$43 Cheap Flights to North Side, IL

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How much is the cheapest flight to North Side?

Prices were available within the past 7 days and start at $43 for one-way flights and $68 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
American Airlines
Delta
United
Frontier Airlines

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

June is typically the cheapest month to fly

From $77 - $250 per traveler.

Graph displaying average flight prices per month

Alternative airports

Prices were available within the past 7 days. Prices and availability are subject to change.

Tips to find the cheapest flights to North Side

The cheapest day to fly

Get started finding a cheap flight to North 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.

The cheapest month to fly

September is the cheapest month to fly to North Side. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to North Side. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to North Side, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to North Side

The lowest price for round-trip flights to North Side in 2025 starts from from $68, while one-way tickets start from from $43. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to North Side. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to North Side

Spirit Airlines, Frontier Airlines, American Airlines, United, Southwest Airlines, Delta are just some of the airlines that can typically offer cheap tickets to North Side. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to North Side and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for North Side, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to North Side. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your North Side plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to North Side

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to North Side.

Stopover savings

The cheapest tickets to North Side are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to North Side. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to North Side for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to North Side. Simply download the free Expedia app to your smart device and activate North Side flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to North Side. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

What month is the cheapest to fly to North Side?
The cheapest month to fly to North Side is September when demand is low. Off-peak months are usually when you'll find cheap fares. To save money, avoid flying during major holidays and school breaks.
Which US cities have the cheapest flights to North Side?
Typically, New York, Washington and Dallas offer cheap flights to North Side. However, flexibility is key to getting the best deals. Plan your escape during the off-peak season or midweek to keep costs down.
Which US cities fly direct to North Side?
Pick from 150 US cities offering direct flights to North Side. When you book on Expedia, click on the "Direct flights only" box to find nonstop options. Fly to North Side from any of these cities:

  • New York
  • Washington
  • Dallas
  • Boston
  • Phoenix

How to find a cheap flight to North Side?
To secure cheap flights to North Side, book in advance or travel during the off-season months of December and January. Want a handy tip? Jet off on a Thursday and save around 16% on average compared to traveling on a Sunday.* Opt to receive price alerts on the Expedia app and we'll let you know as soon as your fares go down.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to North Side?
Being flexible about your travel plans might help you to find last-minute offers on cheap flights to North Side. To see all the available options, consider exploring different ticket types, changing your North Side trip dates, flying out of an alternative airport or going with another carrier.
How far in advance should I book a flight to North Side?
Lock in your flight to North Side two to four months ahead if you're flying in from an international destination. For domestic travel, the timeframe is around 28 days in advance. Better deals and a greater choice of departure dates, times and seating options are some of the great reasons to book early.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to North Side?
You can generally get cheap flights to North Side on a Sunday. Travelers can save around 8% on average compared to booking on a Friday, which is often the most expensive day for tickets.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to North Side?
You can choose from a variety of airlines that fly to North Side. A few of your top options are:

  • United Airlines - 13,391 flights to North Side each month, including 13,391 flights to O'Hare Intl. Airport (ORD) per month.
  • American Airlines - 10,417 flights to North Side each month, including 10,417 flights to O'Hare Intl. Airport (ORD) per month.
  • Delta Air Lines - 1,213 flights to North Side each month, including 1,213 flights to O'Hare Intl. Airport (ORD) per month.

Where do you fly into North Side?
The main hub when you fly to North Side is Midway Intl. Airport (MDW), but there are other nearby options like O'Hare Intl. Airport (ORD) and Lewis University Airport (LOT). You can also land at Chicago Executive Airport (PWK) and Gary, IN (GYY-Gary - Chicago Intl.) when flying to North Side.
Can I save money by booking a North Side trip package?
You could potentially save hundreds of dollars if you choose a North Side flight and hotel package deal on Expedia. And you'll save time and hassle by having all your travel arrangements in one place. Try bundling flights and hotels with extras such as car rentals and tours for your own personalized North Side getaway.
Can I change or cancel my flight to North Side?
If you bought your flight to North Side within the last 24 hours, you can often cancel or change it for free. After that, additional costs may apply depending on the airline's rules and restrictions. For more information, head to our Customer Service Portal. Bear in mind that some flights are non-refundable, so you may be offered a credit for future flights in place of a direct refund. When searching on Expedia, select the "Changes included" or "No cancel fee" filters to compare fares with flexible change policies.
Flights to North Side information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Destination city name
Chicago
Roundtrip price
$67

Trending flights to North Side

Prices were available within the past 7 days and start at $43 for one-way flights and $68 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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