$145 Cheap flight deals from Chicago (CHI) to Leland (ILM)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Chicago to Leland

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Nov 14 - Sun, Nov 23
ORD
O'Hare Intl.
ILM
Wilmington Intl.
$324 Roundtrip, found 6 days ago
$324
Roundtrip
found 6 days ago
Select Delta flight, departing Fri, Nov 14 from O'Hare Intl. to Wilmington Intl., returning Sun, Nov 23, priced at $324 found 6 days ago
Fri, Nov 14 - Mon, Nov 24
MDW
Midway Intl.
ILM
Wilmington Intl.
$594 Roundtrip, found 6 days ago
$594
Roundtrip
found 6 days ago
Select Delta flight, departing Fri, Nov 14 from Midway Intl. to Wilmington Intl., returning Mon, Nov 24, priced at $594 found 6 days ago

Airfares from $145 One Way, $229 Round Trip from Chicago to Leland

Prices starting at $229 for return flights and $145 for one-way flights to Leland were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Aug 26 - Sat, Aug 29
ORD
Chicago
ILM
Wilmington
$229 Roundtrip, found 1 day ago
$229
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug 26 from Chicago to Wilmington, returning Sat, Aug 29, priced at $229 found 1 day ago
Wed, Aug 26 - Sat, Aug 29
ORD
Chicago
ILM
Wilmington
$249 Roundtrip, found 1 day ago
$249
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Aug 26 from Chicago to Wilmington, returning Sat, Aug 29, priced at $249 found 1 day ago
Thu, Dec 4 - Wed, Dec 10
MDW
Chicago
ILM
Wilmington
$253 Roundtrip, found 1 day ago
$253
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Dec 4 from Chicago to Wilmington, returning Wed, Dec 10, priced at $253 found 1 day ago
Thu, Dec 4 - Wed, Dec 10
ORD
Chicago
ILM
Wilmington
$253 Roundtrip, found 15 hours ago
$253
Roundtrip
found 15 hours ago
Select Delta flight, departing Thu, Dec 4 from Chicago to Wilmington, returning Wed, Dec 10, priced at $253 found 15 hours ago
Wed, Aug 26 - Sat, Aug 29
ORD
Chicago
ILM
Wilmington
$268 Roundtrip, found 1 day ago
$268
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug 26 from Chicago to Wilmington, returning Sat, Aug 29, priced at $268 found 1 day ago

Leland economy flight packages

Price found within the past 48 hours. Click for updated prices.
Westgate Myrtle Beach Oceanfront Resort
3.5-star property

Westgate Myrtle Beach Oceanfront Resort

8.2/10 Very Good! (1,030 reviews)

Dec 24 - Dec 27

3 night stay

Chicago (CHI) to Myrtle Beach (MYR)

Southwest Airlines • Non-stop • Coach

Myrtle Beach (MYR) to Chicago (CHI)

American Airlines • Non-stop • Coach
Price was $847, price is now $513 per person
$513
per person
found 5 hours ago
The sheets and blankets were wrinkled. Very poor quality blankets/comforters. The textured gave me allergies. Bed skirt was torn some places. Balcony chairs are good, but there should be at least one chair inside. Ocean front rooms especially people like me rent, so that we can sit in the balcony and enjoy the view and hear the shores, but your room AC outlet is right there, so instead of breeze we get the heat from the AC machine and instead of shores soothing sound we hear the mechanical sound from the AC machine. Quite disappointed. Tried to order from the elevator door advertisement, that was another disaster. I couldn’t reach them at all. Pool is great, Beach access and Ammusement park access is good, excellent staff. In short. Great staff, great location, but very low grade amenities.

Reviewed on Aug 1, 2025

Sea Watch Resort
3.0-star property

Sea Watch Resort

8/10 Very Good! (741 reviews)

Dec 13 - Dec 18

5 night stay

Chicago (ORD) to Myrtle Beach (MYR)

Spirit Airlines • Non-stop roundtrip • Coach
Price was $756, price is now $592 per person
$592
per person
found 1 day ago
Loved the view from balcony, certainly would stay here again.

Reviewed on Oct 29, 2024

North Beach Resort & Villas
4.0-star property

North Beach Resort & Villas

8.8/10 Excellent! (1,016 reviews)

Dec 24 - Dec 27

3 night stay

Chicago (CHI) to Myrtle Beach (MYR)

Southwest Airlines • Non-stop • Coach

Myrtle Beach (MYR) to Chicago (CHI)

American Airlines • Non-stop • Coach
Price was $837, price is now $657 per person
$657
per person
found 5 hours ago
This properly is perfect for a family vacation. Could not have been more satisfied.

Reviewed on Aug 4, 2025

Don't see what you're looking for?
See all available trips from Chicago to Leland
View all trips

Leland packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Wilmington, NC
3.0-star property

DoubleTree by Hilton Wilmington, NC

8.8/10 Excellent! (76 reviews)

Dec 14 - Dec 21

7 night stay

Chicago (ORD) to Wilmington (ILM)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $799, price is now $697 per person
$697
per person
found 1 day ago
Super clean facility. Ice machine on 5th floor not functioning. The area is a bit concerning.

Reviewed on Sep 22, 2025

Shell Island Resort - All Oceanfront Suites
3.5-star property

Shell Island Resort - All Oceanfront Suites

8.4/10 Very Good! (1,539 reviews)

Dec 14 - Dec 21

7 night stay

Chicago (ORD) to Wilmington (ILM)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $921, price is now $777 per person
$777
per person
found 1 day ago
The location was great for beach access and access to the start of the Iron Man swim.

Reviewed on Oct 27, 2025

Holiday Inn Resort Lumina on Wrightsville Beach by IHG
3.0-star property

Holiday Inn Resort Lumina on Wrightsville Beach by IHG

8.8/10 Excellent! (1,005 reviews)

Dec 14 - Dec 21

7 night stay

Chicago (ORD) to Wilmington (ILM)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $901, price is now $829 per person
$829
per person
found 1 day ago
Everything you need is on the property

Reviewed on May 5, 2025

Don't see what you're looking for?
See all available trips from Chicago to Leland
View all trips

More About Flying To Leland from Chicago

Route Information for Flights from Chicago to Leland

Origin Airport IATA Code
CHI
Destination Airport IATA Code
ILM
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Leland

Rack up your savings with low-cost flights from Chicago to Leland with Orbitz On-the-Go. Orbitz On-the-Go offers mobile-only deals and cutting edge mobile tools to help you find bargain flights from Chicago to Leland.

Mobile-Only Deals on Chicago to Leland flights

Find guaranteed low prices on Chicago to Leland flights using Orbitz On-the-Go. You can book discount domestic flights from Chicago to Leland, and international tickets on Chicago to Leland flights using our mobile site and apps.

Free Alerts Are No Surprise

Not only will you find cheap tickets on flights from Chicago to Leland, but Orbitz free alerts will keep you up to speed on flight status, plus gate and baggage claim details. Receive instant updates via your choice of email, voice or text. Orbitz keeps you easily on task and on budget.

Share Itineraries on Flights from Chicago to Leland

Are you traveling for business, pleasure or a combination of both? Keep family, friends and business contacts posted on flight and gate info. Just use MyTrips for iPhone, Android and web phones like Blackberry and Windows.

Add Smiles to Your Miles with Sales and Deals on Chicago to Leland Flights

Travel planning is easy when you store your frequent flyer and loyalty program information on your Orbitz account. Then snag a low-fare air ticket on Chicago to Leland flights, and you’re done. No muss, no fuss. Your miles will fly by with Orbitz On-the-Go cutting edge mobile tools and guaranteed low prices.

More Destinations

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.