ILM - CHI

$150 Find Cheap Flights from Wilmington to Chicago - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 25% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$261
Typical prices: $286-$434
American Airlines
Tue 2/13Fri 2/16
ILM - ORD • Non-stop
Cheapest non-stop
$261
Typical prices: $277-$425
American Airlines
Sun 2/25Thu 3/1
ILM - ORD • Non-stop
Nonstop flights
There are currently no direct flights between Wilmington and Chicago. You'll need to take a connecting flight to reach the destination.
Insights
Insights
Top routes
Cheapest • 8% average savings
Most popular
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 20 weeks in advance save around 57% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 15% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $288 (round-trip)
Shortest trip • 4h 38m (one-way)
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Wilmington to Chicago (ILM-CHI)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Wilmington to Chicago

Thu, Feb 18 - Wed, Feb 24
American Airlines Logo
6:24 pm - 8:29 pmILM  Wilmington New Hanover County-ORD Chicago O'Hare Intl
3h 05mnonstop
American Airlines Logo
2:31 pm - 5:53 pmORD  Chicago O'Hare Intl-ILM Wilmington New Hanover County
2h 22mnonstop
$261American Airlines
Thu, Feb 25 - Mon, Mar 1
American Airlines Logo
6:24 pm - 8:29 pmILM  Wilmington New Hanover County-ORD Chicago O'Hare Intl
3h 05mnonstop
American Airlines Logo
2:31 pm - 5:53 pmORD  Chicago O'Hare Intl-ILM Wilmington New Hanover County
2h 22mnonstop
$261American Airlines
Sat, Feb 13 - Tue, Feb 16
American Airlines Logo
6:24 pm - 8:29 pmILM  Wilmington New Hanover County-ORD Chicago O'Hare Intl
3h 05mnonstop
American Airlines Logo
2:31 pm - 5:53 pmORD  Chicago O'Hare Intl-ILM Wilmington New Hanover County
2h 22mnonstop
$261American Airlines
Thu, Feb 25 - Mon, Mar 1
American Airlines Logo
6:24 pm - 8:29 pmILM  Wilmington New Hanover County-ORD Chicago O'Hare Intl
3h 05mnonstop
American Airlines Logo
1:06 pm - 6:34 pmORD  Chicago O'Hare Intl-ILM Wilmington New Hanover County
4h 28m1 stop Charlotte Douglas
$271American Airlines
Thu, Dec 3 - Mon, Dec 7
Delta Logo
5:32 pm - 10:54 pmILM  Wilmington New Hanover County-MDW Chicago Midway
6h 22m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 1:38 pmMDW  Chicago Midway-ILM Wilmington New Hanover County
6h 38m1 stop Atlanta Hartsfield-Jackson
$281Delta
Fri, Dec 11 - Mon, Dec 14
Delta Logo
5:45 pm - 10:54 pmILM  Wilmington New Hanover County-MDW Chicago Midway
6h 09m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 1:38 pmMDW  Chicago Midway-ILM Wilmington New Hanover County
6h 38m1 stop Atlanta Hartsfield-Jackson
$281Delta
Thu, Dec 10 - Tue, Dec 15
Delta Logo
5:32 pm - 10:54 pmILM  Wilmington New Hanover County-MDW Chicago Midway
6h 22m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:12 pm - 10:59 pmMDW  Chicago Midway-ILM Wilmington New Hanover County
4h 47m1 stop Atlanta Hartsfield-Jackson
$281Delta
Thu, Jan 14 - Sun, Jan 17
United Airlines Logo
6:00 am - 1:09 pmILM  Wilmington New Hanover County-ORD Chicago O'Hare Intl
8h 09m1 stop Newark
United Airlines Logo
4:30 pm - 11:58 pmORD  Chicago O'Hare Intl-ILM Wilmington New Hanover County
6h 28m1 stop Newark
$430United Airlines
Tue, Nov 24 - Thu, Dec 3
United Airlines Logo
6:00 am - 10:48 amILM  Wilmington New Hanover County-ORD Chicago O'Hare Intl
5h 48m1 stop Newark
United Airlines Logo
5:55 am - 12:22 pmORD  Chicago O'Hare Intl-ILM Wilmington New Hanover County
5h 27m1 stop Newark
$460United Airlines
Tue, Dec 1 - Tue, Dec 1
United Airlines Logo
6:05 am - 11:47 amILM  Wilmington New Hanover County-ORD Chicago O'Hare Intl
6h 42m1 stop Newark
United Airlines Logo
5:30 pm - 11:44 pmORD  Chicago O'Hare Intl-ILM Wilmington New Hanover County
5h 14m1 stop Newark
$472United Airlines
Booking Insights

Price, demand and travel trends for Wilmington to Chicago flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Wilmington to Chicago?

Round-trip flights from Wilmington to Chicago typically range from $286 to $434. The lowest price found in the past 5 days was $261, on American Airlines.

What is the cheapest Wilmington to Chicago flight route?

Wilmington (ILM) to Chicago Midway Airport (MDW) is the cheapest Wilmington to Chicago route, averaging $299 round-trip. Other Wilmington to Chicago routes average $353, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Wilmington to Chicago?

Based on deals KAYAK users found in the last 12 months, Friday is the cheapest day of the week to fly from Wilmington to Chicago. It’s 7% cheaper than the average day, while Monday is the most expensive, with prices 25% higher.

What’s the cheapest month to fly from Wilmington to Chicago?

•September is the cheapest month to fly from Wilmington to Chicago at $299 round-trip.
•July ($374) and August ($369) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 25% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Wilmington to Chicago the cheapest?

Flights from Wilmington to Chicago are cheapest 20 weeks before departure. Booking in this window typically costs about 57% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Wilmington to Chicago

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Key details for Wilmington to Chicago flights

Low season

December

Cheapest flight

$150
Beat the crowds with an average 50% drop in travelers.
The most popular month to fly with an average 74% increase in travelers.
One-way flight from Wilmington to Chicago O'Hare Intl Airport

When to book flights from Wilmington to Chicago

Are your dates flexible? Find out the best times to travel from Wilmington to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Wilmington to Chicago flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Wilmington to Chicago?

    These are the earliest and latest flight times available from Wilmington to Chicago:

    • Earliest: departs at 7:15 am and lands at 9:59 am
    • Latest: departs at 12:11 pm and lands at 2:55 pm.

    The flight takes about 2h 44m.

  • What cabin classes can I book on flights from Wilmington to Chicago?

    Two cabin classes are available on flights from Wilmington to Chicago:

    • Economy Class
    • First Class

  • How long is a flight from Wilmington to Chicago?

    A nonstop flight from Wilmington to Chicago takes 2h 44m, covering 744 miles.

  • Do I need a passport to fly from Wilmington to Chicago?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Wilmington to Chicago flight?

    Round-trip flights from Wilmington to Chicago range from $286 to $434, with an average of $352 over the past 12 months. Anything below $286 counts as a good deal.

  • How expensive are last-minute Wilmington to Chicago flights?

    Last-minute fares on this route (booked within two weeks of departure) run 39% above the $352 route average. Book 20 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Wilmington to Chicago?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $288 round-trip via New York LaGuardia (LGA), compared to $349 for nonstop.

  • What is the standard checked-bag allowance on flights from Wilmington to Chicago?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Have flight prices from Wilmington to Chicago changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $261 to $1,788. That means the highest observed fare was about 7x higher than the lowest one.

  • Which airlines offer Wi-Fi on Wilmington to Chicago flights?

    American Airlines is the only airline on the Wilmington to Chicago route offering in-flight Wi-Fi. Pricing depends on fare class.

  • How are flight prices from Wilmington to Chicago looking right now?

    One-way fares from Wilmington to Chicago are currently lower than usual. Average one-way flight prices are about $264, which is 6% below the typical average for this route.

  • What car rental options are available in Chicago?

    Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near Chicago O'Hare Intl Airport (ORD) — daily rates averaging $64:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Ace
    • Dollar

    Near Chicago Midway Airport (MDW) — daily rates averaging $84:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

    Near Chicago Greater Rockford Airport (RFD) — daily rates averaging $81:

    • Alamo
    • Enterprise Rent-A-Car
    • Budget
    • Avis
    • National

  • Which airports can I use when flying from Wilmington to Chicago?

    Flights from Wilmington to Chicago usually depart from Wilmington New Hanover County (ILM) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

  • Which airports do connecting flights from Wilmington to Chicago pass through?

    One-stop flights from Wilmington to Chicago most commonly connect through:

    • Charlotte Douglas (CLT) - 69% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 22% of one-stop connections
    • Newark (EWR) - 3% of one-stop connections
    • Washington, D.C. Reagan-National (DCA) - 2% of one-stop connections

  • Can I save money by using flexible dates for flights from Wilmington to Chicago?

    Yes. Flexible dates can save you up to 26% on flights from Wilmington to Chicago. Friday is the cheapest departure day at $330 round-trip on average, while Monday is the most expensive at $442, a difference of $112.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Wilmington to Chicago?

    Only American Airlines operates flights between Wilmington and Chicago.

  • How much time can I save by choosing a different layover airport from Wilmington to Chicago?

    Flying via Charlotte Douglas (CLT) gives the shortest average 1-stop total travel time at 4h 38m, compared with 4h 40m via Washington, D.C. Reagan-National (DCA) and 4h 56m via Philadelphia (PHL).

  • What is the time difference between Wilmington and Chicago?

    Chicago is 1 hour behind Wilmington (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago?

    Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Wilmington to Chicago flights?

    Among airlines operating Wilmington to Chicago flights:

    • American Airlines: offers extra legroom; offers free seat selection
    • United Airlines: offers extra legroom; offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Wilmington to Chicago flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • American Airlines: a cabin bag and a checked bag in Economy Class
    • United Airlines: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking Wilmington to Chicago flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Friday departure and avoid flying on Monday. On this route, Friday flights average $330, about $112 less than Monday fares (25% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 20 weeks before you fly. On this route, that window historically saves about 57% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Wilmington to Chicago trip for September. Fares historically average $299 round-trip in that month - typically $75 less than the most expensive month, which is July (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through New York LaGuardia Airport (LGA) can be cheaper than flying direct. The cheapest layover option averages $288 round-trip on this route - about $60 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.

    • DoubleTree by Hilton Chicago Midway Airport
    • Holiday Inn Chicago - Midway Airport S by IHG
    • Skylark Motel Chicago Midway Airport

More options for your flight from Wilmington to Chicago

Complete your trip to Chicago with a hotel stay or car rental