Flights to South Side, Chicago from NT$15,109

View NT$11,128 flight on Tue, 2026/1/27Opens in a new window

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How much is the cheapest flight to South Side?

Prices were available within the past 7 days and start at NT$11,128 for one-way flights and NT$15,109 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

TAP Portugal
Sun, Nov 23 - Fri, Nov 28
MAD
Madrid
ORD
Chicago
NT$15,109 Roundtrip, found 5 days ago
NT$15,109
Roundtrip
found 5 days ago
Select TAP Portugal flight, departing Sun, Nov 23 from Madrid to Chicago, returning Fri, Nov 28, priced at NT$15,109 found 5 days ago
Air Canada
Sun, Nov 23 - Sun, Nov 30
MAD
Madrid
ORD
Chicago
NT$18,886 Roundtrip, found 3 hours ago
NT$18,886
Roundtrip
found 3 hours ago
Select Air Canada flight, departing Sun, Nov 23 from Madrid to Chicago, returning Sun, Nov 30, priced at NT$18,886 found 3 hours ago
Delta
Fri, Nov 21 - Sat, Nov 29
MAD
Madrid
ORD
Chicago
NT$19,326 Roundtrip, found 5 days ago
NT$19,326
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Nov 21 from Madrid to Chicago, returning Sat, Nov 29, priced at NT$19,326 found 5 days ago
United
Sat, Nov 22 - Sun, Nov 30
MAD
Madrid
ORD
Chicago
NT$19,870 Roundtrip, found 10 hours ago
NT$19,870
Roundtrip
found 10 hours ago
Select United flight, departing Sat, Nov 22 from Madrid to Chicago, returning Sun, Nov 30, priced at NT$19,870 found 10 hours ago
Lufthansa
Sun, Nov 23 - Sun, Nov 30
MAD
Madrid
ORD
Chicago
NT$20,681 Roundtrip, found 3 hours ago
NT$20,681
Roundtrip
found 3 hours ago
Select Lufthansa flight, departing Sun, Nov 23 from Madrid to Chicago, returning Sun, Nov 30, priced at NT$20,681 found 3 hours ago

Frequently asked questions

How do I find cheap flights to South Side that have flexible change policies?
When it comes to traveling these days, flexibility is crucial. That's why we have a "No change fee" search function to help you track down flexible, affordable tickets to South Side. It's near the top left of your screen directly underneath the "Flexible change policies" subheading.
Which airlines fly to South Side?
When you're ready to book your ticket to or near South Side, these well-known airlines look forward to welcoming you aboard:

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

How can I find cheap tickets to South Side?
Book well ahead of time, consider nearby airports, avoid peak travel periods — you're not short of ways! One more is to use Expedia's "flexible dates" function. Find a South Side flight, then compare the prices for nearby dates. In the last seven days, the lowest price for a flight to South Side was NT$15,109.
How much is a flight to South Side?
In the last seven days, return tickets to South Side sold from just NT$15,109 and reached a maximum price of NT$21,569. For one-way journeys departing from Madrid (MAD), the lowest price during this time was only NT$11,128.
What are the most popular airports to fly into in South Side?
Get set to pack your bags and fly into O'Hare Intl. Airport (ORD), South Side's major flight hub. Lock in a seat on one of the 25,318 flights that touch down at this top destination every month.
When is the cheapest time to fly to South Side?
Jet off on a Tuesday to increase your chances of picking up the cheapest deal to South Side. Mondays are usually the second most affordable day to depart. Saturday is typically the costliest day to fly anywhere.
How much is a plane ticket to South Side?
In the last seven days, tickets to South Side varied between NT$15,109 and NT$21,569. Prices generally depend on the departure time, cabin class, airline and how early the fare is booked.
What months are the cheapest to book a flight to South Side?
February is the most affordable month to book your South Side vacation. Tickets are at a premium during the month of December, so keep clear of this time if you can.

Travel information

Travel information

Destination airport
Midway Intl.
Destination airport IATA code
MDW
Destination city name
Chicago
Roundtrip price
NT$8,089

Trending flights to South Side

Prices were available within the past 7 days and start at NT$11,128 for one-way flights and NT$15,109 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Sat, Nov 1 - Sun, Nov 2
TPE
Taipei
ORD
Chicago
NT$21,569 Roundtrip, found 3 days ago
NT$21,569
Roundtrip
found 3 days ago
Select United flight, departing Sat, Nov 1 from Taipei to Chicago, returning Sun, Nov 2, priced at NT$21,569 found 3 days ago

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