$70 Cheap Flights from Wilmington (ILG) to Chicago (ORD)

View $70 flight on Wed, Dec 3, 2025Opens in a new window

Popular airlines from Wilmington, DE (ILG-New Castle) to Chicago O'Hare Intl. Airport (ORD)

Cheap Flights from Wilmington to Chicago (ILG-ORD)

Prices were available within the past 7 days and start at $70 for one-way flights and $149 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, Dec 2 - Tue, Dec 9
ILG
Wilmington
ORD
Chicago
$149 Roundtrip, found 4 days ago
$149
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Dec 2 from Wilmington to Chicago, returning Tue, Dec 9, priced at $149 found 4 days ago
American Airlines
Wed, Nov 19 - Mon, Nov 24
ILG
Wilmington
ORD
Chicago
$159 Roundtrip, found 4 days ago
$159
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Nov 19 from Wilmington to Chicago, returning Mon, Nov 24, priced at $159 found 4 days ago
American Airlines
Wed, Dec 3 - Mon, Dec 8
ILG
Wilmington
ORD
Chicago
$169 Roundtrip, found 1 day ago
$169
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Dec 3 from Wilmington to Chicago, returning Mon, Dec 8, priced at $169 found 1 day ago
American Airlines
Tue, Dec 2 - Tue, Dec 9
ILG
Wilmington
ORD
Chicago
$179 Roundtrip, found 4 days ago
$179
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Dec 2 from Wilmington to Chicago, returning Tue, Dec 9, priced at $179 found 4 days ago
American Airlines
Sat, Nov 8 - Sat, Nov 15
ILG
Wilmington
ORD
Chicago
$194 Roundtrip, found 6 days ago
$194
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Nov 8 from Wilmington to Chicago, returning Sat, Nov 15, priced at $194 found 6 days ago
American Airlines
Tue, Nov 11 - Tue, Nov 18
ILG
Wilmington
ORD
Chicago
$194 Roundtrip, found 3 days ago
$194
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Nov 11 from Wilmington to Chicago, returning Tue, Nov 18, priced at $194 found 3 days ago
American Airlines
Wed, Dec 3 - Mon, Dec 8
ILG
Wilmington
ORD
Chicago
$199 Roundtrip, found 1 day ago
$199
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Dec 3 from Wilmington to Chicago, returning Mon, Dec 8, priced at $199 found 1 day ago
American Airlines
Tue, Dec 2 - Tue, Dec 9
ILG
Wilmington
ORD
Chicago
$204 Roundtrip, found 4 days ago
$204
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Dec 2 from Wilmington to Chicago, returning Tue, Dec 9, priced at $204 found 4 days ago
American Airlines
Tue, Dec 2 - Tue, Dec 9
ILG
Wilmington
ORD
Chicago
$214 Roundtrip, found 4 days ago
$214
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Dec 2 from Wilmington to Chicago, returning Tue, Dec 9, priced at $214 found 4 days ago
American Airlines
Wed, Dec 3 - Mon, Dec 8
ILG
Wilmington
ORD
Chicago
$214 Roundtrip, found 1 day ago
$214
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Dec 3 from Wilmington to Chicago, returning Mon, Dec 8, priced at $214 found 1 day ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $263
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $263
Flights from Wilmington (ILG) to Chicago (ORD)
Origin airport
New Castle
Destination airport
O'Hare Intl.
Airlines serving
American Airlines
Roundtrip price
$148
Distance
662 mi

Wilmington to Chicago Flights

The cheapest times to fly from Wilmington to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Wilmington to Chicago are during the month of December. You can find some of the cheapest flights from Wilmington to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Wilmington to Chicago

Sunday is one of the best days to book for cheap flights from Wilmington to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Wilmington to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Wilmington to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $70 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Wilmington to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Wilmington to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Wilmington, DE (ILG-New Castle) to O'Hare Intl. Airport (ORD) cost?
Get a cheap one-way flight from $70 or cheap return flight from $149 from Wilmington, DE (ILG-New Castle) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Wilmington, DE (ILG-New Castle) to O'Hare Intl. Airport (ORD)?
The cheapest month to fly from ILG to ORD is December, when there's less demand. Off-peak season is usually when airlines offer better prices between these airports.
Which airlines fly direct from Wilmington, DE (ILG-New Castle) to O'Hare Intl. Airport (ORD)?
You can't fly directly from Wilmington, DE (ILG-New Castle) to O'Hare Intl. Airport (ORD). However, you can find other airports with nonstop flights. Board your plane at Philadelphia Intl. Airport (PHL) and fly straight to Chicago without a layover.
What is the cheapest airline that flies from Wilmington, DE (ILG-New Castle) to O'Hare Intl. Airport (ORD)?
To find the cheapest airline that'll fly you from ILG to ORD, use Expedia's filter tool. Tailor your search based on your travel style, such as preferred carriers and flight duration. You can then sort your results by "Price (lowest to highest)" to see the cheapest fares upfront.
How many flights per day from Wilmington, DE (ILG-New Castle) to O'Hare Intl. Airport (ORD)?
You'll have to take a flight with a layover if you're traveling from Wilmington, DE (ILG-New Castle) to O'Hare Intl. Airport (ORD). Direct flights don't operate daily on this route. However, just filter your search to include one or two stops to find an option that works for you.
What day of the week has the most flights from ILG to ORD?
You'll typically find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can vary from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Wilmington, DE (ILG-New Castle) to O'Hare Intl. Airport (ORD)?
Book a flight from Wilmington, DE (ILG-New Castle) to O'Hare Intl. Airport (ORD) that leaves before 3 PM to reduce the risk of delays and cancellations. Later departures are on average 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Wilmington, DE (ILG-New Castle) to O'Hare Intl. Airport (ORD) last-minute?
Last-minute fares from ILG to ORD are typically more expensive. To secure the lowest prices, start looking for flights well in advance. That being said, if you're flexible with your travel dates, you may find a cheap ticket right before you leave.
Is it cheaper to book an ILG to ORD flight and hotel package?
Compared with arranging flights and hotels separately, booking an ILG to ORD flight and hotel package with Expedia could result in significant savings. What's more, having everything in one place takes the hassle out of planning your trip. Simply pick your flights and select from our extensive range of hotels, then personalize your trip with extras like tours, car rentals and activities.
Can I cancel or change the date of my flight from Wilmington, DE (ILG-New Castle) to O'Hare Intl. Airport (ORD)?
Generally, it's possible to reschedule or cancel your ILG to ORD flight. However, if it's been more than 24 hours since booking, additional fees may apply. Refer to your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find further details on our Customer Service portal.

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*Available to One Key members.