thu, Sep 25 - Sat, Oct 4
ICN
Seoul
ORD
Chicago
₩832,300 Roundtrip, found 4 days ago
₩832,300
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Thu, Sep 25 from Seoul to Chicago, returning Sat, Oct 4, priced at ₩832,300 found 4 days ago
Hawaiian Airlines
Sat, Oct 11 - Sun, Nov 2
ICN
Seoul
ORD
Chicago
₩832,600 Roundtrip, found 21 hours ago
₩832,600
Roundtrip
found 21 hours ago
Select Hawaiian Airlines flight, departing Sat, Oct 11 from Seoul to Chicago, returning Sun, Nov 2, priced at ₩832,600 found 21 hours ago

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

August is typically the cheapest month to fly

From ₩122,697 - ₩778,511 per traveler.

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
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Roundtrip price
₩176,700

Trending flights to Southwest Side

Prices were available within the past 7 days and start at ₩88,400 for one-way flights and ₩176,700 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Mon, Nov 10 - Mon, Nov 17
ICN
Seoul
ORD
Chicago
₩798,800 Roundtrip, found 5 days ago
₩798,800
Roundtrip
found 5 days ago
Select American Airlines flight, departing Mon, Nov 10 from Seoul to Chicago, returning Mon, Nov 17, priced at ₩798,800 found 5 days ago
*Available to Expedia members.