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$90+ Cheap flights from Wilmington (ILM) to Chicago (CHI)

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 10/12. Fares are subject to change and may not be available on all flights or dates of travel.
ILM — CHI
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheapflights Tip: The best prices from Wilmington New Hanover County to Chicago are usually found in December or January, booked 87 days in advance, depart on a Saturday or Thursday and return on a Monday

Cheap flight deals from Wilmington to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Wilmington (ILM) to Chicago (CHI). 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 September 15, 2025.

Round-trip from

$205
(Kiwi.com)

One-way from

$90
(Trip.com)

Popular in

April

Cheapest in

December

Average price

$296

Good round-trip deal

$316 or less

Good one-way deal

$274 or less
From Wilmington New Hanover County to Chicago (CHI)
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One-way flight from Wilmington New Hanover County to Chicago (CHI)
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Highest demand for flights based on searches. 18% potential increase in price ($71 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Wilmington New Hanover County to Chicago (CHI).
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Price to beat on a one-way flight from Wilmington New Hanover County to Chicago (CHI).
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Find flight deals from Wilmington to Chicago

Cheapest flights from Wilmington to Chicago
Explore the most affordable flight options available from Wilmington to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/311:00 pmILM - ORD
1 stop6h 46mMultiple Airlines
Sun 11/26:54 pmORD - ILM
1 stop16h 26mMultiple Airlines
Deal found 9/13$205
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 11/71:00 pmILM - MDW
1 stop10h 20mMultiple Airlines
Sun 11/910:12 amMDW - ILM
1 stop25h 08mMultiple Airlines
Deal found 9/13$206
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/232:10 pmILM - ORD
1 stop20h 58mMultiple Airlines
Sun 10/266:54 pmORD - ILM
1 stop16h 26mMultiple Airlines
Deal found 9/13$212
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 11/71:00 pmILM - ORD
1 stop9h 23mMultiple Airlines
Sun 11/910:18 amORD - ILM
1 stop25h 02mMultiple Airlines
Deal found 9/13$226
This American Airlines deal was found by Cheapflights users on 9/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2311:54 amILM - ORD
Nonstop2h 30mAmerican Airlines
Sun 10/268:10 amORD - ILM
Nonstop2h 14mAmerican Airlines
Deal found 9/13$229
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 9/269:10 amILM - ORD
1 stop13h 48mMultiple Airlines
Sun 9/286:30 amORD - ILM
1 stop25h 00mMultiple Airlines
Deal found 9/12$235
This American Airlines deal was found by Cheapflights users on 9/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/111:54 amILM - ORD
Nonstop2h 32mAmerican Airlines
Wed 10/88:10 amORD - ILM
Nonstop2h 14mAmerican Airlines
Deal found 9/13$239
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/234:46 pmILM - MDW
1 stop24h 34mMultiple Airlines
Sun 10/2611:57 amMDW - ILM
1 stop6h 28mMultiple Airlines
Deal found 9/13$240
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 9/283:35 pmILM - ORD
1 stop29h 09mMultiple Airlines
Thu 10/28:49 pmORD - ILM
1 stop14h 31mMultiple Airlines
Deal found 9/13$242
This American Airlines deal was found by Cheapflights users on 9/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/3011:49 amILM - ORD
Nonstop2h 32mAmerican Airlines
Sat 10/48:05 amORD - ILM
Nonstop2h 19mAmerican Airlines
Deal found 9/15$249
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/101:00 pmILM - ORD
1 stop27h 39mMultiple Airlines
Fri 10/177:43 pmORD - ILM
2 stops35h 57mMultiple Airlines
Deal found 9/13$252
This Delta deal was found by Cheapflights users on 9/15. 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.
Tue 9/305:36 pmILM - MDW
1 stop5h 00mDelta
Sat 10/44:25 pmMDW - ILM
1 stop5h 21mDelta
Deal found 9/15$269

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wilmington to Chicago 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 September 15, 2025.
Use the filters below to find and compare flights from Wilmington to Chicago that are best for you.

Fly from

Wilmington

Fly to

Chicago

Route

Depart

Return

Price

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Fri 11/7

1:00 pm-10:20 pm

1 stop10h 20m

Chicago Midway

Sun 11/9

10:12 am-12:20 pm

1 stop25h 08m

$206

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Thu 10/23

4:46 pm-4:20 pm

1 stop24h 34m

Chicago Midway

Sun 10/26

11:57 am-7:25 pm

1 stop6h 28m

$240

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Sat 3/7

5:45 pm-9:46 pm

1 stop5h 01m

Chicago Midway

Wed 3/11

6:00 am-1:34 pm

1 stop6h 34m

$249

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Sat 3/7

5:45 pm-11:54 pm

1 stop7h 09m

Chicago O'Hare Intl

Wed 3/11

5:50 am-1:34 pm

1 stop6h 44m

$249

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Sat 11/8

11:30 am-5:00 pm

1 stop6h 30m

Chicago O'Hare Intl

Tue 11/11

6:45 am-1:38 pm

1 stop5h 53m

$249

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Wed 10/1

11:44 am-3:51 pm

1 stop5h 07m

Chicago O'Hare Intl

Wed 10/8

10:35 am-4:23 pm

1 stop4h 48m

$259

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Thu 10/16

6:54 pm-11:50 pm

1 stop5h 56m

Chicago O'Hare Intl

Mon 10/20

8:10 am-11:24 am

Nonstop2h 14m

$268

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Tue 10/14

2:56 pm-7:16 pm

1 stop5h 20m

Chicago O'Hare Intl

Tue 10/21

8:10 am-11:24 am

Nonstop2h 14m

$268

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Wed 10/8

11:54 am-1:24 pm

Nonstop2h 30m

Chicago O'Hare Intl

Sat 10/11

8:10 am-11:24 am

Nonstop2h 14m

$269

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Tue 9/30

5:10 pm-10:23 pm

1 stop6h 13m

Chicago O'Hare Intl

Sat 10/4

9:50 am-3:33 pm

1 stop4h 43m

$269

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 25 results
1
2
3

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
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.

Cheapflights Insights

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

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

Use this chart to determine the optimal time to book a round-trip flight from Wilmington to Chicago. Price data was last updated on September 12, 2025.

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 28 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, August is the cheapest month in which you can book a flight from Wilmington to Chicago (average of $245). Flying from Wilmington to Chicago in March is currently the most expensive (average of $321). 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?

Find hourly flight availability from Wilmington to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

A simple way to save on the total cost of your ticket is to fly from Wilmington to Chicago at noon. If you’re flexible enough to do this you can expect to save up to 26% on your trip compared to booking a flight in the afternoon.

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

Use this chart to determine the cheapest time to fly round-trip from Wilmington to Chicago. Price data was last updated on December 16, 2024.

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

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated September 15, 2025.
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.
United Airlines
7.4
Good
8,931 reviews

Overall

7.4

Food

6.6

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,931 reviews
United Airlines
7.4
Good
8,931 reviews

Overall

7.4

Food

6.6

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,931 reviews

Overall

7.4

Food

6.6

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

Find useful and relevant information for your journey from Wilmington to Chicago. 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?

    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 1 outbound flight to Chicago per day.

  • How long is the flight from Wilmington to Chicago?

    For as low as $249, Delta can have you in Chicago from Wilmington in 5h 01m. 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 ($209), and United Airlines ($249) offers the cheapest pricing from Wilmington to Chicago. American Airlines is 34% 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 Qatar Airways (80%), Envoy Air (69%) and SkyWest Airlines (55%).

  • What are the cheapest flights from Wilmington to Chicago?

    On average you can expect to pay $338 for a flight from Wilmington to Chicago. The cheapest flight overall is $193 while the most popular route, (Wilmington New Hanover County - Chicago O'Hare Intl) is currently priced at $212.

  • 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, August is the cheapest month in which you can book a flight from Wilmington to Chicago (average of $245). Flying from Wilmington to Chicago in March is currently the most expensive (average of $321). 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
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Alternative routes for Wilmington to Chicago

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Top 2 airlines flying from Wilmington to Chicago

Discover the top 2 airlines that operate flights from Wilmington to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$209Average$307FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$249Average$333FlexibilityNo cancel feeOn-time69%

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