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$101+ 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 8/28. Fares are subject to change and may not be available on all flights or dates of travel.
ILM — CHI
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
1 adult, Economy
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Cheapflights Tip: The best prices from Wilmington New Hanover County to Chicago are usually found in January or December, booked 48 days in advance, depart on a Wednesday 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 July 30, 2025.

Round-trip from

$209
(American Airlines)

One-way from

$101
(Trip.com)

Popular in

April

Cheapest in

January

Average price

$289

Good round-trip deal

$286 or less

Good one-way deal

$258 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. 19% potential increase in price ($76 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 30, 2025.

This American Airlines deal was found by Cheapflights users on 7/30. 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 9/2611:54 amILM - ORD
Nonstop2h 32mAmerican Airlines
Sun 9/288:05 amORD - ILM
Nonstop2h 19mAmerican Airlines
Deal found 7/30$209
This Delta deal was found by Cheapflights users on 7/30. 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 9/45:34 pmILM - MDW
1 stop4h 52mDelta
Sun 9/76:00 amMDW - ILM
1 stop6h 50mDelta
Deal found 7/30$229
This Delta deal was found by Cheapflights users on 7/28. 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 8/216:00 amILM - ORD
1 stop5h 05mDelta
Sat 8/239:47 amORD - ILM
1 stop4h 54mDelta
Deal found 7/28$229
This Sun Country Air deal was found by Cheapflights users on 7/29. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2812:53 pmILM - ORD
1 stop24h 27mSun Country Air
Sun 8/3110:43 amORD - ILM
1 stop23h 20mSun Country Air
Deal found 7/29$255
This United Airlines deal was found by Cheapflights users on 7/29. 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 8/144:59 pmILM - ORD
Nonstop2h 36mUnited Airlines
Sun 8/1712:03 pmORD - ILM
Nonstop2h 25mUnited Airlines
Deal found 7/29$283
This Mytrip deal was found by Cheapflights users on 7/29. 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.
Thu 8/213:51 pmILM - ORD
1 stop7h 31mMultiple Airlines
Sat 8/238:47 pmORD - ILM
2 stops15h 51mMultiple Airlines
Deal found 7/29$377

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 July 30, 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

Fri 9/26

11:54 am-1:26 pm

Nonstop2h 32m

Chicago O'Hare Intl

Sun 9/28

8:05 am-11:24 am

Nonstop2h 19m

$209

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Thu 9/4

5:34 pm-9:26 pm

1 stop4h 52m

Chicago Midway

Sun 9/7

6:00 am-1:50 pm

1 stop6h 50m

$229

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Thu 8/21

6:00 am-10:05 am

1 stop5h 05m

Chicago O'Hare Intl

Sat 8/23

9:47 am-3:41 pm

1 stop4h 54m

$229

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Thu 8/28

12:53 pm-12:20 pm

1 stop24h 27m

Chicago O'Hare Intl

Sun 8/31

10:43 am-11:03 am

1 stop23h 20m

$255

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Thu 8/14

4:59 pm-6:35 pm

Nonstop2h 36m

Chicago O'Hare Intl

Sun 8/17

12:03 pm-3:28 pm

Nonstop2h 25m

$283

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Thu 8/21

3:51 pm-10:22 pm

1 stop7h 31m

Chicago O'Hare Intl

Sat 8/23

8:47 pm-1:38 pm

2 stops15h 51m

$377

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Thu 8/28

6:33 pm-11:55 pm

1 stop6h 22m

$101

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Thu 8/28

12:53 pm-12:20 pm

1 stop24h 27m

$128

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Mon 9/22

11:55 am-6:55 pm

1 stop8h 00m

$151

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Tue 8/26

6:45 am-4:13 pm

2 stops10h 28m

$167

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 13 results
1
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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 July 25, 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 47 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 July 30, 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 23% 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.

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 July 30, 2025.

The most flights from ILM to CHI are scheduled on a Tuesday (5 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (3 on average).

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 July 30, 2025.
Read through reviews of airlines operating flights from Wilmington to Chicago, such as Delta, United Airlines, and JetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,980 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,896 reviews
Delta
8.0
Very good
7,980 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
JetBlue
7.3
Good
2,913 reviews
Delta
8.0
Very good
7,980 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Sun Country Air
6.9
Okay
334 reviews
Delta
8.0
Very good
7,980 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 3 outbound flights to Chicago per day.

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

    According to our current data, American Airlines ($209), Delta ($229), and Sun Country Air ($255) offers the cheapest pricing from Wilmington to Chicago. American Airlines is 33% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Wilmington to Chicago one-way?

    The cheapest airline one-way is JetBlue, with whom users have recently found tickets for as low as $111. However, be on the lookout for offers from Sun Country Air and Delta, as they are both options that can get you from Wilmington to Chicago for a low price.

  • 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 (89%), United Airlines (82%) and Envoy Air (78%).

  • What are the cheapest flights from Wilmington to Chicago?

    On average you can expect to pay $347 for a flight from Wilmington to Chicago. The cheapest flight overall is $130 while the most popular route, (Wilmington New Hanover County - Chicago O'Hare Intl) is currently priced at $229.

  • 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
Valparaiso
Chesterton

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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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$209Average$313FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$249Average$333FlexibilityNo cancel feeOn-time69%

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