S$114 Cheap Flights to South Side

View S$114 flight on Sun, 14 Jun, 2026Opens in a new window

Popular airlines

  • Delta

  • Frontier Airlines

  • American Airlines

  • United

  • Alaska Airlines

  • Spirit Airlines

  • JetBlue Airways

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

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

  • Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheap round-trip flights to South Side

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, 2 Jun - Tue, 2 Jun
JFK
New York
ORD
Chicago
S$226 Return, found 1 day ago
S$226
Return
found 1 day ago
Select Delta flight, departing Tue, 2 Jun from New York to Chicago, returning Tue, 2 Jun, priced at S$226 found 1 day ago
American Airlines
Mon, 1 Jun - Wed, 10 Jun
JFK
New York
ORD
Chicago
S$343 Return, found 3 days ago
S$343
Return
found 3 days ago
Select American Airlines flight, departing Mon, 1 Jun from New York to Chicago, returning Wed, 10 Jun, priced at S$343 found 3 days ago
JetBlue Airways
Sun, 31 May - Sun, 14 Jun
JFK
New York
ORD
Chicago
S$353 Return, found 5 days ago
S$353
Return
found 5 days ago
Select JetBlue Airways flight, departing Sun, 31 May from New York to Chicago, returning Sun, 14 Jun, priced at S$353 found 5 days ago
Lufthansa
Thu, 11 Jun - Tue, 16 Jun
LIN
Milan
ORD
Chicago
S$1,058 Return, found 2 days ago
S$1,058
Return
found 2 days ago
Select Lufthansa flight, departing Thu, 11 Jun from Milan to Chicago, returning Tue, 16 Jun, priced at S$1,058 found 2 days ago
All Nippon Airways
Mon, 15 Feb - Tue, 2 Mar
SIN
Singapore
ORD
Chicago
S$1,081 Return, found 14 hours ago
S$1,081
Return
found 14 hours ago
Select All Nippon Airways flight, departing Mon, 15 Feb from Singapore to Chicago, returning Tue, 2 Mar, priced at S$1,081 found 14 hours ago

Frequently asked questions

How do I find cheap flights to South Side that have flexible change policies?
When it comes to travelling 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 S$226.
How much is a flight to South Side?
In the last seven days, return tickets to South Side sold from just S$226 and reached a maximum price of S$1,081. For one-way journeys departing from New York (JFK), the lowest price during this time was only S$114.
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 S$226 and S$1,081. 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 holiday. Tickets are at a premium during the month of December, so keep clear of this time if you can.

Travel information

Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Return price
S$226

Trending flights to South Side

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

All Nippon Airways
Mon, 15 Feb - Tue, 2 Mar
SIN
Singapore
ORD
Chicago
S$1,081 Return, found 14 hours ago
S$1,081
Return
found 14 hours ago
Select All Nippon Airways flight, departing Mon, 15 Feb from Singapore to Chicago, returning Tue, 2 Mar, priced at S$1,081 found 14 hours ago

Explore a world of travel with Expedia

*Available to Expedia members.