Chicago

$146+ Cheap flights from Wilmington (ILM) to Chicago (CHI)

ILM — CHI
Dec 10 — Dec 171
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Wilmington to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Wilmington to Chicago

Cheapest flights from Wilmington to Chicago

Tue 12/86:07 am -
1 stop6h 57m
Tue 12/156:00 am -
1 stop6h 38m
Deal found 11/5$291
Tue 12/88:00 am -
1 stop5h 19m
Tue 12/159:00 am -
1 stop5h 14m
Deal found 11/5$291
Thu 11/261:30 pm -
1 stop6h 35m
Wed 12/210:36 am -
1 stop5h 07m
Deal found 11/4$329
Tue 12/16:07 am -
1 stop5h 21m
Sat 12/56:00 am -
1 stop4h 51m
Deal found 11/5$330
Tue 12/16:13 pm -
1 stop6h 46m
Sat 12/59:00 am -
1 stop6h 40m
Deal found 11/5$330
Sun 11/228:06 pm -
2 stops28h 28m
Thu 12/33:30 pm -
1 stop28h 43m
Deal found 11/4$343
Thu 12/248:01 pm -
2 stops21h 58m
Mon 1/45:01 am -
1 stop28h 40m
Deal found 11/5$344
Mon 11/233:10 pm -
1 stop9h 24m
Wed 12/23:55 pm -
2 stops28h 12m
Deal found 11/4$348
Thu 11/129:30 am -
2 stops31h 07m
Sun 11/156:00 am -
1 stop6h 14m
Deal found 11/5$359
Fri 12/49:41 am -
1 stop5h 43m
Sun 12/610:53 am -
1 stop6h 39m
Deal found 11/9$369
Mon 12/73:10 pm -
2 stops21h 23m
Mon 12/146:11 pm -
1 stop15h 30m
Deal found 11/9$377
Wed 12/96:07 am -
1 stop5h 21m
Sat 12/126:00 am -
1 stop4h 51m
Deal found 11/6$379

Find flight deals from Wilmington to Chicago

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$271
(American Airlines)

One-way from

$146
(American Airlines)

Popular in

October

Cheapest in

February

Average price

$378

Good round-trip deal

$439 or less

Good one-way deal

$425 or less
Provider with most accurate pricing for Wilmington New Hanover County-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Wilmington New Hanover County-Chicago (CHI) flights.
From Wilmington New Hanover County to Chicago (CHI)
One-way flight from Wilmington New Hanover County to Chicago (CHI)
Highest demand for flights based on searches. 16% potential increase in price ($65 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($19 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Wilmington New Hanover County to Chicago (CHI).
Price to beat on a one-way flight from Wilmington New Hanover County to Chicago (CHI).

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Wilmington to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

WilmingtonChicago

ILM Wilmington New Hanover County - ORD Chicago O'Hare Intl

ILMORD

Wilmington New Hanover County

Sat 5/8

3:37 pm-5:18 pm

Nonstop2h 41m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$294

WilmingtonChicago

ILM Wilmington New Hanover County - ORD Chicago O'Hare Intl

ILMORD

Wilmington New Hanover County

Thu 2/11

6:24 pm-8:29 pm

Nonstop3h 05m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$294

WilmingtonChicago

ILM Wilmington New Hanover County - ORD Chicago O'Hare Intl

ILMORD

Wilmington New Hanover County

Thu 2/11

2:36 pm-10:19 pm

2 stops32h 43m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$304

WilmingtonChicago

ILM Wilmington New Hanover County - MDW Chicago Midway

ILMMDW

Wilmington New Hanover County

Tue 12/1

6:07 am-10:28 am

1 stop5h 21m

Chicago Midway

Sat 12/5

6:00 am-11:51 am

1 stop4h 51m

$330

WilmingtonChicago

ILM Wilmington New Hanover County - MDW Chicago Midway

ILMMDW

Wilmington New Hanover County

Thu 2/18

6:10 am-10:05 am

1 stop4h 55m

Chicago Midway

Wed 2/24

6:00 am-1:43 pm

1 stop6h 43m

$369

WilmingtonChicago

ILM Wilmington New Hanover County - MDW Chicago Midway

ILMMDW

Wilmington New Hanover County

Fri 12/11

5:45 pm-10:54 pm

1 stop6h 09m

Chicago Midway

Sat 12/19

6:00 am-1:51 pm

1 stop6h 51m

$369

WilmingtonChicago

ILM Wilmington New Hanover County - MDW Chicago Midway

ILMMDW

Wilmington New Hanover County

Tue 12/8

6:07 am-12:04 pm

1 stop6h 57m

Chicago Midway

Tue 12/15

6:00 am-1:38 pm

1 stop6h 38m

$369

WilmingtonChicago

ILM Wilmington New Hanover County - MDW Chicago Midway

ILMMDW

Wilmington New Hanover County

Wed 1/20

6:00 am-10:04 am

1 stop5h 04m

Chicago Midway

Tue 1/26

5:45 pm-11:04 pm

1 stop4h 19m

$369

WilmingtonChicago

ILM Wilmington New Hanover County - MDW Chicago Midway

ILMMDW

Wilmington New Hanover County

Fri 12/4

5:32 pm-10:54 pm

1 stop6h 22m

Chicago Midway

Sun 12/6

6:00 am-1:38 pm

1 stop6h 38m

$369

WilmingtonChicago

ILM Wilmington New Hanover County - ORD Chicago O'Hare Intl

ILMORD

Wilmington New Hanover County

Thu 4/29

10:20 am-7:15 pm

2 stops9h 55m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$385

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/7

Showing 1-10 of 28 resultsSorted by cheapest first
1
2
3

Compare providers for flights from Wilmington to Chicago

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Wilmington to Chicago in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 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 flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Wilmington-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Wilmington-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Wilmington-Chicago 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 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 Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Wilmington with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Wilmington to Chicago

What is the cheapest month to book a flight from Wilmington to Chicago?

Currently, January is the cheapest month in which you can book a flight from Wilmington to Chicago (average of $306). Flying from Wilmington to Chicago in November is currently the most expensive (average of $435). 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.

What is the cheapest time of day to fly from ILM to CHI?

A simple way to save on the total cost of your ticket is to fly from Wilmington to Chicago in the afternoon. If you’re flexible enough to do this you can expect to save up to 22% on your trip compared to booking a flight at noon.

How much does it cost to fly round-trip from Wilmington to Chicago?

Airfare is below average for this route at the moment.
Wilmington to Chicago flights typically cost between $338 and $606 in February.
The cheapest round-trip price found within the last 5 days was $271 on American Airlines (Feb 18-Feb 24).

How far ahead should I book a flight from Wilmington to Chicago?

The price you pay for your flight from Wilmington to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 16 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest day to fly from Wilmington to Chicago?

Travelers seeking maximum savings on their Wilmington to Chicago flight should consider departing on Saturday at noon when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Chicago

Read through reviews of airlines operating flights from Wilmington to Chicago, such as United Airlines and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.1

Boarding

7.7

Crew

8.1

Overall

7.3

Comfort

7.3

Food

6.7

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!

Entertainment

7.1

Boarding

7.7

Crew

8.1

Overall

7.3

Comfort

7.3

Food

6.7

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!

Entertainment

7.1

Boarding

7.7

Crew

8.1

Overall

7.3

Comfort

7.3

Food

6.7

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!

Related info for your journey

  • What airport do you fly from for flights from Wilmington to Chicago?

    Wilmington New Hanover County (ILM), located 4.3 mi from the city center, is the airport you fly out of when you book flights from Wilmington to Chicago. 2 airlines have flights from New Hanover County to Chicago on a regular basis. Booking flights from Wilmington New Hanover County to Chicago should not be difficult; the airport handles an average of 0 outbound flights to Chicago per day.

  • How long is the flight from Wilmington to Chicago?

    For as low as $369, Delta can have you in Chicago from Wilmington in 4h 55m. There are 745 mi between Wilmington and Chicago. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Wilmington to Chicago round-trip?

    According to our current data, American Airlines ($265), and United Airlines ($269) offers the cheapest pricing from Wilmington to Chicago. American Airlines is 21% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the most reliable airlines from Wilmington to Chicago?

    The top 3 most reliable airlines when flying from Wilmington to Chicago are Air New Zealand (86%), United Airlines (85%) and Envoy Air (80%).

  • What are the cheapest flights from Wilmington to Chicago?

    On average you can expect to pay $596 for a flight from Wilmington to Chicago. The cheapest flight overall is $306 while the most popular route, (Wilmington New Hanover County - Chicago O'Hare Intl) is currently priced at $287.

  • Can I find deals for flights from Wilmington to Chicago that include hotel bookings?

    Yes. In addition to deals on Wilmington to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Wilmington to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Wilmington to Chicago.

  • Can I find deals for business class flights from Wilmington to Chicago?

    Yes. Cheapflights offers flight deals from Wilmington to Chicago 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?

    Currently, January is the cheapest month in which you can book a flight from Wilmington to Chicago (average of $306). Flying from Wilmington to Chicago in November is currently the most expensive (average of $435). 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?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter

Browse thousands of different options on Cheapflights for your next trip

Top 2 airlines flying from Wilmington to Chicago

AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$265Average$371FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$269Average$349FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.