Cheap Flights to Southwest Side

View ₩136,500 flight on Sun, Sep 14, 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 ₩136,500 for one-way flights and ₩273,000 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, Sep 6 - Mon, Oct 6
BWI
Baltimore
MDW
Chicago
₩273,000 Roundtrip, found 6 days ago
₩273,000
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Sep 6 from Baltimore to Chicago, returning Mon, Oct 6, priced at ₩273,000 found 6 days ago
American Airlines
Sun, Sep 14 - Sat, Sep 20
BWI
Baltimore
ORD
Chicago
₩333,500 Roundtrip, found 19 hours ago
₩333,500
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Sun, Sep 14 from Baltimore to Chicago, returning Sat, Sep 20, priced at ₩333,500 found 19 hours ago
United
Wed, Feb 18 - Sun, Feb 22
ICN
Seoul
ORD
Chicago
₩769,000 Roundtrip, found 4 days ago
₩769,000
Roundtrip
found 4 days ago
Select United flight, departing Wed, Feb 18 from Seoul to Chicago, returning Sun, Feb 22, priced at ₩769,000 found 4 days ago
Alaska Airlines
Sat, Sep 13 - Wed, Sep 17
ICN
Seoul
ORD
Chicago
₩812,600 Roundtrip, found 3 days ago
₩812,600
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Sat, Sep 13 from Seoul to Chicago, returning Wed, Sep 17, priced at ₩812,600 found 3 days ago
Air Canada
Sun, Sep 14 - Wed, Sep 17
ICN
Seoul
ORD
Chicago
₩817,600 Roundtrip, found 6 days ago
₩817,600
Roundtrip
found 6 days ago
Select Air Canada flight, departing Sun, Sep 14 from Seoul to Chicago, returning Wed, Sep 17, priced at ₩817,600 found 6 days ago

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

August is typically the cheapest month to fly

From ₩134,514 - ₩828,319 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.

Frequently asked questions

How do I find cheap flights to Southwest Side that have flexible change policies?
At Expedia, we've been channeling our inner gymnast to give you the most flexible airfares available. Simply click on "No change fee" directly below the filter heading "Flexible change policies" to find the best flights to Southwest Side.
Which airlines fly to Southwest Side?
With a great selection of airlines offering flights into or near Southwest Side, you have plenty of choice:

  • United Airlines - 12,950 flights to or near Southwest Side each month, including 12,950 flights to O'Hare Intl. Airport (ORD) per month.
  • American Airlines - 8,855 flights to or near Southwest Side each month, including 8,855 flights to O'Hare Intl. Airport (ORD) per month.
  • Delta Air Lines - 1,222 flights to or near Southwest Side each month, including 1,222 flights to O'Hare Intl. Airport (ORD) per month.

How can I find cheap tickets to Southwest Side?
One of the best ways to bag cheap tickets to Southwest Side is to be flexible with your travel dates. Search for your flights, then click "flexible dates" at the top of your results. It will reveal the cheapest prices for nearby days. The lowest price for a flight to Southwest Side in the last seven days was ₩273,000. Booking well in advance will generally help you get an even bigger bargain.
How much is a flight to Southwest Side?
If you were flying one way from Baltimore (BWI), you could've locked in an affordable ticket for just ₩136,500 in the last seven days. Round-trip journeys to Southwest Side ranged from only ₩273,000 to ₩888,684 during this same period.
What are the most popular airports to fly into in Southwest Side?
Pack your bags and jet into O'Hare Intl. Airport (ORD), Southwest Side's primary flight hub. Secure a seat on one of the 25,318 flights that land at this favorite destination every month.
When is the cheapest time to fly to Southwest Side?
If you'd rather spend your hard-earned vacation money getting to know Southwest Side rather than on getting there, depart earlier in the week. The most affordable day to travel is normally Tuesday, with Monday running a close second. With many people keeping their travel to weekends, Saturday often has the costliest ticket prices.
How much is a plane ticket to Southwest Side?
Seats to Southwest Side ranged from ₩273,000 to ₩888,684 in the last seven days. Usually, the sooner you book the better the price.
What months are the cheapest to book a flight to Southwest Side?
February is the best month to secure a seat for your Southwest Side vacation. Airfares are at their most expensive throughout the busy month of December, so keep clear of this time if you can.
Flights to Southwest Side information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Destination city name
Chicago
Roundtrip price
₩273,000

Trending flights to Southwest Side

Prices were available within the past 7 days and start at ₩136,500 for one-way flights and ₩273,000 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Wed, Feb 18 - Sun, Feb 22
ICN
Seoul
ORD
Chicago
₩769,000 Roundtrip, found 4 days ago
₩769,000
Roundtrip
found 4 days ago
Select United flight, departing Wed, Feb 18 from Seoul to Chicago, returning Sun, Feb 22, priced at ₩769,000 found 4 days ago
*Available to Expedia members.