$99+ 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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
ILM — CHI
Sep 3 — Sep 101
Round-trip
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Wilmington to Chicago
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Cheapest flights from Wilmington to ChicagoExplore 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 August 4, 2026.
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 August 4, 2026.
This Mytrip deal was found by Cheapflights users on 8/2. 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 9/119:11 am -
1 stop10h 02m
Wed 9/166:10 pm -
1 stop14h 36m
Deal found 8/2![Avelo Airlines logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/283:10 pm -
1 stop25h 10m
Fri 10/27:11 am -
1 stop11h 47m
Deal found 8/4![Multiple Airlines logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/143:10 pm -
1 stop25h 10m
Fri 9/257:11 am -
1 stop11h 47m
Deal found 8/3![Multiple Airlines logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:10 pm -
1 stop25h 10m
Fri 9/257:11 am -
1 stop11h 47m
Deal found 8/3![Multiple Airlines logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:10 pm -
1 stop25h 10m
Wed 9/167:11 am -
2 stops30h 20m
Deal found 8/2![Multiple Airlines logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/313:39 pm -
1 stop22h 11m
Mon 9/78:05 am -
2 stops26h 03m
Deal found 8/1![Multiple Airlines logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:06 pm -
2 stops19h 39m
Fri 9/257:11 am -
1 stop11h 47m
Deal found 8/3![Multiple Airlines logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/143:10 pm -
1 stop25h 10m
Wed 9/237:11 am -
2 stops30h 18m
Deal found 8/3![Multiple Airlines logo]()
$269
This American Airlines deal was found by Cheapflights users on 7/31. 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.
Fri 8/286:17 pm -
Nonstop2h 50m
Mon 8/318:09 pm -
Nonstop2h 25m
Deal found 7/31![American Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:10 pm -
1 stop25h 10m
Wed 9/237:11 am -
2 stops30h 18m
Deal found 8/3![Multiple Airlines logo]()
$280
This American Airlines deal was found by Cheapflights users on 8/2. 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 8/276:17 pm -
Nonstop2h 50m
Sun 8/308:09 pm -
Nonstop2h 25m
Deal found 8/2![American Airlines logo]()
$281
This Delta deal was found by Cheapflights users on 8/4. 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 9/255:50 pm -
1 stop5h 54m
Tue 9/296:05 am -
1 stop6h 36m
Deal found 8/4![Delta logo]()
$299
Best flights from Wilmington to ChicagoDiscover carefully curated flight deals from Wilmington to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 4, 2026.
Discover carefully curated flight deals from Wilmington to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 4, 2026.
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Sat 10/102:40 pm -
1 stop4h 11m
Thu 10/158:37 pm -
Nonstop2h 22m
Deal found 7/30![American Airlines logo]()
$289
This Delta deal was found by Cheapflights users on 8/4. 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.
Sat 9/194:31 pm -
1 stop7h 13m
Tue 9/226:05 am -
1 stop6h 36m
Deal found 8/4![Delta logo]()
$299
This United Airlines deal was found by Cheapflights users on 8/2. 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.
Tue 9/17:00 am -
1 stop7h 01m
Mon 9/711:59 am -
Nonstop2h 19m
Deal found 8/2![United Airlines logo]()
$389
This Delta deal was found by Cheapflights users on 8/4. 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 9/255:50 pm -
1 stop5h 54m
Tue 9/296:05 am -
1 stop6h 36m
Deal found 8/4![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 7/31. 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.
Thu 10/156:20 am -
1 stop6h 30m
Sat 10/174:19 pm -
1 stop4h 37m
Deal found 7/31![Delta logo]()
$386
This United Airlines deal was found by Cheapflights users on 8/4. 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.
Fri 8/73:41 pm -
Nonstop2h 48m
Mon 8/103:57 pm -
1 stop6h 45m
Deal found 8/4![United Airlines logo]()
$519
This United Airlines deal was found by Cheapflights users on 8/2. 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.
Sat 9/266:00 am -
1 stop7h 54m
Tue 9/296:55 am -
2 stops15h 04m
Deal found 8/2![United Airlines logo]()
$551
This Delta deal was found by Cheapflights users on 7/31. 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.
Sat 9/512:15 pm -
1 stop4h 29m
Sun 9/136:05 am -
1 stop6h 36m
Deal found 7/31![Delta logo]()
$529
This United Airlines deal was found by Cheapflights users on 8/4. 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.
Sat 9/197:00 am -
1 stop6h 59m
Tue 9/2210:38 am -
2 stops12h 19m
Deal found 8/4![United Airlines logo]()
$554
This Delta deal was found by Cheapflights users on 7/31. 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.
Sat 8/84:37 pm -
1 stop5h 18m
Sun 8/96:40 am -
1 stop6h 03m
Deal found 7/31![Delta logo]()
$529
This Delta deal was found by Cheapflights users on 8/4. 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 8/76:47 pm -
1 stop6h 10m
Mon 8/105:30 am -
1 stop7h 13m
Deal found 8/4![Delta logo]()
$529
This United Airlines deal was found by Cheapflights users on 7/30. 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.
Fri 8/287:00 am -
1 stop6h 59m
Sun 8/3010:25 am -
2 stops12h 32m
Deal found 7/30![United Airlines logo]()
$595
This Delta deal was found by Cheapflights users on 8/3. 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 10/165:49 pm -
1 stop5h 44m
Sun 10/186:04 am -
1 stop6h 35m
Deal found 8/3![Delta logo]()
$569
This United Airlines deal was found by Cheapflights users on 8/3. 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 9/37:00 am -
2 stops12h 59m
Mon 9/79:27 pm -
2 stops13h 36m
Deal found 8/3![United Airlines logo]()
$631
This Delta deal was found by Cheapflights users on 8/4. 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 9/166:30 am -
1 stop4h 19m
Mon 9/211:19 pm -
2 stops8h 49m
Deal found 8/4![Delta logo]()
$574
This Delta deal was found by Cheapflights users on 8/1. 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 8/216:47 pm -
1 stop4h 49m
Sun 8/235:10 pm -
1 stop5h 47m
Deal found 8/1![Delta logo]()
$589
This Delta deal was found by Cheapflights users on 8/4. 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.
Sat 9/51:15 pm -
2 stops8h 15m
Sun 9/135:30 am -
1 stop7h 11m
Deal found 8/4![Delta logo]()
$624
This Delta deal was found by Cheapflights users on 8/1. 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 8/146:47 pm -
1 stop6h 10m
Mon 8/1711:30 am -
2 stops11h 27m
Deal found 8/1![Delta logo]()
$629
Last-minute flights from Wilmington to ChicagoDiscover last-minute flight deals from Wilmington to Chicago. Data last updated August 4, 2026 and is based on user searches.
Discover last-minute flight deals from Wilmington to Chicago. Data last updated August 4, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/2. 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 8/276:17 pm -
Nonstop2h 50m
Sun 8/308:09 pm -
Nonstop2h 25m
Deal found 8/2![American Airlines logo]()
$281
This American Airlines deal was found by Cheapflights users on 7/31. 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.
Fri 8/286:17 pm -
Nonstop2h 50m
Mon 8/318:09 pm -
Nonstop2h 25m
Deal found 7/31![American Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/313:39 pm -
1 stop22h 11m
Mon 9/78:05 am -
2 stops26h 03m
Deal found 8/1![Multiple Airlines logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:06 pm -
2 stops19h 39m
Fri 9/257:11 am -
1 stop11h 47m
Deal found 8/3![Multiple Airlines logo]()
$267
This Mytrip deal was found by Cheapflights users on 8/2. 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 9/119:11 am -
1 stop10h 02m
Wed 9/166:10 pm -
1 stop14h 36m
Deal found 8/2![Avelo Airlines logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:10 pm -
1 stop25h 10m
Fri 9/257:11 am -
1 stop11h 47m
Deal found 8/3![Multiple Airlines logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:10 pm -
1 stop25h 10m
Wed 9/167:11 am -
2 stops30h 20m
Deal found 8/2![Multiple Airlines logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:10 pm -
1 stop25h 10m
Wed 9/237:11 am -
2 stops30h 18m
Deal found 8/3![Multiple Airlines logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/143:10 pm -
1 stop25h 10m
Fri 9/257:11 am -
1 stop11h 47m
Deal found 8/3![Multiple Airlines logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/143:10 pm -
1 stop25h 10m
Wed 9/237:11 am -
2 stops30h 18m
Deal found 8/3![Multiple Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 8/4. 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 9/255:50 pm -
1 stop5h 54m
Tue 9/296:05 am -
1 stop6h 36m
Deal found 8/4![Delta logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/283:10 pm -
1 stop25h 10m
Fri 10/27:11 am -
1 stop11h 47m
Deal found 8/4![Multiple Airlines logo]()
$231
One-way flights from Wilmington to ChicagoSearch for one-way flight options from Wilmington to Chicago. Find affordable one-way fares based on user searches. Data last updated August 4, 2026.
Search for one-way flight options from Wilmington to Chicago. Find affordable one-way fares based on user searches. Data last updated August 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/313:39 pm -
1 stop22h 11m
Deal found 7/31![Multiple Airlines logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/213:10 pm -
1 stop25h 10m
Deal found 8/4![Multiple Airlines logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/53:10 pm -
1 stop25h 10m
Deal found 7/30![Multiple Airlines logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/283:10 pm -
1 stop25h 10m
Deal found 7/31![Multiple Airlines logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/23:10 pm -
1 stop25h 10m
Deal found 7/31![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:10 pm -
1 stop25h 10m
Deal found 8/4![Multiple Airlines logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/14:38 pm -
2 stops28h 30m
Deal found 7/31![Multiple Airlines logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/14:38 pm -
2 stops31h 09m
Deal found 7/31![Multiple Airlines logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/18:06 pm -
2 stops38h 55m
Deal found 8/3![Multiple Airlines logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/294:16 pm -
1 stop7h 43m
Deal found 7/31![Multiple Airlines logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/138:06 pm -
2 stops28h 38m
Deal found 8/4![Multiple Airlines logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:10 pm -
2 stops27h 41m
Deal found 8/4![Multiple Airlines logo]()
$158
Find 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 August 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $220 (Mytrip) |
One-way from | $99 (Kiwi.com) |
Popular in | November |
Cheapest in | February |
Average price | $319 |
Good round-trip deal | $381 or less |
Good one-way deal | $273 or less |
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 August 4, 2026.
Use the filters below to find and compare flights from Wilmington to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
WilmingtonChicago
ILM - ORD
ILMORD
Wilmington New Hanover County
Sat 10/10
2:40 pm-5:51 pm
1 stop4h 11m
Chicago O'Hare Intl
Thu 10/15
8:37 pm-11:59 pm
Nonstop2h 22m
$289
WilmingtonChicago
ILM - MDW
ILMMDW
Wilmington New Hanover County
Sat 9/19
4:31 pm-10:44 pm
1 stop7h 13m
Chicago Midway
Tue 9/22
6:05 am-1:41 pm
1 stop6h 36m
$299
WilmingtonChicago
ILM - MDW
ILMMDW
Wilmington New Hanover County
Fri 9/25
5:50 pm-10:44 pm
1 stop5h 54m
Chicago Midway
Tue 9/29
6:05 am-1:41 pm
1 stop6h 36m
$299
WilmingtonChicago
ILM - MDW
ILMMDW
Wilmington New Hanover County
Thu 10/15
6:20 am-11:50 am
1 stop6h 30m
Chicago Midway
Sat 10/17
4:19 pm-9:56 pm
1 stop4h 37m
$386
WilmingtonChicago
ILM - ORD
ILMORD
Wilmington New Hanover County
Tue 9/1
7:00 am-1:01 pm
1 stop7h 01m
Chicago O'Hare Intl
Mon 9/7
11:59 am-3:18 pm
Nonstop2h 19m
$389
WilmingtonChicago
ILM - ORD
ILMORD
Wilmington New Hanover County
Fri 8/7
3:41 pm-5:29 pm
Nonstop2h 48m
Chicago O'Hare Intl
Mon 8/10
3:57 pm-11:42 pm
1 stop6h 45m
$519
WilmingtonChicago
ILM - MDW
ILMMDW
Wilmington New Hanover County
Sat 9/5
12:15 pm-3:44 pm
1 stop4h 29m
Chicago Midway
Sun 9/13
6:05 am-1:41 pm
1 stop6h 36m
$529
WilmingtonChicago
ILM - ORD
ILMORD
Wilmington New Hanover County
Sat 8/8
4:37 pm-8:55 pm
1 stop5h 18m
Chicago O'Hare Intl
Sun 8/9
6:40 am-1:43 pm
1 stop6h 03m
$529
WilmingtonChicago
ILM - ORD
ILMORD
Wilmington New Hanover County
Fri 8/7
6:47 pm-11:57 pm
1 stop6h 10m
Chicago O'Hare Intl
Mon 8/10
5:30 am-1:43 pm
1 stop7h 13m
$529
WilmingtonChicago
ILM - ORD
ILMORD
Wilmington New Hanover County
Sat 9/26
6:00 am-12:54 pm
1 stop7h 54m
Chicago O'Hare Intl
Tue 9/29
6:55 am-10:59 pm
2 stops15h 04m
$551
Showing 1-10 of 39 resultsSorted by cheapest first
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 August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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 FlightHub the most. FlightHub 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.
ILM-CHI
ILM-ORD
ILM-MDW
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
ILM-CHI
ILM-ORD
ILM-MDW
What is the cheapest month to book a flight from Wilmington to Chicago?
Currently, January is the cheapest month in which you can book a flight from Wilmington to Chicago (average of $306). Flying from Wilmington to Chicago in July is currently the most expensive (average of $397). 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 August 4, 2026.
A simple way to save on the total cost of your ticket is to fly from Wilmington to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 31% on your trip compared to booking a flight at noon.
How much does it cost to fly round-trip from Wilmington to Chicago?
Airfare is below average for this route at the moment.
Wilmington to Chicago flights typically cost between $269 and $399 in September.The cheapest round-trip price found within the last 5 days was $220 on Avelo Airlines (Sep 11-Sep 16).
How far ahead should I book a flight from Wilmington to Chicago?
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 88 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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 August 1, 2026.
Travelers seeking maximum savings on their Wilmington to Chicago flight should consider departing on Saturday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
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 August 4, 2026.
Read through reviews of airlines operating flights from Wilmington to Chicago, such as United Airlines and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.7
Food
6.6
Entertainment
7.1
Crew
8.1
Overall
7.4
Comfort
7.3
Reviews
1 / 20
2.0
MediocreDeb,Jan 2025
MKE - ORD
Boarding
7.7
Food
6.6
Entertainment
7.1
Crew
8.1
Overall
7.4
Comfort
7.3
Reviews
1 / 20
2.0
MediocreDeb,Jan 2025
MKE - ORD
Boarding
7.7
Food
6.6
Entertainment
7.1
Crew
8.1
Overall
7.4
Comfort
7.3
Reviews
1 / 20
2.0
MediocreDeb,Jan 2025
MKE - ORD
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.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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Wilmington and Chicago flights
Browse other Wilmington and Chicago flight options. Last updated on August 4, 2026.
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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 August 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$249 | Average$366 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$269 | Average$349 | FlexibilityNo cancel fee | On-time69% |