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$112+ 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 10/31. Fares are subject to change and may not be available on all flights or dates of travel.
ILM — MDW
Oct 25 — Nov 11
Sat 10/25
Sat 11/1
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 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$234
(Kiwi.com)

One-way from

$112
(Kiwi.com)

Popular in

April

Cheapest in

December

Average price

$296
Provider with most accurate pricing for Wilmington New Hanover County-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Wilmington New Hanover County-Chicago Midway flights.
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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 25, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/23. 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.
Sun 11/92:10 pmILM - MDW
1 stop11h 20mMultiple Airlines
Thu 11/133:40 pmMDW - ILM
2 stops19h 40mMultiple Airlines
Deal found 9/23$234
This Delta deal was found by Cheapflights users on 9/24. 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 10/245:55 pmILM - MDW
1 stop5h 19mDelta
Sun 10/266:00 amMDW - ILM
1 stop6h 36mDelta
Deal found 9/24$249
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 10/311:00 pmILM - MDW
1 stop22h 26mMultiple Airlines
Sun 11/210:12 amMDW - ILM
1 stop8h 13mMultiple Airlines
Deal found 9/23$251
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 11/71:00 pmILM - MDW
1 stop10h 20mMultiple Airlines
Sun 11/910:12 amMDW - ILM
1 stop8h 13mMultiple Airlines
Deal found 9/23$265
This Kiwi.com deal was found by Cheapflights users on 9/24. 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 10/31:00 pmILM - MDW
1 stop22h 21mMultiple Airlines
Sun 10/510:13 amMDW - ILM
1 stop25h 07mMultiple Airlines
Deal found 9/24$282
This Delta deal was found by Cheapflights users on 9/24. 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 12/1110:23 amILM - MDW
1 stop7h 13mDelta
Sun 12/146:00 amMDW - ILM
1 stop6h 36mDelta
Deal found 9/24$289
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 10/24:46 pmILM - MDW
1 stop17h 07mMultiple Airlines
Sat 10/46:15 amMDW - ILM
2 stops25h 25mMultiple Airlines
Deal found 9/23$301
This Delta deal was found by Cheapflights users on 9/23. 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.
Sun 11/96:07 pmILM - MDW
1 stop6h 33mDelta
Mon 11/106:00 amMDW - ILM
1 stop6h 38mDelta
Deal found 9/23$307
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 10/162:10 pmILM - MDW
2 stops10h 36mMultiple Airlines
Sun 10/1912:09 pmMDW - ILM
1 stop23h 11mMultiple Airlines
Deal found 9/23$315
This Delta deal was found by Cheapflights users on 9/24. 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 10/175:55 pmILM - MDW
1 stop5h 19mDelta
Mon 10/205:04 pmMDW - ILM
1 stop4h 35mDelta
Deal found 9/24$318

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 25, 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

Sun 11/9

2:10 pm-12:30 am

1 stop11h 20m

Chicago Midway

Thu 11/13

3:40 pm-12:20 pm

2 stops19h 40m

$234

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Sat 3/7

4:30 pm-9:46 pm

1 stop6h 16m

Chicago Midway

Wed 3/11

6:00 am-1:34 pm

1 stop6h 34m

$249

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Fri 10/24

5:55 pm-10:14 pm

1 stop5h 19m

Chicago Midway

Sun 10/26

6:00 am-1:36 pm

1 stop6h 36m

$249

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Thu 12/11

10:23 am-4:36 pm

1 stop7h 13m

Chicago Midway

Sun 12/14

6:00 am-1:36 pm

1 stop6h 36m

$289

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Sun 11/9

6:07 pm-11:40 pm

1 stop6h 33m

Chicago Midway

Mon 11/10

6:00 am-1:38 pm

1 stop6h 38m

$307

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Fri 10/17

5:55 pm-10:14 pm

1 stop5h 19m

Chicago Midway

Mon 10/20

5:04 pm-10:39 pm

1 stop4h 35m

$318

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Sun 11/9

6:07 pm-11:40 pm

1 stop6h 33m

Chicago Midway

Thu 11/13

6:00 am-1:38 pm

1 stop6h 38m

$347

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Sun 10/19

2:10 pm-4:09 pm

1 stop26h 59m

$116

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Mon 11/10

6:07 pm-11:40 pm

1 stop6h 33m

$154

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Fri 10/31

1:00 pm-12:37 pm

2 stops24h 37m

$170

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/24

Showing 1-10 of 12 results
1
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Compare providers for flights from Wilmington to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Wilmington to Midway in September.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Wilmington-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Wilmington-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Wilmington-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Wilmington-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Wilmington-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 6h 16m. 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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