Are you planning a trip from Denver to Chicago? You’re in the right place. This popular route is traveled by many people every day, whether for business, family visits, or a fun vacation. One of the best ways to fly this route is with Southwest Airlines. Known for its low fares, friendly service, and free bags, Southwest is a favorite choice for travelers who want comfort and savings.
At Flight Fare Deals, we help you find the best deals on Southwest flights from Denver to Chicago. You can check flight times, compare prices, and book your ticket quickly and easily. If you want to save money and enjoy a smooth trip, this page will show you how.
Southwest Airlines is one of the most trusted names in air travel. If you are flying from Denver to Chicago, Southwest gives you many reasons to choose them.
1. Low Prices
Southwest is known for offering affordable fares. You don’t need to wait for a sale-great prices are available every day.
2. Two Free Checked Bags
Most airlines charge you to check bags, but Southwest lets you bring two checked bags for free. That means more savings and less stress.
3. No Change Fees
Plans change sometimes. If you need to change your flight, Southwest won’t charge you a fee. You just pay the difference in fare, if there is one.
4. Friendly Service
Southwest is known for having kind and helpful flight attendants. People often say they feel welcome and relaxed when flying Southwest.
5. Lots of Daily Flights
Southwest offers many nonstop flights from Denver to Chicago, especially between Denver International Airport (DEN) and Chicago Midway (MDW). This gives you more options to pick the best time for your trip.
Flying from Denver to Chicago is easy. Most travelers use Denver International Airport in Colorado and Chicago Midway Airport in Illinois. Southwest Airlines flies this route often, so you can choose a time that fits your plan.
Flight Time
The flight from Denver to Chicago usually takes about two hours and twenty minutes. That means you can leave in the morning and be in Chicago by lunch or travel back the same day if you need to.
Airports Used
Some travelers also look at flights into Chicago O'Hare Airport if they want more choices, but most Southwest trips go to Midway.
How Often Flights Run
Southwest offers many flights every day on this route. That means you have a good chance to find a time that works, whether you want to travel early or later in the day.
You can see current times and book your seat easily with Flight Fare Deals to lock in a good price and get a smooth trip.
Everyone wants to save money when booking flights. If you're flying from Denver to Chicago with Southwest, here are some simple tips to help you get the best deal.
1. Book Early
Prices are usually lower when you book a few weeks ahead. If you know your travel dates, try to book as early as you can. Waiting until the last minute often means higher prices.
2. Fly on Weekdays
Flights on Tuesdays, Wednesdays, or Saturdays are often cheaper than on Fridays or Sundays. These are good days to travel if you want to save money.
3. Use the Low Fare Calendar
Southwest offers a tool called the Low Fare Calendar. It lets you see the cheapest flight prices for each day of the month. This is very helpful if your travel dates are flexible.
4. Sign Up for Deal Alerts
At Flight Fare Deals, we share flight deals daily. Sign up for our alerts or check our site regularly to find updated prices and special offers.
5. Be Flexible with Time
Morning and late-night flights are often less expensive. If you can travel early or late in the day, you might find a better deal.
Flying with Southwest from Denver to Chicago is simple and comfortable. Whether this is your first time flying or you travel often, it helps to know what your flight will be like.
Flight Time and Experience
The flight takes about two to two and a half hours. Once you take off from Denver, you’ll fly east over several states before landing in Chicago. The ride is usually smooth, and Southwest pilots are known for keeping passengers informed along the way.
Seating and Boarding
Southwest uses an open seating system. That means you don’t get a seat number when you book. Instead, you pick your seat when you get on the plane. To get a better seat, check in online exactly 24 hours before your flight.
Snacks and Drinks
You’ll get a free snack and a soft drink on the flight. You can also buy Wi-Fi or watch free movies and shows on your own device. Just bring your phone, tablet, or laptop and connect to the plane's free entertainment.
Friendly Staff
Southwest flight attendants are often praised for being friendly and helpful. They do their best to make your trip easy and stress-free.
One of the best things about flying with Southwest Airlines is its simple and budget-friendly rules for bags and changes. Many travelers pick Southwest because they don’t like paying extra fees.
Free Checked Bags
Southwest lets you bring two checked bags for free. Most airlines charge for checked bags, so this can save you a lot of money, especially if you're traveling with family or bringing gifts.
You can also bring:
This means you can pack everything you need without worrying about extra charges.
Easy Changes and Cancellations
Plans can change. If you need to cancel or move your flight, Southwest makes it easy.
At Flight Fare Deals, we help make changes or cancellations simple if you booked your ticket through our site. Just contact our support team, and we’ll guide you.
Ready to fly from Denver to Chicago? Let Flight Fare Deals help you book the perfect flight with Southwest Airlines. Whether you're traveling for work, family, or fun, we make it easy to find the lowest fares, check flight times, and reserve your seat without stress.
At Flight Fare Deals, we work with over 100 top airlines, including Southwest, to bring you the best prices on flights. You can book one-way, round-trip, or even multi-city tickets with just a few clicks. Plus, there’s no booking fee, and you get a quick confirmation at no extra cost.
Don’t wait too long-Southwest flights from Denver to Chicago sell fast, especially during holidays and weekends. Start your booking now and enjoy a smooth, affordable trip with the airline travelers trust.
