Cheap Flights from Wilmington to Chicago
Cheap Flights from Wilmington to Chicago
Looking for cheap flights from Wilmington to Chicago? PointsYeah scans award availability across major airline and bank transfer programs in one place, so travelers can compare the lowest points and cash routes faster. Instead of searching each airline separately, users can see pricing from programs like Chase, Amex, Capital One, Citi, and Bilt side by side.
Award prices from Wilmington to Chicago vary by season, cabin, and date, but available award flights can start around 7,500 points one way, with premium cabins available at higher mileage levels. The live search above allows filtering by cabin, airline, stops, or maximum points to find the best award flights from Wilmington to Chicago for specific travel dates.
2026-11-05
ILM - ORD
Economy | 1 Stop | 9+ left
From 7,500 Pts + $25.6
2026-11-06
ILM - ORD
Economy | 1 Stop | 9+ left
From 7,500 Pts + $25.6
2026-11-07
ILM - ORD
Economy | 1 Stop | 4 left
From 7,500 Pts + $25.6
2026-11-09
ILM - ORD
Economy | 1 Stop | 4 left
From 7,500 Pts + $25.6
2026-11-10
ILM - ORD
Economy | 1 Stop | 9+ left
From 7,500 Pts + $25.6
2026-11-11
ILM - ORD
Economy | 1 Stop | 9+ left
From 7,500 Pts + $25.6
Wilmington to Chicago flight facts
Distance
759 mi
1,221 km in a straight line
Estimated flight time
about 2h
In the air, for the straight-line distance
Time difference
−1h
Chicago is 1 hour behind Wilmington.
Airports in Wilmington
ILM · Wilmington Intl
Airports in Chicago
DPA · Dupage
MDW · Chicago Midway Intl
ORD · Chicago O'Hare Intl
Nearby airport alternatives
Flights Myrtle Beach - Chicago · Myrtle Beach is 72 mi from Wilmington
Flights Raleigh-durham - Chicago · Raleigh-durham is 122 mi from Wilmington
Flights Charleston - Chicago · Charleston is 155 mi from Wilmington
Flights Wilmington - Springfield · Springfield is 167 mi from Chicago
Flights Greensboro - Chicago · Greensboro is 171 mi from Wilmington
Flights Charlotte - Chicago · Charlotte is 185 mi from Wilmington
Premium cabin flights from Wilmington to Chicago
Premium cabin
2026-11-12
ILM - ORD
First | 1 Stop | 9+ left
From 15,000 Pts + $25.6
Premium cabin
2026-11-13
ILM - ORD
First | 1 Stop | 6 left
From 15,000 Pts + $25.6
Premium cabin
2026-11-14
ILM - ORD
First | 1 Stop | 6 left
From 15,000 Pts + $25.6
Premium cabin
2026-11-16
ILM - ORD
First | 1 Stop | 5 left
From 15,000 Pts + $25.6
Premium cabin
2026-11-17
ILM - ORD
First | 1 Stop | 6 left
From 15,000 Pts + $25.6
Premium cabin
2026-11-18
ILM - ORD
First | 1 Stop | 4 left
From 15,000 Pts + $25.6
Selected hotels for your next stay
Chicago (United States)
Chicago Athletic Association
From 15,000 Pts or $236
Chicago (USA)
ACME Hotel Chicago, Outset Collection by Hilton
From 28,000 Pts or $75
Chicago, IL (USA)
Waldorf Astoria Chicago
From 95,000 Pts or $407
Frequently Asked Questions
The cheapest route from Wilmington to Chicago depends on award space, transfer bonuses, and travel dates. PointsYeah compares bank and airline programs in one place so you can find the best points and cash combinations faster.
Yes. Transferable points from Chase, Amex, Capital One, Citi, and Bilt can often be moved to airline partners for flights from Wilmington to Chicago.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Wilmington to Chicago.
Wilmington and Chicago are about 759 miles (1,221 km) apart in a straight line.
Flying the 759-mile straight-line distance takes about 2h in the air, estimated from typical cruising speed. Actual travel time depends on the routing; itineraries with connections take longer.
Chicago is 1 hour behind Wilmington.
Departures from Wilmington: Wilmington Intl (ILM). Arrivals in Chicago: Dupage (DPA), Chicago Midway Intl (MDW), Chicago O'Hare Intl (ORD).
Travelers searching this route also look at other popular routes into Chicago, plus the return trip when we track it. Fares and award space change daily.
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