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$100+ Cheap flights from Wilmington (ILM) to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
ILM — MDW
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Wilmington to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Wilmington (ILM) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 17, 2025.

Round-trip from

$249
(Delta)

One-way from

$100
(Kiwi.com)

Popular in

April

Cheapest in

December

Average price

$296
From Wilmington New Hanover County to Chicago Midway
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One-way flight from Wilmington New Hanover County to Chicago Midway
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Highest demand for flights based on searches. 18% potential increase in price ($71 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Wilmington to Midway

Cheapest flights from Wilmington to Midway
Explore the most affordable flight options available from Wilmington to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:00 amILM - MDW
1 stop4h 51mDelta
Wed 11/196:00 amMDW - ILM
1 stop6h 38mDelta
Deal found 9/15$249
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/235:55 pmILM - MDW
1 stop5h 19mDelta
Sun 10/266:00 amMDW - ILM
1 stop6h 36mDelta
Deal found 9/16$259
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/305:36 pmILM - MDW
1 stop5h 00mDelta
Sat 10/44:25 pmMDW - ILM
1 stop5h 21mDelta
Deal found 9/15$269
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:00 amILM - MDW
1 stop4h 52mDelta
Tue 11/1810:47 amMDW - ILM
1 stop5h 29mDelta
Deal found 9/15$278
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/141:00 pmILM - MDW
1 stop10h 10mMultiple Airlines
Wed 11/192:06 pmMDW - ILM
2 stops25h 00mMultiple Airlines
Deal found 9/15$280
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/232:10 pmILM - MDW
2 stops10h 36mMultiple Airlines
Sun 10/2611:57 amMDW - ILM
1 stop6h 28mMultiple Airlines
Deal found 9/16$306
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/101:00 pmILM - MDW
1 stop27h 11mMultiple Airlines
Fri 10/175:28 pmMDW - ILM
2 stops44h 27mMultiple Airlines
Deal found 9/16$307
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:01 pmILM - MDW
1 stop6h 31mDelta
Sat 11/159:41 amMDW - ILM
2 stops11h 53mDelta
Deal found 9/15$317
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/141:00 pmILM - MDW
2 stops10h 08mMultiple Airlines
Sun 11/1610:12 amMDW - ILM
1 stop9h 24mMultiple Airlines
Deal found 9/15$320
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/134:46 pmILM - MDW
2 stops19h 44mMultiple Airlines
Sun 11/1610:12 amMDW - ILM
1 stop9h 24mMultiple Airlines
Deal found 9/15$321
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/141:00 pmILM - MDW
1 stop10h 10mMultiple Airlines
Fri 11/217:36 pmMDW - ILM
2 stops36h 04mMultiple Airlines
Deal found 9/15$323

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wilmington to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 17, 2025.
Use the filters below to find and compare flights from Wilmington to Chicago Midway Airport that are best for you.

Fly from

Wilmington

Fly to

Midway

Route

Depart

Return

Price

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Fri 11/14

6:00 am-9:51 am

1 stop4h 51m

Chicago Midway

Sun 11/16

6:00 am-1:38 pm

1 stop6h 38m

$249

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Fri 11/14

6:00 am-9:51 am

1 stop4h 51m

Chicago Midway

Wed 11/19

6:00 am-1:38 pm

1 stop6h 38m

$249

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Fri 11/14

6:00 am-9:51 am

1 stop4h 51m

Chicago Midway

Thu 11/20

6:00 am-1:38 pm

1 stop6h 38m

$249

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Fri 11/14

6:00 am-9:52 am

1 stop4h 52m

Chicago Midway

Sun 11/23

5:34 pm-11:17 pm

1 stop4h 43m

$249

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Thu 10/23

5:55 pm-10:14 pm

1 stop5h 19m

Chicago Midway

Sun 10/26

6:00 am-1:36 pm

1 stop6h 36m

$259

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Fri 10/3

5:45 pm-9:36 pm

1 stop4h 51m

Chicago Midway

Sat 10/4

4:25 pm-10:46 pm

1 stop5h 21m

$269

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Sat 11/15

10:23 am-3:43 pm

1 stop6h 20m

Chicago Midway

Sun 11/23

5:34 pm-11:17 pm

1 stop4h 43m

$278

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Fri 11/14

6:00 am-9:51 am

1 stop4h 51m

Chicago Midway

Sat 11/15

4:28 pm-10:34 pm

1 stop5h 06m

$278

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Thu 11/13

6:00 am-11:52 am

1 stop6h 52m

Chicago Midway

Thu 11/20

6:00 am-1:38 pm

1 stop6h 38m

$278

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Thu 11/13

6:00 am-11:52 am

1 stop6h 52m

Chicago Midway

Sat 11/15

4:28 pm-10:34 pm

1 stop5h 06m

$278

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 22 results
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Best time to book a flight from Wilmington to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Wilmington with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

Find useful and relevant information for your journey from Wilmington to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Wilmington to Chicago Midway?

    Most people fly from Wilmington New Hanover County (ILM) if they book a flight from Wilmington to Chicago Midway. On average, New Hanover County has 0 outbound flights to Chicago Midway per day from 0 airlines. Wilmington New Hanover County is conveniently located just 4.3 mi from Wilmington’s city center.

  • How long is the flight from Wilmington to Chicago Midway Airport?

    A quick flight from Wilmington to Chicago Midway Airport can take about 4h 51m. Delta provides one of the quickest options available for as low as $249. There are 745 mi between Wilmington and Chicago Midway Airport.

  • Can I find deals for flights from Wilmington to Midway that include hotel bookings?

    Yes. In addition to deals on Wilmington to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Wilmington to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Wilmington to Midway.

  • Can I find deals for business class flights from Wilmington to Midway?

    Yes. Cheapflights offers flight deals from Wilmington to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Wilmington to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Wilmington to Chicago Midway Airport (average of $160). Flying from Wilmington to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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