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Cheap flights from Wilmington to Chicago from $129

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Wilmington to Chicago departing on 6/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Find the cheapest flights from Wilmington to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 11:56 am
ILM
-
MDW
6h 56m
1 stop
Delta Logo
6:23 am - 1:36 pm
MDW
-
ILM
6h 13m
1 stop
$289Delta
Wed, May 27 - Mon, Jun 1
Delta Logo
11:52 am - 4:12 pm
ILM
-
MDW
5h 20m
1 stop
Delta Logo
5:11 pm - 10:56 pm
MDW
-
ILM
4h 45m
1 stop
$309Delta
Sat, May 30 - Fri, Jun 12
Delta Logo
5:45 pm - 9:46 pm
ILM
-
MDW
5h 01m
1 stop
Delta Logo
6:00 am - 1:38 pm
MDW
-
ILM
6h 38m
1 stop
$328Delta
Fri, Aug 14 - Mon, Aug 17
Delta Logo
6:00 am - 9:59 am
ILM
-
MDW
4h 59m
1 stop
Delta Logo
5:10 pm - 11:24 pm
MDW
-
ILM
5h 14m
1 stop
$329Delta
Sat, May 16 - Tue, May 19
Delta Logo
6:00 am - 10:00 am
ILM
-
MDW
5h 00m
1 stop
Delta Logo
6:23 am - 1:36 pm
MDW
-
ILM
6h 13m
1 stop
$344Delta
Mon, May 25 - Mon, Jun 1
Delta Logo
4:40 pm - 10:15 pm
ILM
-
MDW
6h 35m
1 stop
Delta Logo
5:10 pm - 11:00 pm
MDW
-
ILM
4h 50m
1 stop
$349Delta
Sat, Jul 18 - Mon, Jul 20
Delta Logo
4:46 pm - 9:09 pm
ILM
-
MDW
5h 23m
1 stop
Delta Logo
10:59 am - 5:26 pm
MDW
-
ILM
5h 27m
1 stop
$364Delta
Sat, May 16 - Tue, May 19
Delta Logo
6:00 am - 10:00 am
ILM
-
MDW
5h 00m
1 stop
Delta Logo
6:23 am - 1:36 pm
MDW
-
ILM
6h 13m
1 stop
$367Delta
Wed, May 27 - Fri, May 29
Delta Logo
6:00 am - 10:00 am
ILM
-
MDW
5h 00m
1 stop
Delta Logo
6:00 am - 11:22 am
MDW
-
ILM
4h 22m
1 stop
$368Delta
Wed, May 27 - Sat, Jun 13
Delta Logo
6:50 pm - 10:17 pm
ILM
-
MDW
4h 27m
1 stop
Delta Logo
5:11 pm - 10:56 pm
MDW
-
ILM
4h 45m
1 stop
$384Delta
Fri, Jul 3 - Mon, Jul 6

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Delta flights from Wilmington to Chicago Midway Airport

Our best Delta deals on Wilmington to Chicago Midway Airport flight tickets
Delta
May 27
ILM6:00 amWilmington New Hanover County
6h 56m
1 stop
MDW11:56 amChicago Midway
Jun 1
MDW6:23 amChicago Midway
6h 13m
1 stop
ILM1:36 pmWilmington New Hanover County
$289
Delta
May 30
ILM11:52 amWilmington New Hanover County
5h 20m
1 stop
MDW4:12 pmChicago Midway
Jun 12
MDW5:11 pmChicago Midway
4h 45m
1 stop
ILM10:56 pmWilmington New Hanover County
$309
Delta
Aug 14
ILM5:45 pmWilmington New Hanover County
5h 01m
1 stop
MDW9:46 pmChicago Midway
Aug 17
MDW6:00 amChicago Midway
6h 38m
1 stop
ILM1:38 pmWilmington New Hanover County
$328

momondo Fare Finder

 
Customize your flight search to find flights from Wilmington to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated May 2, 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

Wed 5/27

6:00 am-11:56 am

1 stop6h 56m

Chicago Midway

Mon 6/1

6:23 am-1:36 pm

1 stop6h 13m

$289

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Sat 5/30

11:52 am-4:12 pm

1 stop5h 20m

Chicago Midway

Fri 6/12

5:11 pm-10:56 pm

1 stop4h 45m

$309

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Fri 8/14

5:45 pm-9:46 pm

1 stop5h 01m

Chicago Midway

Mon 8/17

6:00 am-1:38 pm

1 stop6h 38m

$328

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Sat 5/16

6:00 am-9:59 am

1 stop4h 59m

Chicago Midway

Tue 5/19

5:10 pm-11:24 pm

1 stop5h 14m

$329

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Mon 5/25

6:00 am-10:00 am

1 stop5h 00m

Chicago Midway

Mon 6/1

6:23 am-1:36 pm

1 stop6h 13m

$344

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Sat 7/18

4:40 pm-10:15 pm

1 stop6h 35m

Chicago Midway

Mon 7/20

5:10 pm-11:00 pm

1 stop4h 50m

$349

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Sat 5/16

4:46 pm-9:09 pm

1 stop5h 23m

Chicago Midway

Tue 5/19

10:59 am-5:26 pm

1 stop5h 27m

$364

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Wed 5/27

6:00 am-10:00 am

1 stop5h 00m

Chicago Midway

Fri 5/29

6:23 am-1:36 pm

1 stop6h 13m

$367

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Wed 5/27

6:00 am-10:00 am

1 stop5h 00m

Chicago Midway

Sat 6/13

6:00 am-11:22 am

1 stop4h 22m

$368
Quickest round-trip

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Fri 7/3

6:50 pm-10:17 pm

1 stop4h 27m

Chicago Midway

Mon 7/6

5:11 pm-10:56 pm

1 stop4h 45m

$384

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Wilmington to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Wilmington New Hanover County to Chicago Midway?

Delta is the most popular carrier operating from Wilmington New Hanover County to Chicago Midway

When to book flights from Wilmington to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Wilmington to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Wilmington to Chicago Midway Airport (ILM to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Wilmington to Chicago Midway Airport

Fastest flight time

4h 27m

Direct flights

None
The fastest flight from Wilmington to Chicago Midway Airport takes 4h 27m
There are no direct flights from Wilmington to Chicago Midway Airport. There are no popular flight routes from Wilmington to Chicago Midway Airport.
Search flight deals

Frequently asked questions about flying from Wilmington to Chicago Midway Airport

  • How far is Wilmington New Hanover County to Chicago Midway by plane?

    Chicago Midway is 748.3 mi away from Wilmington New Hanover County. By plane, this route typically takes 4h 27m.

  • When did momondo last update prices for flights from Wilmington New Hanover County Airport to Chicago Midway Airport?

    Prices for flights from Wilmington New Hanover County Airport to Chicago Midway Airport refresh daily.

  • How old do you have to be to fly from Wilmington New Hanover County Airport to Chicago Midway Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Wilmington New Hanover County Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Benton Harbor
Portage
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Valparaiso
Munster
Schererville
Crown Point
Monticello
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Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Wilmington to Chicago?

It is quick and easy to find Wilmington to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Wilmington to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Wilmington with this policy.

How can momondo help me find flights from Wilmington to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Wilmington. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Wilmington to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Wilmington to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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