$31 Cheap Flights to South Side , IL

Bundle Your Flight + Hotel & Save!

Featured airlines

Featured Airlines: American Airlines, United Airlines, Delta, Spirit, JetBlue, Frontier, Air India, Hawaiian Airlines and Qatar Airways

    Plan, book, fly with confidence
  • trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon
    Book smarter
    Save up to 30% on select hotels after you book a flight*
  • one key icon
    Earn twice
    Earn your airline miles on top of our OneKeyCash

How much is the cheapest flight to South Side?

Prices were available within the past 7 days and start at $31 for one-way flights and $53 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Spirit Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines

Find Your Flights to South Side CHI

Cheap flights to South Side (CHI)

Get started finding a cheap flight to South Side on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

We recommend using the ‘Flexible Dates’ calendar at the top of the page to see the price of plane tickets on the surrounding dates. This allows you to pick the cheapest days to fly if your trip allows flexibility and score cheap flight deals to South Side.

Roundtrip prices range from $53 - $68, and one-ways to South Side start as low as $31.

Be aware that choosing a non-stop flight can sometimes be more expensive while saving you time. And routes with connections may be available at a cheaper rate.

Airlines that fly to South Side (CHI)

You have several options for which airline you choose to travel with to South Side. There are 10 airlines flying into CHI: Spirit Airlines, Frontier Airlines. 

Cheap plane tickets may be available from different airlines at different times and with unique terms. It’s best to understand the details of each airline’s offer before judging its value.

For example, if you plan to check a bag or bring a carry-on, check whether the cheap airfare deal includes a baggage allowance. If not, verify whether the baggage fee is higher than the difference of other airline plane ticket deals offering free checked/carry-on baggage in exchange for a slightly higher airfare. 

Additionally, your preferred frequent flyer membership programs may influence your choice of cheap airline. Expedia allows you to enter your membership numbers during checkout to earn points from your airline and Expedia Rewards—all while getting a great deal and planning all your travel in one online platform.

Find the best deals

At Expedia, we source many flight deals from multiple providers, so you can easily find the best deals that are right for you. A great strategy for getting the best deals can be to make sure you book and travel at the optimal times. Airfare to South Side (CHI) varies throughout the year based on seasonal demand. You’ll see the lowest rates for roundtrips to CHI in September and in October for one-ways.

Cancellation & flexibility

To change or cancel eligible flights, go to ‘My Trips’ and navigate to your itinerary. If you booked within the last 24-hours, you might be able to cancel your flight for free. Learn more about flight changes or cancellations from our customer service portal. Some plane tickets are available with no change fees, which you can filter for during your search.

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 $53.
How much is a flight to South Side?
In the last seven days, return tickets to South Side sold from just $53 and reached a maximum price of $68. For one-way journeys departing from Atlanta (ATL), the lowest price during this time was only $31.
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 $53 and $68. 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.
How long is a flight to South Side?
Whether or not you’ll have time for a long snooze or just a quick nap depends on where you’re flying from. To give you a rough idea, here are the average flight times for some busy domestic routes to South Side:

  • New York, NY (LGA-LaGuardia) to O’Hare Intl. Airport (ORD) - 2 hours and 39 minutes
  • Los Angeles, CA (LAX-Los Angeles Intl.) to O’Hare Intl. Airport (ORD) - 4 hours and 4 minutes
  • Dallas, TX (DFW-Dallas-Fort Worth Intl.) to O’Hare Intl. Airport (ORD) - 2 hours and 31 minutes

Flights to South Side information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Roundtrip price
$60

Trending flights to South Side

Prices were available within the past 7 days and start at $31 for one-way flights and $53 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
*Available to One Key members.