Cheap Flights to Southwest Side from HK$1,050

View HK$1,050 flight on Wed, 27 May 2026Opens in a new window

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Cheap round-trip flights to Southwest Side

Prices were available within the past 7 days and start at HK$1,050 for one-way flights and HK$2,099 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sun, 24 May - Wed, 27 May
PHL
Philadelphia
MDW
Chicago
HK$2,099 Return, found 7 hours ago
HK$2,099
Return
found 7 hours ago
Select Delta flight, departing Sun, 24 May from Philadelphia to Chicago, returning Wed, 27 May, priced at HK$2,099 found 7 hours ago
United
Sat, 27 Jun - Tue, 30 Jun
PHL
Philadelphia
ORD
Chicago
HK$2,333 Return, found 1 day ago
HK$2,333
Return
found 1 day ago
Select United flight, departing Sat, 27 Jun from Philadelphia to Chicago, returning Tue, 30 Jun, priced at HK$2,333 found 1 day ago
American Airlines
Wed, 26 Aug - Wed, 2 Sept
PHL
Philadelphia
ORD
Chicago
HK$2,566 Return, found 21 hours ago
HK$2,566
Return
found 21 hours ago
Select American Airlines flight, departing Wed, 26 Aug from Philadelphia to Chicago, returning Wed, 2 Sept, priced at HK$2,566 found 21 hours ago
All Nippon Airways
Mon, 12 Oct - Mon, 26 Oct
TSA
Taipei
ORD
Chicago
HK$7,652 Return, found 2 days ago
HK$7,652
Return
found 2 days ago
Select All Nippon Airways flight, departing Mon, 12 Oct from Taipei to Chicago, returning Mon, 26 Oct, priced at HK$7,652 found 2 days ago
Philippine Airlines
Mon, 16 Nov - Fri, 27 Nov
HKG
Hong Kong SAR
ORD
Chicago
HK$7,669 Return, found 3 days ago
HK$7,669
Return
found 3 days ago
Select Philippine Airlines flight, departing Mon, 16 Nov from Hong Kong SAR to Chicago, returning Fri, 27 Nov, priced at HK$7,669 found 3 days ago

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 HK$2,099. 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 Philadelphia (PHL), you could've locked in an affordable ticket for just HK$1,050 in the last seven days. Round-trip journeys to Southwest Side ranged from only HK$2,099 to HK$7,669 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 favourite destination every month.
When is the cheapest time to fly to Southwest Side?
If you'd rather spend your hard-earned holiday 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 HK$2,099 to HK$7,669 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 holiday. Airfares are at their most expensive throughout the busy month of December, so keep clear of this time if you can.

Travel information

Destination airport
Midway Intl.
Destination airport IATA code
MDW
Destination city name
Chicago
Return price
HK$2,099

Trending flights to Southwest Side

Prices were available within the past 7 days and start at HK$1,050 for one-way flights and HK$2,099 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, 9 Jun - Fri, 14 Aug
HKG
Hong Kong SAR
ORD
Chicago
HK$7,380 Return, found 4 hours ago
HK$7,380
Return
found 4 hours ago
Select Delta flight, departing Tue, 9 Jun from Hong Kong SAR to Chicago, returning Fri, 14 Aug, priced at HK$7,380 found 4 hours ago

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