$66+ Cheap flights from Illinois to Connecticut
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — BDL
Dec 9 — Dec 161
Round-trip
1 adult, Economy
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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 Illinois to ConnecticutExplore the most affordable flight options available from Illinois to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 9, 2026.
Explore the most affordable flight options available from Illinois to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 9, 2026.
This CheapOair deal was found by Cheapflights users on 11/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/67:07 pm -
Nonstop2h 23m
Thu 1/74:35 pm -
Nonstop2h 53m
Deal found 11/5![Avelo Airlines logo]()
$172
This Booking.com deal was found by Cheapflights users on 11/8. 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.
Thu 12/37:07 pm -
Nonstop2h 23m
Thu 12/104:25 pm -
Nonstop2h 53m
Deal found 11/8![Avelo Airlines logo]()
$198
This Expedia deal was found by Cheapflights users on 11/4. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/17:03 pm -
Nonstop2h 23m
Thu 12/34:25 pm -
Nonstop2h 53m
Deal found 11/4![Avelo Airlines logo]()
$204
This CheapOair deal was found by Cheapflights users on 11/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/67:07 pm -
Nonstop2h 23m
Thu 12/104:25 pm -
Nonstop2h 53m
Deal found 11/7![Avelo Airlines logo]()
$213
This Travelocity deal was found by Cheapflights users on 11/5. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:17 pm -
Nonstop2h 22m
Sun 11/154:45 pm -
Nonstop2h 39m
Deal found 11/5![Avelo Airlines logo]()
$214
This Booking.com deal was found by Cheapflights users on 11/6. 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.
Sun 11/227:13 pm -
Nonstop2h 23m
Thu 11/264:15 pm -
Nonstop2h 53m
Deal found 11/6![Avelo Airlines logo]()
$229
This CheapOair deal was found by Cheapflights users on 11/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/197:13 pm -
Nonstop2h 23m
Sun 11/224:35 pm -
Nonstop2h 53m
Deal found 11/7![Avelo Airlines logo]()
$233
This Travelocity deal was found by Cheapflights users on 11/6. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:09 pm -
Nonstop2h 20m
Tue 12/14:10 pm -
Nonstop2h 53m
Deal found 11/6![Avelo Airlines logo]()
$264
This Expedia deal was found by Cheapflights users on 11/7. 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.
Thu 11/127:09 pm -
Nonstop2h 20m
Mon 11/164:45 pm -
Nonstop2h 43m
Deal found 11/7![Avelo Airlines logo]()
$265
This American Airlines deal was found by Cheapflights users on 11/7. 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.
Tue 12/88:53 am -
1 stop4h 25m
Sat 12/125:57 pm -
Nonstop3h 02m
Deal found 11/7![American Airlines logo]()
$329
This CheapOair deal was found by Cheapflights users on 11/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/185:47 pm -
1 stop17h 03m
Sun 12/201:12 pm -
1 stop28h 21m
Deal found 11/4![Frontier logo]()
$330
This American Airlines deal was found by Cheapflights users on 11/7. 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 12/102:20 pm -
Nonstop2h 17m
Tue 12/227:00 am -
Nonstop3h 07m
Deal found 11/7![American Airlines logo]()
$334
Best flights from Illinois to ConnecticutDiscover carefully curated flight deals from Illinois to Connecticut that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 9, 2026.
Discover carefully curated flight deals from Illinois to Connecticut that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 9, 2026.
This CheapOair deal was found by Cheapflights users on 11/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:17 pm -
Nonstop2h 22m
Sun 11/154:45 pm -
Nonstop2h 39m
Deal found 11/4![Avelo Airlines logo]()
$224
This Mytrip deal was found by Cheapflights users on 11/8. 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 12/310:29 pm -
1 stop12h 56m
Thu 12/104:25 pm -
Nonstop2h 53m
Deal found 11/8![Multiple Airlines logo]()
$312
This Southwest deal was found by Cheapflights users on 11/8. 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 12/53:40 pm -
Nonstop2h 00m
Mon 12/76:25 pm -
Nonstop2h 30m
Deal found 11/8![Southwest logo]()
$334
This Delta deal was found by Cheapflights users on 11/7. 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.
Tue 12/85:30 pm -
1 stop5h 12m
Sat 12/1212:53 pm -
1 stop6h 08m
Deal found 11/7![Delta logo]()
$339
This American Airlines deal was found by Cheapflights users on 11/7. 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 1/63:25 pm -
1 stop6h 41m
Sun 1/106:38 pm -
1 stop6h 37m
Deal found 11/7![American Airlines logo]()
$348
This United Airlines deal was found by Cheapflights users on 11/6. 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.
Sun 11/228:15 am -
1 stop5h 03m
Thu 11/266:00 am -
1 stop5h 08m
Deal found 11/6![United Airlines logo]()
$379
This CheapOair deal was found by Cheapflights users on 11/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/197:13 pm -
Nonstop2h 23m
Sun 11/224:35 pm -
Nonstop2h 53m
Deal found 11/7![Avelo Airlines logo]()
$233
This Orbitz deal was found by Cheapflights users on 11/6. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:09 pm -
Nonstop2h 20m
Tue 12/14:10 pm -
Nonstop2h 53m
Deal found 11/6![Avelo Airlines logo]()
$264
This Booking.com deal was found by Cheapflights users on 11/4. 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.
Tue 12/17:03 pm -
Nonstop2h 23m
Thu 12/39:37 am -
3 stops16h 22m
Deal found 11/4![Multiple Airlines logo]()
$329
This Travelocity deal was found by Cheapflights users on 11/4. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/157:09 pm -
Nonstop2h 20m
Mon 11/164:45 pm -
Nonstop2h 43m
Deal found 11/4![Avelo Airlines logo]()
$285
This Southwest deal was found by Cheapflights users on 11/8. 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 12/234:05 pm -
1 stop6h 50m
Mon 1/47:25 am -
Nonstop2h 30m
Deal found 11/8![Southwest logo]()
$359
This Delta deal was found by Cheapflights users on 11/7. 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 1/73:00 pm -
1 stop4h 57m
Sun 1/105:12 pm -
1 stop6h 14m
Deal found 11/7![Delta logo]()
$369
This Mytrip deal was found by Cheapflights users on 11/6. 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.
Sun 11/227:13 pm -
Nonstop2h 23m
Thu 11/262:45 pm -
1 stop10h 58m
Deal found 11/6![Multiple Airlines logo]()
$352
This United Airlines deal was found by Cheapflights users on 11/7. 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 1/98:15 am -
1 stop4h 59m
Wed 1/135:07 pm -
1 stop5h 37m
Deal found 11/7![United Airlines logo]()
$399
This Southwest deal was found by Cheapflights users on 11/9. 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 12/31:20 pm -
Nonstop2h 05m
Mon 12/74:00 pm -
2 stops7h 45m
Deal found 11/9![Southwest logo]()
$364
This CheapOair deal was found by Cheapflights users on 11/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/157:09 pm -
Nonstop2h 20m
Tue 12/14:10 pm -
Nonstop2h 53m
Deal found 11/6![Avelo Airlines logo]()
$304
This Delta deal was found by Cheapflights users on 11/7. 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 1/63:00 pm -
1 stop4h 57m
Sun 1/105:12 pm -
1 stop6h 14m
Deal found 11/7![Delta logo]()
$369
This American Airlines deal was found by Cheapflights users on 11/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/15:11 am -
1 stop5h 09m
Tue 12/86:17 pm -
1 stop7h 05m
Deal found 11/4![American Airlines logo]()
$408
This United Airlines deal was found by Cheapflights users on 11/7. 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.
Sun 12/1310:57 am -
Nonstop2h 18m
Wed 12/169:35 am -
Nonstop2h 51m
Deal found 11/7![United Airlines logo]()
$400
This Delta deal was found by Cheapflights users on 11/8. 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 12/46:41 pm -
1 stop4h 06m
Mon 12/145:17 am -
1 stop5h 20m
Deal found 11/8![Delta logo]()
$379
This American Airlines deal was found by Cheapflights users on 11/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:00 am -
1 stop4h 17m
Wed 12/96:14 pm -
1 stop7h 08m
Deal found 11/4![American Airlines logo]()
$418
This CheapOair deal was found by Cheapflights users on 11/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:09 pm -
Nonstop2h 20m
Fri 11/134:45 pm -
Nonstop2h 43m
Deal found 11/8![Avelo Airlines logo]()
$320
This United Airlines deal was found by Cheapflights users on 11/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2711:00 am -
Nonstop2h 16m
Fri 11/277:54 pm -
1 stop5h 07m
Deal found 11/5![United Airlines logo]()
$407
This American Airlines deal was found by Cheapflights users on 11/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2111:25 am -
2 stops10h 32m
Sun 11/222:53 pm -
2 stops10h 14m
Deal found 11/4![American Airlines logo]()
$419
This Southwest deal was found by Cheapflights users on 11/7. 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 1/71:30 pm -
2 stops7h 05m
Sun 1/1012:20 pm -
1 stop7h 00m
Deal found 11/7![Southwest logo]()
$440
This Delta deal was found by Cheapflights users on 11/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/311:04 am -
1 stop5h 48m
Sat 2/131:03 pm -
2 stops10h 57m
Deal found 11/5![Delta logo]()
$400
This United Airlines deal was found by Cheapflights users on 11/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:07 pm -
1 stop4h 52m
Fri 11/277:54 pm -
1 stop5h 07m
Deal found 11/5![United Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 11/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/511:04 am -
1 stop5h 48m
Fri 2/125:09 pm -
1 stop6h 51m
Deal found 11/5![Delta logo]()
$404
This United Airlines deal was found by Cheapflights users on 11/6. 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 12/236:10 pm -
1 stop4h 36m
Sun 12/276:00 am -
1 stop4h 40m
Deal found 11/6![United Airlines logo]()
$432
This Delta deal was found by Cheapflights users on 11/7. 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 11/266:23 am -
1 stop6h 21m
Tue 12/111:31 am -
1 stop6h 35m
Deal found 11/7![Delta logo]()
$420
Last-minute flights from Illinois to ConnecticutDiscover last-minute flight deals from Illinois to Connecticut. Data last updated November 9, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Connecticut. Data last updated November 9, 2026 and is based on user searches.
This Orbitz deal was found by Cheapflights users on 11/6. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:09 pm -
Nonstop2h 20m
Tue 12/14:10 pm -
Nonstop2h 53m
Deal found 11/6![Avelo Airlines logo]()
$264
This Expedia deal was found by Cheapflights users on 11/7. 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.
Thu 11/127:09 pm -
Nonstop2h 20m
Mon 11/164:45 pm -
Nonstop2h 43m
Deal found 11/7![Avelo Airlines logo]()
$265
This Travelocity deal was found by Cheapflights users on 11/5. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:17 pm -
Nonstop2h 22m
Sun 11/154:45 pm -
Nonstop2h 39m
Deal found 11/5![Avelo Airlines logo]()
$214
This CheapOair deal was found by Cheapflights users on 11/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/197:13 pm -
Nonstop2h 23m
Sun 11/224:35 pm -
Nonstop2h 53m
Deal found 11/7![Avelo Airlines logo]()
$233
This Booking.com deal was found by Cheapflights users on 11/6. 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.
Sun 11/227:13 pm -
Nonstop2h 23m
Thu 11/264:15 pm -
Nonstop2h 53m
Deal found 11/6![Avelo Airlines logo]()
$229
This Expedia deal was found by Cheapflights users on 11/4. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/17:03 pm -
Nonstop2h 23m
Thu 12/34:25 pm -
Nonstop2h 53m
Deal found 11/4![Avelo Airlines logo]()
$204
This Booking.com deal was found by Cheapflights users on 11/8. 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.
Thu 12/37:07 pm -
Nonstop2h 23m
Thu 12/104:25 pm -
Nonstop2h 53m
Deal found 11/8![Avelo Airlines logo]()
$198
This CheapOair deal was found by Cheapflights users on 11/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/67:07 pm -
Nonstop2h 23m
Thu 1/74:35 pm -
Nonstop2h 53m
Deal found 11/5![Avelo Airlines logo]()
$172
This CheapOair deal was found by Cheapflights users on 11/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/67:07 pm -
Nonstop2h 23m
Thu 12/104:25 pm -
Nonstop2h 53m
Deal found 11/7![Avelo Airlines logo]()
$213
This American Airlines deal was found by Cheapflights users on 11/7. 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.
Tue 12/88:53 am -
1 stop4h 25m
Sat 12/125:57 pm -
Nonstop3h 02m
Deal found 11/7![American Airlines logo]()
$329
This American Airlines deal was found by Cheapflights users on 11/7. 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 12/102:20 pm -
Nonstop2h 17m
Tue 12/227:00 am -
Nonstop3h 07m
Deal found 11/7![American Airlines logo]()
$334
This CheapOair deal was found by Cheapflights users on 11/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/185:47 pm -
1 stop17h 03m
Sun 12/201:12 pm -
1 stop28h 21m
Deal found 11/4![Frontier logo]()
$330
One-way flights from Illinois to ConnecticutSearch for one-way flight options from Illinois to Connecticut. Find affordable one-way fares based on user searches. Data last updated November 9, 2026.
Search for one-way flight options from Illinois to Connecticut. Find affordable one-way fares based on user searches. Data last updated November 9, 2026.
This CheapOair deal was found by Cheapflights users on 11/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/247:28 pm -
Nonstop2h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Avelo Airlines logo]()
$66
This CheapOair deal was found by Cheapflights users on 11/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/77:28 pm -
Nonstop2h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Avelo Airlines logo]()
$68
This Gotogate deal was found by Cheapflights users on 11/9. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/247:08 pm -
Nonstop2h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Avelo Airlines logo]()
$101
This CheapOair deal was found by Cheapflights users on 11/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/77:28 pm -
Nonstop2h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Avelo Airlines logo]()
$104
This CheapOair deal was found by Cheapflights users on 11/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/17:03 pm -
Nonstop2h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Avelo Airlines logo]()
$110
This Travelocity deal was found by Cheapflights users on 11/6. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/227:13 pm -
Nonstop2h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Avelo Airlines logo]()
$118
This CheapOair deal was found by Cheapflights users on 11/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:09 pm -
Nonstop2h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Avelo Airlines logo]()
$124
This United Airlines deal was found by Cheapflights users on 11/4. 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 12/56:20 pm -
Nonstop2h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![United Airlines logo]()
$149
This Southwest deal was found by Cheapflights users on 11/4. 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.
Sat 12/58:05 am -
Nonstop2h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Southwest logo]()
$149
This Jetabroad deal was found by Cheapflights users on 11/5. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/189:51 am -
1 stop27h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Frontier logo]()
$150
This Mytrip deal was found by Cheapflights users on 11/6. 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.
Mon 12/215:47 pm -
1 stop17h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Frontier logo]()
$151
This CheapOair deal was found by Cheapflights users on 11/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/68:37 pm -
1 stop15h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Frontier logo]()
$151
Find flight deals from Illinois to Connecticut
Keep the following information in mind while searching for Illinois to Connecticut flight deals. Data was last updated November 9, 2026.
Round-trip from | $130 (CheapOair) |
|---|---|
One-way from | $66 (CheapOair) |
Popular in | April |
Cheapest in | January |
Average price | $443 |
Good round-trip deal | $158 or less |
Good one-way deal | $213 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Illinois to Connecticut 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 7,457,451 searches. Data last updated November 9, 2026.
Use the filters below to find and compare flights from Illinois to Connecticut that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoNew Haven
ORD Chicago O'Hare Intl - HVN Tweed-New Haven
ORDHVN
Chicago O'Hare Intl
Sun 1/24
7:28 pm-10:46 pm
Nonstop2h 18m
Tweed-New Haven
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$66
ChicagoNew Haven
ORD Chicago O'Hare Intl - HVN Tweed-New Haven
ORDHVN
Chicago O'Hare Intl
Tue 12/1
7:03 pm-10:26 pm
Nonstop2h 23m
Tweed-New Haven
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$110
ChicagoNew Haven
ORD Chicago O'Hare Intl - HVN Tweed-New Haven
ORDHVN
Chicago O'Hare Intl
Thu 12/3
7:07 pm-10:30 pm
Nonstop2h 23m
Tweed-New Haven
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$110
ChicagoHartford
ORD Chicago O'Hare Intl - BDL Hartford Bradley Intl
ORDBDL
Chicago O'Hare Intl
Sat 12/5
6:20 pm-9:40 pm
Nonstop2h 20m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$149
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Thu 12/3
6:20 pm-9:25 pm
Nonstop2h 05m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$149
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Sat 12/5
8:05 am-11:15 am
Nonstop2h 10m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$149
ChicagoHartford
ORD Chicago O'Hare Intl - BDL Hartford Bradley Intl
ORDBDL
Chicago O'Hare Intl
Sat 12/5
1:34 pm-9:15 pm
1 stop6h 41m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Sat 12/5
5:30 pm-11:42 pm
1 stop5h 12m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Wed 12/2
12:45 pm-10:10 pm
2 stops8h 25m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$164
ChicagoHartford
ORD Chicago O'Hare Intl - BDL Hartford Bradley Intl
ORDBDL
Chicago O'Hare Intl
Sat 12/5
2:59 pm-11:59 pm
1 stop8h 00m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$168
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Illinois to Connecticut
Have a flexible travel schedule? Discover the best time to fly to Connecticut from Illinois with our price prediction graph.
ORD-HVN
ORD-BDL
MDW-BDL
SPI-BDL
PIA-BDL
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 Illinois to Connecticut
USIL-USCT
ORD-HVN
ORD-BDL
MDW-BDL
SPI-BDL
What is the cheapest month to book a flight from Illinois to Connecticut?
Currently, December is the cheapest month in which you can book a flight from Illinois to Connecticut (average of $368). Flying from Illinois to Connecticut in October is currently the most expensive (average of $504). 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 IL to CT?
Find hourly flight availability from Illinois to Connecticut. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 9, 2026.
One of the essential ways to save on airfare from Illinois to Connecticut is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 23% on airfare.
Weekly flight availability from Illinois to Connecticut
Explore weekly flight availability from Illinois to Connecticut. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 9, 2026.
The most flights from USIL to USCT are scheduled on a Monday (19 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (15 on average).
How much does it cost to fly round-trip from Illinois to Connecticut?
Airfare is below average for this route at the moment.
Illinois to Connecticut flights typically cost between $382 and $568 in December.The cheapest round-trip price found within the last 5 days was $329 on American Airlines (Dec 8-Dec 12).
How far ahead should I book a flight from Illinois to Connecticut?
The price you pay for your flight from Illinois to Connecticut may vary depending on when you book. For the best chance of a lower fare, look to book 69 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 Illinois to Connecticut?
Use this chart to determine the cheapest time to fly round-trip from Illinois to Connecticut. Price data was last updated on November 7, 2026.
Travelers seeking maximum savings on their Illinois to Connecticut flight should consider departing on Sunday afternoons when fares are most often at their lowest. Tuesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Connecticut
Get insights into the airlines that provide service to Connecticut. 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 Connecticut. Reviews last updated November 9, 2026.
Read reviews from past customers who have flown Southwest,Delta, andAvelo Airlines from Illinois to Connecticut. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.4
Overall
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.4
Overall
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.4
Overall
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Avelo Airlines
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.4
Overall
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.4
Overall
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.4
Overall
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Related info for your journey
Find useful and relevant information for your journey from Illinois to Connecticut. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Illinois to Connecticut
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Connecticut by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Illinois to Connecticut by cabin class
Find flights from Illinois to Connecticut, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Illinois and Connecticut flights
Browse other Illinois and Connecticut flight options. Last updated on November 9, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Connecticut
Find the right flight back to Illinois after your stay in Connecticut
Illinois to Connecticut flights
Consider these flights traveling from Illinois to Connecticut.
Top 5 airlines flying from Illinois to Connecticut
Discover the top 5 airlines that operate flights from Illinois to Connecticut. 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 7,457,451 searches. Data last updated November 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$151 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$254 | Average$434 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$273 | Average$421 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$289 | Average$411 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$308 | Average$530 | FlexibilityNo cancel fee | On-timeN/A |