$49 Cheap Flights to Glenwood, IL

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How much is the cheapest flight to Glenwood?

Prices were available within the past 7 days and start at $49 for one-way flights and $84 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Frontier Airlines
Delta
Southwest Airlines
Frontier Airlines

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

June is typically the cheapest month to fly

From $77 - $248 per traveler.

Graph displaying average flight prices per month

Alternative airports near Glenwood

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

Tips to find the cheapest flights to Glenwood

The cheapest day to fly

Get started finding a cheap flight to Glenwood 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 Glenwood. 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 Glenwood. 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 Glenwood, 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 Glenwood

The lowest price for round-trip flights to Glenwood in 2025 starts from from $84, while one-way tickets start from from $49. 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 Glenwood. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Glenwood

Delta, Southwest Airlines, Frontier Airlines are just some of the airlines that can typically offer cheap tickets to Glenwood. 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 Glenwood and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Glenwood, 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 Glenwood. 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 Glenwood 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 Glenwood

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 Glenwood.

Stopover savings

The cheapest tickets to Glenwood are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Glenwood. 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 Glenwood 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 Glenwood. Simply download the free Expedia app to your smart device and activate Glenwood 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 Glenwood. 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 Glenwood?
Flights to Glenwood are generally the least expensive in November *. You may be able to land a good deal for fares in this month if you keep an eye out. *Cheapest month to fly is based on the month with the cheapest flight found on Expedia.com in the next 330 days.
Which US cities have the cheapest flights to Glenwood?
Score cheap flights to Glenwood from New York, Washington and Dallas. These cities typically offer the lowest fares to this exciting destination. But remember that demand, seasonality and stopovers will also have an impact on rates, so stay flexible and book when you see a bargain.
Which US cities fly direct to Glenwood?
You can fly to Glenwood without any stops from 150 US destinations. To find a nonstop route, use the "Direct flights only" filter when looking for flights to Glenwood on Expedia. Then, explore your options and find the best departure from one of these cities:

  • New York
  • Washington
  • Dallas
  • Boston
  • Phoenix

How to find a cheap flight to Glenwood?
Traveling in the low season and booking ahead of time are two easy ways to get cheap flights to Glenwood. Or, consider departing on a Thursday, which, on average, is 16% cheaper than leaving on a Sunday.* Want to be the first to know when fares drop? Just set up price tracking on the Expedia app for real-time updates.*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 Glenwood?
You can find awesome deals on last-minute flights to Glenwood, especially if your travel arrangements are flexible. Consider your options for departing from a different airport, changing your dates or picking an alternative airline to get a cheap flight to Glenwood.
How far in advance should I book a flight to Glenwood?
Lock in your flight to Glenwood two to four months ahead if you're jetting in from an international destination. For domestic travel, the usual timeframe is 28 days in advance. Better deals and a wider variety of travel dates, schedules and seating options are just some of the advantages of booking 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 Glenwood?
Sundays are generally the best day to book a cheap flight to Glenwood, with savings of about 8% on average compared to a Friday. If you purchase tickets on a Friday, expect to pay a higher price as this is often the most expensive day.**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 Glenwood?
You'll find two popular airlines that travel to Glenwood. Pack your bags and jet off with either of these:

  • United Airlines - 13,395 flights to Glenwood each month, including 13,391 flights to O'Hare Intl. Airport (ORD) per month.
  • American Airlines - 10,417 flights to Glenwood each month, including 10,417 flights to O'Hare Intl. Airport (ORD) per month.

Where do you fly into Glenwood?
If you're flying to Glenwood, the main airport to land at is Midway Intl. Airport (MDW). You can also head for nearby hubs like Lewis University Airport (LOT), O'Hare Intl. Airport (ORD) or Gary, IN (GYY-Gary - Chicago Intl.). Another great option worth keeping in mind when you fly to Glenwood is Joliet Park District Airport (JOT).
Can I save money by booking a Glenwood trip package?
Book a Glenwood flight and hotel package deal on Expedia, and you can make significant savings. It's a breeze to bundle your accommodations and flights, and you can add car rentals and activities to create your own customized Glenwood trip. Plus, there's nothing like the convenience of booking everything in the same place.
Can I change or cancel my flight to Glenwood?
You can often cancel or change your flight to Glenwood within 24 hours of booking. However, be mindful that some flights are non-refundable. In those cases, you may be issued a credit toward a future trip in place of a direct refund. Remember to check the airline's terms of service in your itinerary for specific details. Use Expedia's "Changes included" or "No cancel fee" filters during your search to find cheap flights to Glenwood with flexible change policies. To learn more, browse our Customer Service Portal.
Flights to Glenwood information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Destination city name
Chicago
Roundtrip price
$84

Trending flights to Glenwood

Prices were available within the past 7 days and start at $49 for one-way flights and $84 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines

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*Available to One Key members.