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$150+ 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 11/24. Fares are subject to change and may not be available on all flights or dates of travel.
ILM — MDW
Dec 7 — Dec 141
Sun 12/7
Sun 12/14
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 November 7, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$249
(Delta)

One-way from

$150
(Kiwi.com)

Popular in

April

Cheapest in

January

Average price

$443
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. 15% potential increase in price ($59 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 7, 2025.

This Delta deal was found by Cheapflights users on 11/5. 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 12/46:02 pmILM - MDW
1 stop6h 45mDelta
Sun 12/76:00 amMDW - ILM
1 stop6h 32mDelta
Deal found 11/5$249
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 12/114:42 pmILM - MDW
1 stop6h 16mMultiple Airlines
Sun 12/146:37 pmMDW - ILM
1 stop16h 43mMultiple Airlines
Deal found 11/6$255
This Delta deal was found by Cheapflights users on 11/5. 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 11/216:07 pmILM - MDW
1 stop6h 33mDelta
Mon 12/15:34 pmMDW - ILM
1 stop4h 41mDelta
Deal found 11/5$269
This Delta deal was found by Cheapflights users on 11/5. 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 11/2010:23 amILM - MDW
1 stop7h 15mDelta
Sun 11/236:00 amMDW - ILM
1 stop6h 38mDelta
Deal found 11/5$289
This Delta deal was found by Cheapflights users on 11/6. 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 11/216:07 pmILM - MDW
1 stop6h 33mDelta
Tue 11/255:34 pmMDW - ILM
1 stop4h 41mDelta
Deal found 11/6$324
This Kiwi.com deal was found by Cheapflights users on 11/6. 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.
Mon 11/241:00 pmILM - MDW
2 stops23h 42mMultiple Airlines
Sun 11/305:30 pmMDW - ILM
1 stop17h 50mMultiple Airlines
Deal found 11/6$340
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 11/211:00 pmILM - MDW
1 stop29h 07mMultiple Airlines
Mon 12/16:05 amMDW - ILM
2 stops13h 50mMultiple Airlines
Deal found 11/5$342
This Delta deal was found by Cheapflights users on 11/5. 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 11/146:07 pmILM - MDW
1 stop6h 33mDelta
Sun 11/166:00 amMDW - ILM
1 stop6h 38mDelta
Deal found 11/5$359
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 11/211:00 pmILM - MDW
1 stop11h 29mMultiple Airlines
Tue 11/256:20 amMDW - ILM
2 stops12h 10mMultiple Airlines
Deal found 11/6$366
This Delta deal was found by Cheapflights users on 11/4. 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.
Mon 11/176:07 pmILM - MDW
1 stop6h 33mDelta
Thu 11/206:00 amMDW - ILM
1 stop6h 38mDelta
Deal found 11/4$462
This Delta deal was found by Cheapflights users on 11/4. 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 11/75:55 pmILM - MDW
1 stop5h 19mDelta
Tue 11/115:34 pmMDW - ILM
1 stop4h 41mDelta
Deal found 11/4$504

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 November 7, 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

Thu 12/4

6:02 pm-11:47 pm

1 stop6h 45m

Chicago Midway

Mon 12/8

6:00 am-1:37 pm

1 stop6h 37m

$249

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Fri 3/6

5:47 pm-10:44 pm

1 stop5h 57m

Chicago Midway

Tue 3/10

10:35 am-4:48 pm

1 stop5h 13m

$249

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Thu 1/29

6:00 am-9:58 am

1 stop4h 58m

Chicago Midway

Sun 2/1

6:00 am-1:31 pm

1 stop6h 31m

$249

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Thu 12/4

6:02 pm-11:47 pm

1 stop6h 45m

Chicago Midway

Sun 12/7

6:00 am-1:32 pm

1 stop6h 32m

$249

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Thu 12/11

4:42 pm-9:58 pm

1 stop6h 16m

Chicago Midway

Sun 12/14

6:37 pm-12:20 pm

1 stop16h 43m

$255

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Fri 11/21

6:07 pm-11:40 pm

1 stop6h 33m

Chicago Midway

Mon 12/1

5:34 pm-11:15 pm

1 stop4h 41m

$269

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Thu 11/20

10:23 am-4:38 pm

1 stop7h 15m

Chicago Midway

Sun 11/23

6:00 am-1:38 pm

1 stop6h 38m

$289

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Mon 11/24

1:00 pm-10:03 pm

2 stops34h 03m

$150

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Mon 12/1

3:17 pm-8:46 am

2 stops42h 29m

$152

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Mon 12/1

6:07 pm-11:40 pm

1 stop6h 33m

$154

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/4

Showing 1-10 of 15 results
1
2

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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 Expedia the most. Expedia 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 45m. 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.

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
Lansing
Hammond
Porter
Benton Harbor
Merrillville

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