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$25 Cheap Flights to Montgomery, IL

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Popular airlines to Montgomery

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How much is the cheapest flight to Montgomery?

Prices were available within the past 7 days and start at $25 for one-way flights and $70 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Southwest Airlines
American Airlines
Delta
United

Alternative airports near Montgomery

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

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

From $91 - $117 per traveler.

What you need to know for your flight to Montgomery

Flights to Montgomery at a glance

Traveling to Montgomery is a breeze—simply select from a variety of full-service or budget airlines. Compare flight durations and find the option that aligns with your budget and schedule, so you can fully enjoy the city's renowned attractions and neighborhoods.

  • Major airport near Montgomery: O'Hare International Airport (ORD)
  • Flights per week: 8,150+ flights arriving at Montgomery airport
  • Number of airlines that fly to Montgomery: around 75+ carriers

Popular airport near Montgomery

Montgomery is a vibrant city ideal for outdoor adventures, family fun, and romantic getaways. Travelers flock to Montgomery for business, family visits, city exploration, entertainment, and cultural experiences. The city is conveniently accessible via a major airport.

  • O'Hare International Airport (ORD): Situated in Cook County, Illinois, approximately 28 miles from Montgomery, this airport operates a mix of domestic and international flights, connecting travelers to over 285 domestic cities and 315+ global destinations. Passengers have the option to enhance their travel experience by upgrading to first class, premium economy, or business class seating, depending on the airline and route. Major carriers that service O'Hare include American Airlines, United, and Frontier Airlines.

Top routes to Montgomery

  • New York (JFK/LGA) to Montgomery (ORD), with one-way flight options from around $45
  • Los Angeles (LAX) to Montgomery (ORD), with one-way tickets available from around $80
  • Boston (BOS) to Montgomery (ORD), with one-way tickets available from around $60
  • Orlando (MCO) to Montgomery (ORD), with one-way flights starting at around $50
  • Las Vegas (LAS) to Montgomery (ORD), with one-way flight options from around $60

Cheapest routes to Montgomery

  • Burlington (BRL/BTV) to Montgomery (ORD), with affordable one-way prices from around $40
  • New York (JFK/LGA) to Montgomery (ORD), with low-cost one-way tickets from around $45
  • Atlanta (ATL) to Montgomery (ORD), with low one-way fares from around $45
  • Fort Lauderdale (FLL) to Montgomery (ORD), with low one-way fares from around $45
  • Nashville (BNA) to Montgomery (ORD), with low one-way fares from around $45

*Flight times and fares vary by season and availability and are based on one-way routes

Top airlines with flights to Montgomery

  • American Airlines: Offers flights to O'Hare International Airport (ORD), representing about 36% of arrivals to Montgomery. The typical one-way fare hovers around $390, with premium cabin services available in premium economy, business, and first class, depending on the route.
  • United: Operates flights to O'Hare International Airport (ORD), accounting for approximately 35% of arrivals to Montgomery. The average one-way ticket costs around $380, and passengers may choose from premium economy, business, and first class options, based on the route.
  • Delta: Provides service to O'Hare International Airport (ORD), contributing nearly 8% of arrivals to Montgomery. The average fare for a one-way ticket is roughly $360, with premium cabin selections that can include premium economy, business, and first class, varied by the route.
  • Frontier Airlines: Flies to O'Hare International Airport (ORD), making up about 3% of arrivals to Montgomery. The average cost for a one-way flight is around $160, presenting a budget-friendly option for travelers.
  • Southwest Airlines: Serves O'Hare International Airport (ORD), accounting for roughly 2% of arrivals to Montgomery. One-way fares typically average about $230, offering a reasonable choice for those looking to fly.

Best time to fly to Montgomery

The most popular months for travelers to fly to Montgomery are January, March, and April, when peak temperatures in Montgomery can reach up to 48.7°F in April. If you prefer quieter travel, consider September, the least busy time to visit with temperatures around 65.7°F and typically the lowest average one-way fare (around $205), roughly 10% cheaper than the yearly average. Looking for additional cheaper months to fly? October, November, and May offer average one-way fares roughly ranging from $206 to $218, making them good options for flexible travelers.

calendar iconMonthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinesscrowd level iconDemandprice iconAverage one-way Fare
January23.4°F (-4.8°C)Light RainMostly CloudyModerately High$281
February25.7°F (-3.5°C)Light RainMostly CloudyAverage$221
March38.7°F (3.7°C)Light RainMostly CloudyModerately High$245
April48.7°F (9.3°C)Light RainMostly SunnyModerately High$236
May60.8°F (16.0°C)Light RainMostly SunnyAverage$218
June70.0°F (21.1°C)Light RainMostly SunnyAverage$231
July73.4°F (23.0°C)Light RainMostly SunnyAverage$228
August72.0°F (22.2°C)Light RainMostly SunnyAverage$221
September65.7°F (18.7°C)Light RainMostly SunnyModerately Low$205
October53.4°F (11.9°C)Light RainMostly SunnyAverage$206
November40.5°F (4.7°C)Light RainMostly SunnyModerately Low$217
December30.9°F (-0.6°C)Light RainMostly CloudyModerately Low$222

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

How to save money on a flight to Montgomery

Getting some of the best deals on flights to Montgomery is all about timing and flexibility. Here are some key tips to help you save:

  1. Compare flight options—use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  2. Set up price alerts—as an Expedia member you can use Price Tracking to receive notifications when flight prices change.
  3. Bundle and save—book a flight and unlock a hotel deal on Expedia.*
  4. Think about luggage-nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your baggage allowance before confirming your booking to avoid excess baggage fees at the airport.
  5. Earn miles—you can earn airline miles when you book your Montgomery flight with Expedia. Just select your frequent flyer program and enter your program number when confirming your booking.

*For members. Select hotels.

Arriving in Montgomery

Montgomery welcomes travelers through its range of transport options based on price, convenience, and proximity. Here's how to reach Montgomery efficiently:

  • Public transportation: From O'Hare International Airport, O'Hare Station, a metro station, is located about 0.1 miles from the airport, easily reachable on foot, while Rosemont Station, a train station, is situated about 2.2 miles away by car.
  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Montgomery, with private rides that can be arranged in advance.
  • Car rental: Renting a car in Montgomery is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Montgomery on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.

Where to stay around Montgomery

  • Aurora: Located 2 miles away from Montgomery, Aurora is a vibrant city offering a mix of family-friendly attractions and cultural experiences. Visitors can explore the historic Aurora University, delve into local history at the Aurora Regional Fire Museum, or enjoy a scenic stroll along the Riverwalk, ideal for outdoor enthusiasts and romantic outings alike. With shopping centers and educational venues nearby, Aurora is a great destination for those seeking both leisure and learning.
  • Naperville: Naperville is located 10 miles away from Montgomery and is known for its charming blend of urban and outdoor experiences. Families can enjoy the picturesque Riverwalk, a beautiful esplanade perfect for leisurely walks and picnics. Nearby, Riverwalk Park offers ample space for outdoor activities, while the College of Dupage adds an educational touch to the city. With shopping malls and vibrant community events, Naperville makes for an engaging day trip.
  • Yorkville: Located 8 miles drive away from Montgomery, Yorkville is an inviting city that appeals to adventure seekers and families alike. With attractions like a waterpark and access to a national state park, it's a great spot for outdoor activities. Visitors can appreciate the architectural significance of the Farnsworth House or explore local history at the Aurora Regional Fire Museum. Yorkville’s combination of natural beauty and family-friendly options makes it a delightful destination for travelers.

Tips for short-haul flights to Montgomery

For quick getaways, efficiency is key. Here is how to make your short-haul journey smoother:

  • Pack light and skip checked bags—with budget airlines, traveling with just a carry-on is often more economical. Maximize space by using mini toiletries, wearing your bulkiest clothing, and planning your outfits thoughtfully. This strategy also allows you to bypass the wait at baggage claim upon arrival.
  • Bring your own entertainment—many short-haul flights might not provide in-flight entertainment. To stay engaged, download your favorite TV shows, movies, music, or podcasts beforehand, and consider bringing a book as well. Remember to fully charge your devices prior to boarding.
  • Arrive at the airport in plenty of time—even for short or domestic flights, it's advisable to arrive at least 1.5 to 2 hours before your departure, taking into account traffic and security lines.
  • Bring your own snacks and water—pack some snacks and a refillable water bottle to keep hydrated and save money while at the airport.

Tips for long-haul flights to Montgomery

Flying long-haul sometimes requires extra planning to ensure a comfortable journey:

  • Select your seat in advance—for longer flights, choosing your seat ahead of time is essential for comfort. Full-service airlines often allow free seat selection once online check-in begins, which is typically 24–48 hours prior to your flight. Some airlines provide the option to select seats even earlier.
  • Arrive at the airport in plenty of time—aim to reach the airport at least 3 hours before your departure for international flights to accommodate check-in, security, and immigration procedures.
  • Relax at the airport—if you have some spare time, take a moment to explore the shops, grab a coffee, or unwind at the gate or in a departure lounge if you have access. Most airports offer free Wi-Fi that is easily accessible.
  • Adjust to the new time zone mid-flight—begin syncing your internal clock by setting your watch and modifying your sleep schedule to align with your destination's time zone. Try to either sleep or stay awake during the flight according to the local time at your arrival location to help mitigate jet lag.

*Flight schedules are subject to change.

*Available to One Key members.

Book with confidence

Tips to find the cheapest flights to Montgomery

The cheapest day to fly

Get started finding a cheap flight to Montgomery 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

January is the cheapest month to fly to Montgomery. 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 Montgomery. 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 Montgomery, 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 Montgomery

The lowest price for round-trip flights to Montgomery in 2026 starts from from $70, while one-way tickets start from from $25. 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 Montgomery. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Montgomery

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

The most affordable airports to fly into

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

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 Montgomery.

Stopover savings

The cheapest tickets to Montgomery are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Montgomery. 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 Montgomery 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 Montgomery. Simply download the free Expedia app to your smart device and activate Montgomery 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 Montgomery. 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.

Tips to find the cheapest flights to Montgomery

Travel information

Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Roundtrip price
$70

Trending flights to Montgomery

Prices were available within the past 7 days and start at $25 for one-way flights and $70 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines

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