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$164+ 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 4/14. Fares are subject to change and may not be available on all flights or dates of travel.
ILM — MDW
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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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 January 29, 2026.

This Delta deal was found by Cheapflights users on 1/28. 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 2/182:19 pm
ILM
-
MDW
1 stop4h 26m
Delta
Sat 2/216:00 am
MDW
-
ILM
1 stop4h 00m
Delta
Deal found 1/28$294
This Delta deal was found by Cheapflights users on 1/27. 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 2/126:00 am
ILM
-
MDW
1 stop4h 54m
Delta
Mon 2/166:40 pm
MDW
-
ILM
1 stop4h 08m
Delta
Deal found 1/27$314
This Delta deal was found by Cheapflights users on 1/29. 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 3/42:19 pm
ILM
-
MDW
1 stop4h 26m
Delta
Fri 3/66:00 am
MDW
-
ILM
1 stop6h 32m
Delta
Deal found 1/29$327
This Delta deal was found by Cheapflights users on 1/28. 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 2/86:00 am
ILM
-
MDW
1 stop4h 53m
Delta
Mon 2/166:40 pm
MDW
-
ILM
1 stop4h 08m
Delta
Deal found 1/28$349
This Delta deal was found by Cheapflights users on 1/28. 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 5/164:30 pm
ILM
-
MDW
1 stop6h 15m
Delta
Tue 5/196:00 am
MDW
-
ILM
1 stop6h 36m
Delta
Deal found 1/28$384
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 3/155:01 pm
ILM
-
MDW
1 stop22h 20m
Multiple Airlines
Sun 3/226:20 am
MDW
-
ILM
2 stops37h 00m
Multiple Airlines
Deal found 1/29$440
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 3/22:08 pm
ILM
-
MDW
1 stop7h 19m
Multiple Airlines
Thu 3/57:30 am
MDW
-
ILM
1 stop12h 59m
Multiple Airlines
Deal found 1/26$447
This Delta deal was found by Cheapflights users on 1/26. 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 3/256:00 am
ILM
-
MDW
1 stop4h 56m
Delta
Mon 3/306:07 pm
MDW
-
ILM
1 stop4h 52m
Delta
Deal found 1/26$459
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/195:01 pm
ILM
-
MDW
1 stop22h 25m
Multiple Airlines
Sun 2/229:04 pm
MDW
-
ILM
2 stops22h 16m
Multiple Airlines
Deal found 1/28$469

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$294
(Delta)

One-way from

$164
(Delta)

Popular in

April

Cheapest in

August

Average price

$306
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. 13% potential increase in price ($51 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 January 29, 2026.
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 5/1

5:50 pm-10:28 pm

1 stop5h 38m

Chicago Midway

Mon 5/4

5:21 pm-11:59 pm

1 stop5h 38m

$294

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Thu 2/12

6:00 am-9:54 am

1 stop4h 54m

Chicago Midway

Mon 2/16

6:40 pm-11:48 pm

1 stop4h 08m

$314

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Wed 3/4

2:19 pm-5:45 pm

1 stop4h 26m

Chicago Midway

Fri 3/6

6:00 am-1:32 pm

1 stop6h 32m

$327

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Wed 2/18

2:19 pm-5:45 pm

1 stop4h 26m

Chicago Midway

Sat 2/21

6:00 am-11:00 am

1 stop4h 00m

$364

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Thu 2/19

6:00 am-11:59 am

1 stop6h 59m

Chicago Midway

Sun 2/22

6:40 pm-11:48 pm

1 stop4h 08m

$364

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Sat 5/16

4:30 pm-9:45 pm

1 stop6h 15m

Chicago Midway

Tue 5/19

6:00 am-1:36 pm

1 stop6h 36m

$384

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Sun 3/15

5:01 pm-2:21 pm

1 stop22h 20m

Chicago Midway

Sun 3/22

6:20 am-8:20 pm

2 stops37h 00m

$440

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Mon 3/2

2:08 pm-8:27 pm

1 stop7h 19m

Chicago Midway

Thu 3/5

7:30 am-9:29 pm

1 stop12h 59m

$447

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Wed 3/25

6:00 am-9:56 am

1 stop4h 56m

Chicago Midway

Mon 3/30

6:07 pm-11:59 pm

1 stop4h 52m

$459

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Wed 4/15

5:50 pm-10:28 pm

1 stop5h 38m

$164

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 14 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 January.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust 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 5h 38m. Delta provides one of the quickest options available for as low as $294. 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
Merrillville
Hammond
Porter
Benton Harbor

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