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$77+ 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 1/19. Fares are subject to change and may not be available on all flights or dates of travel.
ILM — CHI
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheapflights Tip: The best prices from Wilmington New Hanover County to Chicago are usually found in August or February, booked 88 days in advance, depart on a Saturday or Wednesday and return on a Tuesday

Cheap 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 December 18, 2025.

This American Airlines deal was found by Cheapflights users on 12/15. 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.
Thu 12/1810:29 amILM - ORD
1 stop5h 52mAmerican Airlines
Mon 12/224:41 pmORD - ILM
1 stop7h 06mAmerican Airlines
Deal found 12/15$392
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/239:04 amILM - ORD
1 stop6h 08mAmerican Airlines
Sat 12/276:38 pmORD - ILM
1 stop4h 21mAmerican Airlines
Deal found 12/16$397
This Mytrip deal was found by Cheapflights users on 12/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/225:55 pmILM - ORD
1 stop7h 35mMultiple Airlines
Fri 1/25:00 amORD - ILM
1 stop16h 35mMultiple Airlines
Deal found 12/16$409
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/235:01 amILM - ORD
1 stop6h 52mAmerican Airlines
Fri 12/264:05 pmORD - ILM
1 stop4h 51mAmerican Airlines
Deal found 12/16$411
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Fri 12/191:21 pmILM - ORD
1 stop5h 28mAmerican Airlines
Mon 12/224:41 pmORD - ILM
1 stop7h 06mAmerican Airlines
Deal found 12/17$425
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/186:41 amILM - ORD
1 stop6h 59mAmerican Airlines
Fri 12/264:05 pmORD - ILM
1 stop4h 51mAmerican Airlines
Deal found 12/16$444
This Delta deal was found by Cheapflights users on 12/16. 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 12/186:00 amILM - ORD
1 stop5h 14mDelta
Sun 1/45:30 amORD - ILM
1 stop6h 52mDelta
Deal found 12/16$492
This United Airlines deal was found by Cheapflights users on 12/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/186:00 amILM - ORD
1 stop8h 15mUnited Airlines
Sun 1/49:12 pmORD - ILM
2 stops18h 11mUnited Airlines
Deal found 12/16$529
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/193:17 pmILM - ORD
1 stop28h 22mMultiple Airlines
Mon 12/2212:39 pmORD - ILM
2 stops19h 01mMultiple Airlines
Deal found 12/15$554
This Delta deal was found by Cheapflights users on 12/16. 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 12/295:31 pmILM - MDW
1 stop5h 51mDelta
Fri 1/26:00 amMDW - ILM
1 stop6h 22mDelta
Deal found 12/16$582
This Delta deal was found by Cheapflights users on 12/16. 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 12/176:00 amILM - MDW
1 stop6h 55mDelta
Fri 12/196:00 amMDW - ILM
1 stop6h 37mDelta
Deal found 12/16$607
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/299:10 amILM - MDW
1 stop13h 48mMultiple Airlines
Fri 1/22:16 pmMDW - ILM
2 stops41h 24mMultiple Airlines
Deal found 12/16$642

Find 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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$159
(Kiwi.com)

One-way from

$77
(Kiwi.com)

Popular in

April

Cheapest in

August

Average price

$339

Good round-trip deal

$374 or less

Good one-way deal

$203 or less
Provider with most accurate pricing for Wilmington New Hanover County-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Wilmington New Hanover County-Chicago (CHI) flights.
Search Deals
From Wilmington New Hanover County to Chicago (CHI)
Search Deals
One-way flight from Wilmington New Hanover County to Chicago (CHI)
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 December 2025
Search Deals
Price to beat on a round-trip flight from Wilmington New Hanover County to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Wilmington New Hanover County to Chicago (CHI).
Search Deals

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 December 18, 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 - ORD

ILMORD

Wilmington New Hanover County

Mon 1/12

4:50 pm-9:43 am

1 stop17h 53m

Chicago O'Hare Intl

Thu 1/22

7:21 pm-9:27 pm

1 stop25h 06m

$170

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Fri 1/30

4:50 pm-9:43 am

1 stop17h 53m

Chicago O'Hare Intl

Fri 2/6

8:43 pm-8:55 am

2 stops35h 12m

$190

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Fri 2/27

5:46 pm-10:42 pm

1 stop5h 56m

Chicago Midway

Mon 3/2

6:00 am-1:31 pm

1 stop6h 31m

$229

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Thu 1/8

5:41 pm-10:07 pm

1 stop5h 26m

Chicago Midway

Thu 1/15

6:45 am-1:43 pm

1 stop5h 58m

$229

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Fri 1/9

5:41 pm-10:07 pm

1 stop5h 26m

Chicago Midway

Mon 1/12

5:31 pm-11:51 pm

1 stop5h 20m

$229

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Thu 1/8

11:55 am-6:28 pm

1 stop7h 33m

Chicago O'Hare Intl

Thu 1/15

5:30 am-1:43 pm

1 stop7h 13m

$229

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Sat 1/24

11:55 am-6:58 pm

1 stop8h 03m

Chicago O'Hare Intl

Mon 1/26

5:30 am-1:35 pm

1 stop7h 05m

$229

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Fri 2/27

12:24 pm-6:25 pm

1 stop7h 01m

Chicago O'Hare Intl

Sun 3/8

7:05 am-1:33 pm

1 stop5h 28m

$229

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Fri 1/16

9:00 am-3:22 pm

1 stop7h 22m

Chicago O'Hare Intl

Mon 1/19

6:00 am-12:25 pm

1 stop5h 25m

$232

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Sun 1/11

5:01 pm-5:52 pm

1 stop25h 51m

Chicago O'Hare Intl

Fri 1/16

7:20 am-8:20 pm

1 stop12h 00m

$234

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 29 results
1
2
3

Compare providers for flights from Wilmington to Chicago

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 Chicago in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice 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 flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Wilmington-Chicago flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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
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 December 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 21 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, June is the cheapest month in which you can book a flight from Wilmington to Chicago (average of $96). Flying from Wilmington to Chicago in December is currently the most expensive (average of $274). 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 December 18, 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 33% 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 December 18, 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
9,091 reviews

Entertainment

7.1

Boarding

7.7

Overall

7.4

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
9,091 reviews
United Airlines
7.4
Good
9,091 reviews

Entertainment

7.1

Boarding

7.7

Overall

7.4

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
American Airlines
7.2
Good
11,054 reviews
United Airlines
7.4
Good
9,091 reviews

Entertainment

7.1

Boarding

7.7

Overall

7.4

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

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 0 outbound flights to Chicago per day.

  • How long is the flight from Wilmington to Chicago?

    For as low as $229, Delta can have you in Chicago from Wilmington in 5h 56m. There are 745 mi between Wilmington and Chicago.

  • 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 38% 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 (94%), Envoy Air (88%) and American Airlines (44%).

  • What are the cheapest flights from Wilmington to Chicago?

    On average you can expect to pay $535 for a flight from Wilmington to Chicago. The cheapest flight overall is $203 while the most popular route, (Wilmington New Hanover County - Chicago O'Hare Intl) is currently priced at $159.

  • 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, June is the cheapest month in which you can book a flight from Wilmington to Chicago (average of $96). Flying from Wilmington to Chicago in December is currently the most expensive (average of $274). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$209Average$321FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$249Average$314FlexibilityNo cancel feeOn-time69%

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