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$113+ 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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
ILM — CHI
May 6 — May 131
Tue 5/6
Tue 5/13
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 August, booked 90 days in advance, depart on a Thursday or Monday and return on a Tuesday

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 May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$209
(American Airlines)

One-way from

$113
(Sun Country Air)

Popular in

April

Cheapest in

January

Average price

$308

Good round-trip deal

$264 or less

Good one-way deal

$206 or less
Provider with most accurate pricing for Wilmington New Hanover County-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Wilmington New Hanover County-Chicago (CHI) flights.
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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 ($73 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 1, 2025.

This American Airlines deal was found by Cheapflights users on 4/30. 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.
Thu 6/57:48 pmILM - ORD
Nonstop2h 35mAmerican Airlines
Mon 6/163:59 pmORD - ILM
Nonstop2h 16mAmerican Airlines
Deal found 4/30$209
This Delta deal was found by Cheapflights users on 4/30. 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.
Fri 6/65:00 pmILM - ORD
1 stop6h 41mDelta
Fri 6/135:59 pmORD - ILM
1 stop5h 18mDelta
Deal found 4/30$229
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/235:25 pmILM - ORD
1 stop27h 43mMultiple Airlines
Mon 5/266:30 amORD - ILM
1 stop14h 11mMultiple Airlines
Deal found 4/30$265
This United Airlines deal was found by Cheapflights users on 4/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/225:10 pmILM - ORD
Nonstop2h 36mUnited Airlines
Sun 8/1711:59 amORD - ILM
Nonstop2h 25mUnited Airlines
Deal found 4/30$279
This Delta deal was found by Cheapflights users on 4/30. 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.
Wed 7/26:00 pmILM - MDW
1 stop4h 45mDelta
Tue 7/810:26 amMDW - ILM
1 stop5h 39mDelta
Deal found 4/30$291

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 May 1, 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

Thu 6/5

7:48 pm-9:23 pm

Nonstop2h 35m

Chicago O'Hare Intl

Mon 6/9

9:10 am-12:24 pm

Nonstop2h 14m

$209

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Fri 6/6

5:00 pm-10:41 pm

1 stop6h 41m

Chicago O'Hare Intl

Fri 6/13

5:59 pm-12:17 am

1 stop5h 18m

$229

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Fri 5/23

5:25 pm-8:08 pm

1 stop27h 43m

Chicago O'Hare Intl

Mon 5/26

6:30 am-9:41 pm

1 stop14h 11m

$265

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Thu 5/22

5:10 pm-6:46 pm

Nonstop2h 36m

Chicago O'Hare Intl

Sun 8/17

11:59 am-3:24 pm

Nonstop2h 25m

$279

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Wed 7/2

6:00 pm-9:45 pm

1 stop4h 45m

Chicago Midway

Tue 7/8

10:26 am-5:05 pm

1 stop5h 39m

$291

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Thu 5/29

12:24 pm-7:09 pm

1 stop7h 45m

$113

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Mon 6/23

7:10 pm-8:50 am

1 stop14h 40m

$120

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Tue 5/20

12:35 pm-6:36 pm

1 stop7h 01m

$133

WilmingtonChicago

ILM - MDW

ILMMDW

Wilmington New Hanover County

Mon 6/23

12:06 pm-8:17 pm

1 stop9h 11m

$164

WilmingtonChicago

ILM - ORD

ILMORD

Wilmington New Hanover County

Mon 6/23

7:48 pm-9:23 pm

Nonstop2h 35m

$167

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 13 results
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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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice 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 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 April 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 48 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 May 1, 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 32% on your trip compared to booking a flight in the morning.

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 Thursday at noon when fares are most often at their lowest. Wednesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 May 1, 2025.
Get a feel of what it's like to fly with Delta, United Airlines and JetBlue from Wilmington to Chicago by reading reviews from past customers. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,934 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
United Airlines
7.4
Good
8,696 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
JetBlue
7.3
Good
2,922 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Sun Country Air
6.9
Okay
346 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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.

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

    According to our current data, American Airlines ($209), Delta ($229), and United Airlines ($279) 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 Sun Country Air, with whom users have recently found tickets for as low as $113. However, be on the lookout for offers from JetBlue and American Airlines, as they are both options that can get you from Wilmington to Chicago for a low price.

  • What are the cheapest flights from Wilmington to Chicago?

    On average you can expect to pay $345 for a flight from Wilmington to Chicago. The cheapest flight overall is $124 while the most popular route, (Wilmington New Hanover County - Chicago O'Hare Intl) is currently priced at $209.

  • 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 Wilmington?

Book flights to Wilmington if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$208Average$337FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$255Average$333FlexibilityNo cancel feeOn-time69%

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