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$124+ 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 5/26. Fares are subject to change and may not be available on all flights or dates of travel.
ILM — MDW
Jun 8 — Jun 151
Mon 6/8
Mon 6/15
1 adult, Economy
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2. Select your favorite providers

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Cheap 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 May 9, 2026.

This Delta deal was found by Cheapflights users on 5/6. 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.
Thu 6/256:50 pm
ILM
-
MDW
1 stop4h 27m
Delta
Tue 6/306:00 am
MDW
-
ILM
1 stop6h 41m
Delta
Deal found 5/6$289
This Delta deal was found by Cheapflights users on 5/8. 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 6/126:50 pm
ILM
-
MDW
1 stop4h 27m
Delta
Tue 6/2312:50 pm
MDW
-
ILM
1 stop4h 15m
Delta
Deal found 5/8$299
This Delta deal was found by Cheapflights users on 5/6. 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.
Wed 5/276:00 am
ILM
-
MDW
1 stop6h 56m
Delta
Sat 5/3010:45 am
MDW
-
ILM
1 stop4h 14m
Delta
Deal found 5/6$309
This Delta deal was found by Cheapflights users on 5/8. 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.
Wed 5/276:00 am
ILM
-
MDW
1 stop6h 56m
Delta
Mon 6/16:23 am
MDW
-
ILM
1 stop6h 13m
Delta
Deal found 5/8$314
This Delta deal was found by Cheapflights users on 5/5. 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.
Wed 7/110:30 am
ILM
-
MDW
1 stop6h 10m
Delta
Sun 7/56:00 am
MDW
-
ILM
1 stop6h 41m
Delta
Deal found 5/5$317
This Delta deal was found by Cheapflights users on 5/8. 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 5/296:00 am
ILM
-
MDW
1 stop5h 00m
Delta
Fri 6/55:08 pm
MDW
-
ILM
1 stop5h 16m
Delta
Deal found 5/8$334
This Delta deal was found by Cheapflights users on 5/5. 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.
Sat 5/164:46 pm
ILM
-
MDW
1 stop5h 23m
Delta
Tue 5/195:10 pm
MDW
-
ILM
1 stop5h 14m
Delta
Deal found 5/5$337
This Delta deal was found by Cheapflights users on 5/4. 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 5/256:00 am
ILM
-
MDW
1 stop6h 56m
Delta
Mon 6/16:23 am
MDW
-
ILM
1 stop6h 13m
Delta
Deal found 5/4$344
This Delta deal was found by Cheapflights users on 5/5. 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 7/3010:25 am
ILM
-
MDW
1 stop6h 50m
Delta
Sun 8/211:05 am
MDW
-
ILM
1 stop5h 58m
Delta
Deal found 5/5$347
This Delta deal was found by Cheapflights users on 5/9. 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 5/296:00 am
ILM
-
MDW
1 stop5h 00m
Delta
Mon 6/16:23 am
MDW
-
ILM
1 stop6h 13m
Delta
Deal found 5/9$364

Find 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 May 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$289
(Delta)

One-way from

$124
(Kiwi.com)

Popular in

April

Cheapest in

February

Average price

$304
Provider with most accurate pricing for Wilmington New Hanover County-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Wilmington New Hanover County-Chicago Midway flights.
Search Deals
From Wilmington New Hanover County to Chicago Midway
Search Deals
One-way flight from Wilmington New Hanover County to Chicago Midway
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($22 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

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 May 9, 2026.
Use the filters below to find and compare flights from Wilmington to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Thu 6/25

6:50 pm-10:17 pm

1 stop4h 27m

Chicago Midway

Tue 6/30

6:00 am-1:41 pm

1 stop6h 41m

$289

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Fri 8/28

6:48 pm-10:36 pm

1 stop4h 48m

Chicago Midway

Sun 8/30

6:05 am-1:43 pm

1 stop6h 38m

$309

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Fri 5/29

6:00 am-10:00 am

1 stop5h 00m

Chicago Midway

Mon 6/1

6:23 am-1:36 pm

1 stop6h 13m

$334

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Tue 5/19

6:00 am-11:56 am

1 stop6h 56m

Chicago Midway

Tue 5/26

6:23 am-1:36 pm

1 stop6h 13m

$364
Quickest round-trip

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Sat 5/23

4:46 pm-9:09 pm

1 stop5h 23m

Chicago Midway

Sat 5/30

10:45 am-3:59 pm

1 stop4h 14m

$364

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Mon 5/25

6:00 am-11:56 am

1 stop6h 56m

Chicago Midway

Mon 6/1

6:23 am-1:36 pm

1 stop6h 13m

$369

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Sat 9/5

4:30 pm-9:46 pm

1 stop6h 16m

Chicago Midway

Sun 9/13

6:00 am-1:38 pm

1 stop6h 38m

$387

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Fri 5/29

10:26 am-4:12 pm

1 stop6h 46m

Chicago Midway

Fri 6/5

5:08 pm-11:24 pm

1 stop5h 16m

$454

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Fri 6/5

6:00 am-11:56 am

1 stop6h 56m

Chicago Midway

Tue 6/9

6:00 am-1:41 pm

1 stop6h 41m

$554

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Sun 6/14

5:47 am-10:09 am

1 stop5h 22m

Chicago Midway

Sun 6/28

6:00 am-1:41 pm

1 stop6h 41m

$569

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/5

Showing 1-10 of 19 resultsSorted by cheapest first
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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 4h 27m. Delta provides one of the quickest options available for as low as $289. 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
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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