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$125+ 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 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
ILM — CHI
jul 8 — jul 151
ons 7/8
ons 7/15
1 adult, Economy
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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 juni 8, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/5. 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.
tors 8/274:30 pm
ILM
-
ORD
1 stop7h 44m
Multiple Airlines
mån 8/317:55 am
ORD
-
ILM
1 stop11h 14m
Multiple Airlines
Deal found 6/5$261
This American Airlines deal was found by Cheapflights users on 6/4. 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.
ons 7/13:32 pm
ILM
-
ORD
Nonstop2h 39m
American Airlines
sön 7/59:30 am
ORD
-
ILM
Nonstop2h 21m
American Airlines
Deal found 6/4$269
This Delta deal was found by Cheapflights users on 6/3. 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.
ons 7/86:48 pm
ILM
-
MDW
1 stop4h 27m
Delta
lör 7/116:00 am
MDW
-
ILM
1 stop4h 18m
Delta
Deal found 6/3$289
This American Airlines deal was found by Cheapflights users on 6/8. 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.
fre 7/103:02 pm
ILM
-
ORD
1 stop4h 52m
American Airlines
mån 7/1311:34 am
ORD
-
ILM
Nonstop2h 21m
American Airlines
Deal found 6/8$289
This Delta deal was found by Cheapflights users on 6/5. 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.
tors 9/175:50 pm
ILM
-
MDW
1 stop5h 35m
Delta
tis 9/225:10 pm
MDW
-
ILM
1 stop4h 58m
Delta
Deal found 6/5$299
This United Airlines deal was found by Cheapflights users on 6/4. 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.
lör 7/113:41 pm
ILM
-
ORD
Nonstop2h 48m
United Airlines
tis 7/1411:34 am
ORD
-
ILM
Nonstop2h 26m
United Airlines
Deal found 6/4$305
This American Airlines deal was found by Cheapflights users on 6/8. 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.
tors 7/233:31 pm
ILM
-
ORD
Nonstop2h 42m
American Airlines
tors 7/305:07 am
ORD
-
ILM
1 stop4h 31m
American Airlines
Deal found 6/8$309
This United Airlines deal was found by Cheapflights users on 6/5. 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.
lör 7/113:41 pm
ILM
-
ORD
Nonstop2h 48m
United Airlines
mån 7/1311:34 am
ORD
-
ILM
Nonstop2h 26m
United Airlines
Deal found 6/5$317
This American Airlines deal was found by Cheapflights users on 6/8. 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.
tors 6/258:01 pm
ILM
-
ORD
1 stop4h 57m
American Airlines
tis 6/309:30 am
ORD
-
ILM
1 stop5h 28m
American Airlines
Deal found 6/8$319
This American Airlines deal was found by Cheapflights users on 6/3. 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.
fre 8/287:00 am
ILM
-
ORD
Nonstop2h 55m
American Airlines
sön 8/308:09 pm
ORD
-
ILM
Nonstop2h 25m
American Airlines
Deal found 6/3$324
This Delta deal was found by Cheapflights users on 6/4. 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.
lör 9/512:13 pm
ILM
-
MDW
1 stop4h 25m
Delta
sön 9/1310:35 am
MDW
-
ILM
1 stop5h 24m
Delta
Deal found 6/4$334
This Delta deal was found by Cheapflights users on 6/4. 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.
fre 9/114:30 pm
ILM
-
MDW
1 stop6h 16m
Delta
sön 9/1310:35 am
MDW
-
ILM
1 stop5h 24m
Delta
Deal found 6/4$344

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 juni 8, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$261
(Kiwi.com)

One-way from

$125
(Kiwi.com)

Popular in

November

Cheapest in

February

Average price

$299

Good round-trip deal

$308 or less

Good one-way deal

$313 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. 14% potential increase in price ($54 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
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 juni 8, 2026.
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

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

fre 9/25

5:50 pm-10:25 pm

1 stop5h 35m

Chicago Midway

mån 10/5

5:10 pm-11:08 pm

1 stop4h 58m

$289

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

lör 9/5

12:13 pm-3:38 pm

1 stop4h 25m

Chicago Midway

sön 9/13

10:35 am-4:59 pm

1 stop5h 24m

$334
Quickest round-trip

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

lör 8/8

6:00 am-10:10 am

1 stop5h 10m

Chicago Midway

lör 8/15

6:05 am-11:28 am

1 stop4h 23m

$339

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

tors 10/15

6:00 am-11:56 am

1 stop6h 56m

Chicago Midway

mån 10/19

10:35 am-4:50 pm

1 stop5h 15m

$344

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

lör 7/11

4:40 pm-10:15 pm

1 stop6h 35m

Chicago Midway

tis 7/14

12:41 pm-6:03 pm

1 stop4h 22m

$394

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

tors 6/25

10:30 am-4:16 pm

1 stop6h 46m

Chicago Midway

tis 6/30

6:00 am-1:41 pm

1 stop6h 41m

$409

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

fre 9/4

10:40 am-4:15 pm

1 stop6h 35m

Chicago Midway

sön 9/6

6:05 am-11:28 am

1 stop4h 23m

$418

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

ons 8/5

11:25 am-8:27 pm

2 stops10h 02m

Chicago O'Hare Intl

mån 8/10

6:40 am-1:43 pm

1 stop6h 03m

$489

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

tors 6/25

11:30 am-8:31 pm

2 stops10h 01m

Chicago O'Hare Intl

tis 6/30

5:30 am-1:41 pm

1 stop7h 11m

$508

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

tors 7/30

6:48 pm-10:15 pm

1 stop4h 27m

Chicago Midway

mån 8/3

5:10 pm-11:57 pm

1 stop5h 47m

$509

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/5

Showing 1-10 of 34 resultsSorted by cheapest first
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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 June.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 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
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

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

Currently, February is the cheapest month in which you can book a flight from Wilmington to Chicago (average of $166). Flying from Wilmington to Chicago in December is currently the most expensive (average of $278). 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 juni 8, 2026.

A simple way to save on the total cost of your ticket is to fly from Wilmington to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 9% on your trip compared to booking a flight in the morning.

Weekly flight availability from Wilmington to Chicago

Explore weekly flight availability from Wilmington to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated juni 8, 2026.

The most flights from ILM to CHI are scheduled on a Monday (5 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).

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

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 29 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?

Use this chart to determine the cheapest time to fly round-trip from Wilmington to Chicago. Price data was last updated on June 8, 2026.

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 afternoons 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 juni 8, 2026.
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
9,781 reviews

Boarding

7.7

Crew

8.1

Overall

7.4

Comfort

7.3

Food

6.6

Entertainment

7.1

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
9,781 reviews
United Airlines
7.4
Good
9,781 reviews

Boarding

7.7

Crew

8.1

Overall

7.4

Comfort

7.3

Food

6.6

Entertainment

7.1

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
7.1
Good
11,640 reviews
United Airlines
7.4
Good
9,781 reviews

Boarding

7.7

Crew

8.1

Overall

7.4

Comfort

7.3

Food

6.6

Entertainment

7.1

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 4 outbound flights to Chicago per day.

  • How long is the flight from Wilmington to Chicago?

    For as low as $289, Delta can have you in Chicago from Wilmington in 5h 35m. 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, United Airlines ($248), and American Airlines ($249) offers the cheapest pricing from Wilmington to Chicago. United 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 United Airlines (95%), Republic Airways (94%) and Air New Zealand (92%).

  • What are the cheapest flights from Wilmington to Chicago?

    On average you can expect to pay $388 for a flight from Wilmington to Chicago. The cheapest flight overall is $178 while the most popular route, (Wilmington New Hanover County - Chicago O'Hare Intl) is currently priced at $269.

  • 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, February is the cheapest month in which you can book a flight from Wilmington to Chicago (average of $166). Flying from Wilmington to Chicago in December is currently the most expensive (average of $278). 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
Lansing
Merrillville
Hammond
Porter

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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 juni 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$248Average$332FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$249Average$350FlexibilityNo cancel feeOn-time71%

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