$154 Cheap Flights from Wilmington (ILM) to Chicago (MDW)

View $154 flight on Wed, Feb 18, 2026Opens in a new window

Popular airlines from Wilmington Intl. Airport (ILM) to Chicago Midway Airport (MDW)

Cheap Flights from Wilmington to Chicago (ILM-MDW)

Prices were available within the past 7 days and start at $154 for one-way flights and $249 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Fri, Dec 5 - Sun, Dec 7
ILM
Wilmington
MDW
Chicago
$249 Roundtrip, found 13 hours ago
$249
Roundtrip
found 13 hours ago
Select Delta flight, departing Fri, Dec 5 from Wilmington to Chicago, returning Sun, Dec 7, priced at $249 found 13 hours ago
Delta
Tue, Nov 18 - Mon, Nov 24
ILM
Wilmington
MDW
Chicago
$259 Roundtrip, found 4 days ago
$259
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Nov 18 from Wilmington to Chicago, returning Mon, Nov 24, priced at $259 found 4 days ago
Delta
Sun, Nov 16 - Sun, Nov 23
ILM
Wilmington
MDW
Chicago
$269 Roundtrip, found 1 day ago
$269
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Nov 16 from Wilmington to Chicago, returning Sun, Nov 23, priced at $269 found 1 day ago
Delta
Wed, Dec 17 - Sat, Jan 3
ILM
Wilmington
MDW
Chicago
$279 Roundtrip, found 1 day ago
$279
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Dec 17 from Wilmington to Chicago, returning Sat, Jan 3, priced at $279 found 1 day ago
Delta
Tue, Dec 30 - Mon, Jan 5
ILM
Wilmington
MDW
Chicago
$287 Roundtrip, found 4 days ago
$287
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Dec 30 from Wilmington to Chicago, returning Mon, Jan 5, priced at $287 found 4 days ago
Delta
Thu, Nov 13 - Mon, Nov 17
ILM
Wilmington
MDW
Chicago
$289 Roundtrip, found 2 days ago
$289
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Nov 13 from Wilmington to Chicago, returning Mon, Nov 17, priced at $289 found 2 days ago
Delta
Sat, Nov 8 - Sun, Nov 23
ILM
Wilmington
MDW
Chicago
$304 Roundtrip, found 14 hours ago
$304
Roundtrip
found 14 hours ago
Select Delta flight, departing Sat, Nov 8 from Wilmington to Chicago, returning Sun, Nov 23, priced at $304 found 14 hours ago
Delta
Mon, Dec 15 - Fri, Dec 19
ILM
Wilmington
MDW
Chicago
$307 Roundtrip, found 2 days ago
$307
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Dec 15 from Wilmington to Chicago, returning Fri, Dec 19, priced at $307 found 2 days ago
Delta
Tue, Dec 30 - Sat, Jan 3
ILM
Wilmington
MDW
Chicago
$307 Roundtrip, found 4 days ago
$307
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Dec 30 from Wilmington to Chicago, returning Sat, Jan 3, priced at $307 found 4 days ago
Delta
Wed, Dec 31 - Mon, Jan 19
ILM
Wilmington
MDW
Chicago
$312 Roundtrip, found 2 days ago
$312
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Dec 31 from Wilmington to Chicago, returning Mon, Jan 19, priced at $312 found 2 days ago

Alternative airports near Chicago

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

Select flight to O'Hare Intl. ORD. Average driving time to city center is 23 minutes. Flights from $403
ORD
O'Hare Intl.
Average driving time to city center23 min
Flights from $403

Frequently asked questions

How much does a flight from Wilmington Intl. Airport (ILM) to Midway Intl. Airport (MDW) cost?
Secure a cheap one-way flight from $154 or cheap return flight from $249 from Wilmington Intl. Airport (ILM) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Wilmington Intl. Airport (ILM) to Midway Intl. Airport (MDW)?
The cheapest month to fly from ILM to MDW is December, when demand is low. Off-peak season is typically when you'll find lower airfares between these airports.
What is the cheapest airline that flies from Wilmington Intl. Airport (ILM) to Midway Intl. Airport (MDW)?
Use the filter tool on Expedia to compare different airlines and find the most affordable carrier that'll take you from ILM to MDW. Then, sort your results by "Price (lowest to highest)" to snag a good deal.
How many flights per day from Wilmington Intl. Airport (ILM) to Midway Intl. Airport (MDW)?
There aren't any daily direct flights available from Wilmington Intl. Airport (ILM) to Midway Intl. Airport (MDW). But you can opt for flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be cruising above the clouds in no time.
What day of the week has the most flights from ILM to MDW?
Usually you'll find the largest variety of flight choices on a Friday. Tuesdays are often the quietest.* However, this can change depending on the time of year, carrier and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Wilmington Intl. Airport (ILM) to Midway Intl. Airport (MDW)?
Select a flight from Wilmington Intl. Airport (ILM) to Midway Intl. Airport (MDW) that leaves before 3 PM to reduce the risk of cancellations and delays. Departures after this time have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Wilmington Intl. Airport (ILM) to Midway Intl. Airport (MDW) last-minute?
Holding off until just before your trip to book a ticket from ILM to MDW generally means paying more. While it's possible to find some last-minute discounts, there's no guarantee. Keep your travel schedule open for a better chance of snagging a bargain.
Is it cheaper to book an ILM to MDW flight and hotel package?
You can save money by booking an ILM to MDW flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage everything in one place. Once you've selected your ideal accommodations and flights, you can add extras like activities, tours and car rentals.
Can I cancel or change the date of my flight from Wilmington Intl. Airport (ILM) to Midway Intl. Airport (MDW)?
In most cases, you can reschedule or cancel your ILM to MDW flight. However, additional charges may apply, especially if you booked more than 24 hours ago. Double-check your itinerary for the airline's fees and rules on flight changes, or if you'd like more information, go to our Customer Service portal.

Travel information

Origin airport
Wilmington Intl.
Destination airport
Midway Intl.
Airlines serving
Delta
Roundtrip price
$248
Distance
744 mi

Book with confidence

Wilmington to Chicago Flights

The cheapest times to fly from Wilmington to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Wilmington to Chicago are during the month of December. You can find some of the cheapest flights from Wilmington to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Wilmington to Chicago

Sunday is one of the best days to book for cheap flights from Wilmington to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Wilmington to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Wilmington to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $154 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Wilmington to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Wilmington to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

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

 

Wilmington to Chicago Flights

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*Available to One Key members.