$109+ Cheap flights from Chicago (CHI) to Delaware
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 9/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ILG
Sep 4 — Sep 111
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Delaware with Cheapflights
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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Cheapest flights from Chicago to DelawareExplore the most affordable flight options available from Chicago to Delaware. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 5, 2026.
Explore the most affordable flight options available from Chicago to Delaware. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 5, 2026.
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:25 am -
Nonstop2h 24m
Mon 9/141:50 pm -
1 stop26h 30m
Deal found 8/4![Frontier logo]()
$170
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:00 am -
Nonstop2h 17m
Tue 8/258:15 am -
1 stop8h 45m
Deal found 8/3![Frontier logo]()
$173
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:00 am -
Nonstop2h 17m
Tue 9/18:30 am -
1 stop12h 38m
Deal found 7/31![Frontier logo]()
$174
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/271:59 pm -
1 stop7h 34m
Thu 9/35:30 pm -
Nonstop2h 42m
Deal found 7/31![Frontier logo]()
$175
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1410:26 am -
1 stop6h 48m
Mon 9/2111:54 am -
Nonstop2h 36m
Deal found 7/31![Frontier logo]()
$176
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:26 am -
1 stop6h 48m
Sun 9/1311:54 am -
Nonstop2h 36m
Deal found 8/1![Frontier logo]()
$178
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 11/66:50 am -
Nonstop2h 10m
Thu 11/1211:05 am -
Nonstop2h 36m
Deal found 8/2![Frontier logo]()
$179
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/218:37 am -
Nonstop2h 15m
Tue 8/258:15 am -
1 stop8h 45m
Deal found 7/31![Frontier logo]()
$180
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/48:37 am -
Nonstop2h 15m
Mon 9/73:00 pm -
1 stop9h 08m
Deal found 7/31![Frontier logo]()
$181
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/318:37 am -
Nonstop2h 15m
Mon 9/76:00 am -
Nonstop2h 29m
Deal found 8/1![Frontier logo]()
$182
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2611:50 am -
1 stop9h 43m
Sat 8/292:45 pm -
1 stop9h 02m
Deal found 7/31![Frontier logo]()
$200
This Frontier deal was found by Cheapflights users on 8/5. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:25 am -
1 stop10h 49m
Sat 9/266:00 am -
1 stop6h 59m
Deal found 8/5![Frontier logo]()
$201
Best flights from Chicago to DelawareDiscover carefully curated flight deals from Chicago to Delaware that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 5, 2026.
Discover carefully curated flight deals from Chicago to Delaware that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 5, 2026.
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/13:00 pm -
1 stop7h 07m
Sun 10/47:00 am -
1 stop7h 45m
Deal found 8/4![JetBlue logo]()
$261
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:30 am -
1 stop6h 51m
Tue 9/811:04 am -
Nonstop2h 25m
Deal found 7/31![United Airlines logo]()
$278
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/53:20 pm -
Nonstop2h 05m
Tue 9/86:25 pm -
Nonstop2h 10m
Deal found 7/31![Southwest logo]()
$279
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.
Mon 8/313:25 pm -
1 stop5h 12m
Sat 11/2112:09 pm -
1 stop5h 54m
Deal found 7/31![Delta logo]()
$308
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 8/287:05 am -
2 stops11h 49m
Mon 8/317:27 pm -
1 stop28h 41m
Deal found 8/3![Multiple Airlines logo]()
$447
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.
Sat 9/51:22 pm -
1 stop5h 34m
Sat 9/126:41 am -
1 stop6h 35m
Deal found 7/31![American Airlines logo]()
$500
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/193:20 pm -
Nonstop2h 05m
Mon 9/2112:45 pm -
Nonstop2h 00m
Deal found 7/31![Southwest logo]()
$279
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.
Tue 8/258:45 am -
1 stop4h 36m
Sat 8/291:30 pm -
Nonstop2h 25m
Deal found 8/4![United Airlines logo]()
$289
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:00 am -
Nonstop2h 10m
Thu 9/176:35 pm -
1 stop4h 25m
Deal found 8/3![Southwest logo]()
$289
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/245:20 pm -
1 stop5h 06m
Fri 8/2812:10 pm -
1 stop7h 39m
Deal found 8/2![Delta logo]()
$336
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:35 am -
1 stop5h 50m
Tue 8/2510:45 am -
Nonstop2h 10m
Deal found 8/1![Southwest logo]()
$289
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 9/511:22 am -
Nonstop2h 18m
Sun 9/135:01 pm -
Nonstop2h 30m
Deal found 8/4![United Airlines logo]()
$331
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:55 am -
1 stop4h 35m
Sat 9/123:40 pm -
Nonstop2h 05m
Deal found 8/2![Southwest logo]()
$289
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 9/266:15 pm -
Nonstop2h 14m
Tue 10/61:24 pm -
Nonstop2h 26m
Deal found 8/4![United Airlines logo]()
$359
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/162:00 pm -
1 stop6h 55m
Wed 9/236:00 am -
2 stops11h 05m
Deal found 8/2![Southwest logo]()
$304
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 9/2511:15 am -
1 stop7h 16m
Mon 9/288:35 pm -
1 stop27h 24m
Deal found 8/2![Multiple Airlines logo]()
$452
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.
Wed 9/3011:25 am -
Nonstop2h 18m
Thu 10/16:10 am -
Nonstop2h 25m
Deal found 8/4![United Airlines logo]()
$359
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/175:55 am -
1 stop6h 20m
Thu 9/245:55 am -
2 stops7h 20m
Deal found 8/3![Southwest logo]()
$304
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/21:15 pm -
1 stop5h 56m
Wed 9/98:45 am -
1 stop6h 24m
Deal found 8/3![American Airlines logo]()
$500
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/38:45 am -
1 stop4h 36m
Sun 9/61:30 pm -
Nonstop2h 25m
Deal found 8/1![United Airlines logo]()
$359
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/281:00 pm -
Nonstop2h 00m
Tue 9/11:45 pm -
Nonstop2h 05m
Deal found 8/4![Southwest logo]()
$316
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.
Thu 9/242:30 pm -
Nonstop2h 24m
Tue 10/65:08 pm -
Nonstop2h 30m
Deal found 8/4![United Airlines logo]()
$359
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:45 pm -
Nonstop2h 00m
Mon 9/78:00 am -
Nonstop2h 05m
Deal found 8/4![Southwest logo]()
$316
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/14:00 pm -
1 stop5h 59m
Sun 10/46:41 am -
1 stop6h 35m
Deal found 8/1![American Airlines logo]()
$560
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.
Wed 9/3011:25 am -
Nonstop2h 18m
Wed 10/76:10 am -
Nonstop2h 25m
Deal found 8/4![United Airlines logo]()
$359
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/218:00 am -
Nonstop2h 10m
Tue 8/257:15 am -
1 stop7h 15m
Deal found 7/31![Southwest logo]()
$326
Last-minute flights from Chicago to DelawareDiscover last-minute flight deals from Chicago to Delaware. Data last updated August 5, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Delaware. Data last updated August 5, 2026 and is based on user searches.
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:00 am -
Nonstop2h 17m
Tue 8/258:15 am -
1 stop8h 45m
Deal found 8/3![Frontier logo]()
$173
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/218:37 am -
Nonstop2h 15m
Tue 8/258:15 am -
1 stop8h 45m
Deal found 7/31![Frontier logo]()
$180
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2611:50 am -
1 stop9h 43m
Sat 8/292:45 pm -
1 stop9h 02m
Deal found 7/31![Frontier logo]()
$200
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:00 am -
Nonstop2h 17m
Sat 8/298:15 am -
1 stop8h 45m
Deal found 7/31![Frontier logo]()
$174
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/271:59 pm -
1 stop7h 34m
Thu 9/35:30 pm -
Nonstop2h 42m
Deal found 7/31![Frontier logo]()
$175
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/318:37 am -
Nonstop2h 15m
Mon 9/76:00 am -
Nonstop2h 29m
Deal found 8/1![Frontier logo]()
$182
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/48:37 am -
Nonstop2h 15m
Mon 9/73:00 pm -
1 stop9h 08m
Deal found 7/31![Frontier logo]()
$181
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:26 am -
1 stop6h 48m
Sun 9/1311:54 am -
Nonstop2h 36m
Deal found 8/1![Frontier logo]()
$178
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:25 am -
Nonstop2h 24m
Mon 9/141:50 pm -
1 stop26h 30m
Deal found 8/4![Frontier logo]()
$170
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1410:26 am -
1 stop6h 48m
Mon 9/2111:54 am -
Nonstop2h 36m
Deal found 7/31![Frontier logo]()
$176
This Frontier deal was found by Cheapflights users on 8/5. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:25 am -
1 stop10h 49m
Sat 9/266:00 am -
1 stop6h 59m
Deal found 8/5![Frontier logo]()
$201
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 9/283:50 pm -
1 stop7h 19m
Fri 10/211:54 am -
Nonstop2h 36m
Deal found 7/31![Frontier logo]()
$184
One-way flights from Chicago to DelawareSearch for one-way flight options from Chicago to Delaware. Find affordable one-way fares based on user searches. Data last updated August 5, 2026.
Search for one-way flight options from Chicago to Delaware. Find affordable one-way fares based on user searches. Data last updated August 5, 2026.
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:46 pm -
1 stop11h 30m
Deal found 8/4![Frontier logo]()
$109
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/318:37 am -
Nonstop2h 15m
Deal found 8/4![Frontier logo]()
$109
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/288:37 am -
Nonstop2h 15m
Deal found 8/4![Frontier logo]()
$110
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/48:37 am -
Nonstop2h 15m
Deal found 8/4![Frontier logo]()
$111
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.
Sun 8/307:05 am -
1 stop23h 10m
Deal found 7/31![Frontier logo]()
$114
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.
Sun 10/410:26 am -
1 stop19h 50m
Deal found 8/2![Frontier logo]()
$115
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 11/22:03 pm -
1 stop8h 08m
Deal found 7/31![Frontier logo]()
$116
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.
Fri 10/210:26 am -
1 stop11h 52m
Deal found 8/1![Frontier logo]()
$118
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/88:52 pm -
Nonstop2h 23m
Deal found 8/2![Frontier logo]()
$120
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 8/3111:50 am -
2 stops12h 26m
Deal found 8/1![Frontier logo]()
$122
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/236:00 am -
Nonstop2h 17m
Deal found 8/1![Frontier logo]()
$122
This Super.com deal was found by Cheapflights users on 8/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/411:50 am -
1 stop7h 38m
Deal found 8/5![Frontier logo]()
$124
Find flight deals from Chicago to Delaware
Keep the following information in mind while searching for Chicago to Delaware flight deals. Data was last updated August 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $170 (Booking.com) |
One-way from | $109 (Trip.com) |
Popular in | June |
Cheapest in | October |
Average price | $250 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Delaware 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 5, 2026.
Use the filters below to find and compare flights from Chicago to Delaware that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoPhiladelphia
ORD Chicago O'Hare Intl - PHL Philadelphia
ORDPHL
Chicago O'Hare Intl
Thu 10/1
3:00 pm-11:07 pm
1 stop7h 07m
Philadelphia
Sun 10/4
7:00 am-1:45 pm
1 stop7h 45m
$261
ChicagoPhiladelphia
ORD Chicago O'Hare Intl - PHL Philadelphia
ORDPHL
Chicago O'Hare Intl
Sat 9/5
6:30 am-2:21 pm
1 stop6h 51m
Philadelphia
Tue 9/8
11:04 am-12:29 pm
Nonstop2h 25m
$278
ChicagoPhiladelphia
MDW Chicago Midway - PHL Philadelphia
MDWPHL
Chicago Midway
Sat 9/5
3:20 pm-6:25 pm
Nonstop2h 05m
Philadelphia
Tue 9/8
6:25 pm-7:35 pm
Nonstop2h 10m
$279
Quickest round-trip
ChicagoPhiladelphia
MDW Chicago Midway - PHL Philadelphia
MDWPHL
Chicago Midway
Sat 9/19
3:20 pm-6:25 pm
Nonstop2h 05m
Philadelphia
Mon 9/21
12:45 pm-1:45 pm
Nonstop2h 00m
$279
ChicagoPhiladelphia
ORD Chicago O'Hare Intl - PHL Philadelphia
ORDPHL
Chicago O'Hare Intl
Tue 8/25
8:45 am-2:21 pm
1 stop4h 36m
Philadelphia
Sat 8/29
1:30 pm-2:55 pm
Nonstop2h 25m
$289
ChicagoPhiladelphia
MDW Chicago Midway - PHL Philadelphia
MDWPHL
Chicago Midway
Thu 9/10
8:00 am-11:10 am
Nonstop2h 10m
Philadelphia
Thu 9/17
6:35 pm-10:00 pm
1 stop4h 25m
$289
ChicagoPhiladelphia
MDW Chicago Midway - PHL Philadelphia
MDWPHL
Chicago Midway
Sat 8/22
6:35 am-1:25 pm
1 stop5h 50m
Philadelphia
Tue 8/25
10:45 am-11:55 am
Nonstop2h 10m
$289
ChicagoPhiladelphia
MDW Chicago Midway - PHL Philadelphia
MDWPHL
Chicago Midway
Thu 9/10
7:55 am-1:30 pm
1 stop4h 35m
Philadelphia
Sat 9/12
3:40 pm-4:45 pm
Nonstop2h 05m
$289
ChicagoPhiladelphia
MDW Chicago Midway - PHL Philadelphia
MDWPHL
Chicago Midway
Wed 9/16
2:00 pm-9:55 pm
1 stop6h 55m
Philadelphia
Wed 9/23
6:00 am-4:05 pm
2 stops11h 05m
$304
ChicagoPhiladelphia
MDW Chicago Midway - PHL Philadelphia
MDWPHL
Chicago Midway
Thu 9/17
5:55 am-1:15 pm
1 stop6h 20m
Philadelphia
Thu 9/24
5:55 am-12:15 pm
2 stops7h 20m
$304
Showing 1-10 of 50 resultsSorted by cheapest first
Best time to book a flight from Chicago to Delaware
Have a flexible travel schedule? Discover the best time to fly to Delaware from Chicago with our price prediction graph.
ORD-PHL
MDW-PHL
ORD-SBY
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 Chicago to Delaware
CHI-USDE
ORD-PHL
MDW-PHL
ORD-SBY
No data available for this route at this time. Please check back soon.
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