When I first decided to visit Wilmington, North Carolina, I didn’t know what to expect. The charming southern town seemed so far away from my home in Chicago, but the more I researched, the more excited I became about the possibility of exploring this gem by the Cape Fear River. What stood out to me first, however, was how affordable the flights were. If you’re considering a trip to Wilmington from Chicago, I’m here to share some practical tips, flight recommendations, and booking insights to help you get the best deal.
Why Wilmington?
Before we dive into the specifics of flights, let me share why Wilmington should be on your radar. This picturesque city is often overlooked by mainstream tourists, but its historic charm, riverfront views, and vibrant arts scene are well worth the visit. Wilmington’s picturesque downtown is full of Southern charm, and its proximity to beautiful beaches like Wrightsville Beach makes it a great escape. Whether you’re a fan of history, architecture, or the coast, Wilmington has something for everyone.
Now, let’s get into how you can fly from Chicago to Wilmington without breaking the bank.
Flight Overview: Chicago to Wilmington
Flights from Chicago to Wilmington are relatively straightforward, with several airlines offering budget-friendly options. There are a few key routes to consider, all with their own perks and possible drawbacks. Most flights make at least one stopover, as Wilmington does not have a direct flight from Chicago, but with a little planning, you can easily find a cheap, quick connection.
Here are some of the best options I found during my trip planning process:
1. Southwest Airlines: Affordable and Reliable
Flight Name: Southwest Airlines Flight WN 2423
Departure: Chicago Midway International Airport (MDW)
Arrival: Wilmington International Airport (ILM)
Stop: One-stop layover in Atlanta (ATL)
Flight Duration: 4 hours, including layover
When I started looking for affordable flights from Chicago to Wilmington, Southwest Airlines stood out as one of the best budget-friendly options. Although the flight involves a layover in Atlanta, it’s still relatively quick and a great way to save money if you book in advance. Southwest has earned a reputation for being a reliable and customer-friendly airline, especially when it comes to flexibility with your travel plans.
Why I Recommend It:
Southwest Airlines is famous for its affordable ticket prices and excellent customer service. What sets it apart is the free checked baggage policy, a feature that most other budget carriers don’t offer. For travelers like me who prefer not to cram everything into a carry-on, this is a huge benefit. It’s one of the reasons I keep coming back to Southwest—there are no extra charges for checked bags, which can quickly add up on other airlines.
The flight attendants on Southwest are some of the most personable in the industry, bringing a unique fun atmosphere to your journey. They’re always quick with a joke and seem genuinely happy to be helping passengers, which makes a big difference in creating a positive travel experience.
What Travelers Are Saying:
Southwest is consistently praised for its on-time performance, and its no-change fee policy is a huge hit. Many passengers appreciate the flexibility to alter their travel plans without incurring hefty fees, which is something rare with other airlines. While the layover in Atlanta adds a bit of time to the trip, the ease of booking and affordability outweighs any inconvenience for most travelers. The legroom and overall comfort in Southwest’s cabins also come highly recommended by frequent flyers.

Cost:
Expect to pay anywhere from $80 to $130 for a one-way ticket, depending on the season and how early you book. Southwest is often cheaper than other airlines, especially if you can take advantage of flash sales and promotions.
Booking Tip:
For the best deals, I recommend booking directly through Southwest’s official website. The fares on third-party platforms like Expedia and Kayak are sometimes slightly higher due to added service fees. Booking directly with the airline can also help you avoid any issues with changes or cancellations.
2. American Airlines: Comfort with a Touch of Luxury
Flight Name: American Airlines Flight AA 5467
Departure: O’Hare International Airport (ORD)
Arrival: Wilmington International Airport (ILM)
Stop: One-stop layover in Charlotte (CLT)
Flight Duration: 4 hours 15 minutes, including layover
American Airlines provides a slightly more premium experience with its one-stop flight via Charlotte. The flight is a bit longer, but American Airlines is known for its comfortable seating and attentive service, which makes the journey more enjoyable.
Why I Recommend It:
For those who value comfort, American Airlines provides a solid experience. The seating in economy is slightly more spacious compared to some budget carriers, and their in-flight entertainment system is excellent, offering movies, music, and television shows. Plus, with American’s larger aircraft, you’ll get more amenities on board, such as complimentary beverages and snacks.
What Travelers Are Saying:
Travelers often remark on American Airlines’ professionalism and quality of service, especially on longer flights. The one-stop flight with a layover in Charlotte is praised for its smooth transitions and relatively quick turnaround. However, passengers often mention that American Airlines’ fares can be a bit higher compared to low-cost carriers, but for the extra comfort, it’s worth it.
Cost:
A one-way ticket typically ranges from $150 to $250, depending on your booking time and seat selection. If you book well in advance, you can find discounts closer to $100.
Booking Tip:
You can easily book through American Airlines’ official website or use Skyscanner to compare prices. Make sure to check for any promotional deals and always book as early as possible to get the best price.
3. Delta Airlines: Another Excellent Option for Comfort
Flight Name: Delta Airlines Flight DL 2123
Departure: O’Hare International Airport (ORD)
Arrival: Wilmington International Airport (ILM)
Stop: One-stop layover in Atlanta (ATL)
Flight Duration: 4 hours, including layover
Delta Airlines is a popular choice for Chicago to Wilmington, especially for those who want a balance between comfort and affordability. With its one-stop service through Atlanta, Delta offers a quick and efficient route, and its reputation for quality service makes it a standout choice.
Why I Recommend It:
Delta’s service is top-notch, with comfortable seats, free in-flight entertainment, and a great selection of snacks and drinks. For those looking to stretch their legs, Delta also offers more space in their economy cabin compared to many budget carriers. Another feature I appreciate is their frequent flyer program, which can help you earn miles for future travel.
What Travelers Are Saying:
Delta frequently receives praise for its friendly flight attendants and smooth flight experiences. Passengers love the in-flight entertainment and the cleanliness of the aircraft. However, the pricing is slightly higher than some other options, but for many, the extra comfort and service justify the cost.
Cost:
Tickets with Delta Airlines range from $140 to $250 for a one-way flight, depending on the time of booking. Booking a few weeks in advance will typically yield fares in the $120-$150 range.
Booking Tip:
For Delta, I recommend checking prices on Delta’s website and using Google Flights for easy comparisons. Sometimes, you can score better deals when booking through Delta’s own site, as they tend to have promotions for direct booking.

Booking Tips for Cheap Flights from Chicago to Wilmington
While it’s great to know your options, the next question is always how to find the best deal. I’ve learned a few tricks over the years when booking flights:
- Book in Advance: Flights from Chicago to Wilmington can fluctuate in price, but booking your ticket 2-3 weeks in advance will often yield the best savings.
- Use Flight Comparison Websites: Websites like Skyscanner, Kayak, and Google Flights are excellent tools for comparing flights across multiple airlines. You can easily see which airline offers the best deal for your travel dates.
- Be Flexible with Your Dates: If you have a little flexibility, try adjusting your travel dates to see if you can save money. Flights tend to be cheaper on weekdays, especially Tuesday and Wednesday.
- Set Fare Alerts: Use services like Skyscanner and Google Flights to set price alerts for your chosen route. These alerts will notify you when prices drop, allowing you to book at the perfect time.
- Consider Connecting Flights: Nonstop flights are more convenient, but sometimes a one-stop flight can be significantly cheaper. If you don’t mind a layover, consider this option to save money.
Where to Book Your Flights
For those ready to book, I recommend using these platforms for the best deals and ease of booking:
- Expedia – A comprehensive travel platform where you can book flights, hotels, and car rentals all in one place.
- Kayak – Great for comparing prices across multiple airlines and booking with the best option available.
- Google Flights – A powerful flight search tool that allows you to track fares, find flexible dates, and set up alerts for price drops.
By booking early and comparing prices across these platforms, you can find the best deal for your flight from Chicago to Wilmington.
By following these tips, you’ll be well on your way to booking an affordable flight from Chicago to Wilmington. Whether you choose Southwest for its low fares and free luggage, American Airlines for its extra comfort, or Delta for its smooth service, there’s a great flight waiting for you. The key is to plan ahead and be flexible with your dates.
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