$115+ 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 11/2. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — BDL
Oct 23 — Oct 301
Round-trip
1 adult, Economy
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Find cheap flights from Illinois to Connecticut with Cheapflights
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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 September 23, 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 September 23, 2026.
This Kissandfly.com deal was found by Cheapflights users on 9/23. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:17 pm -
Nonstop2h 22m
Mon 10/54:30 pm -
Nonstop2h 43m
Deal found 9/23![Avelo Airlines logo]()
$210
This Kissandfly.com deal was found by Cheapflights users on 9/22. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/237:17 pm -
Nonstop2h 22m
Mon 10/264:45 pm -
Nonstop2h 43m
Deal found 9/22![Avelo Airlines logo]()
$211
This Trip.com deal was found by Cheapflights users on 9/22. 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.
Fri 11/67:17 pm -
Nonstop2h 22m
Sun 11/84:45 pm -
Nonstop2h 39m
Deal found 9/22![Avelo Airlines logo]()
$223
This CheapOair deal was found by Cheapflights users on 9/22. 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 12/37:07 pm -
Nonstop2h 23m
Sun 12/64:25 pm -
Nonstop2h 53m
Deal found 9/22![Avelo Airlines logo]()
$226
This Trip.com deal was found by Cheapflights users on 9/20. 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.
Fri 10/167:17 pm -
Nonstop2h 22m
Wed 10/212:40 pm -
Nonstop2h 53m
Deal found 9/20![Avelo Airlines logo]()
$227
This CheapOair deal was found by Cheapflights users on 9/23. 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
Thu 11/264:15 pm -
Nonstop2h 53m
Deal found 9/23![Avelo Airlines logo]()
$232
This Super.com deal was found by Cheapflights users on 9/20. 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 10/297:39 pm -
Nonstop2h 20m
Sun 11/15:15 pm -
Nonstop2h 39m
Deal found 9/20![Avelo Airlines logo]()
$235
This CheapOair deal was found by Cheapflights users on 9/19. 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 10/292:42 pm -
1 stop8h 17m
Mon 11/23:15 pm -
1 stop26h 48m
Deal found 9/19![Multiple Airlines logo]()
$277
This KAYAK deal was found by Cheapflights users on 9/21. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/212:55 pm -
1 stop8h 03m
Sat 10/246:25 am -
1 stop5h 59m
Deal found 9/21![JetBlue logo]()
$280
This Travelocity deal was found by Cheapflights users on 9/19. 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 11/192:59 pm -
1 stop8h 00m
Mon 11/2312:26 pm -
1 stop13h 16m
Deal found 9/19![Multiple Airlines logo]()
$284
This CheapOair deal was found by Cheapflights users on 9/21. 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 10/156:58 pm -
1 stop18h 23m
Sat 10/176:25 am -
1 stop5h 59m
Deal found 9/21![Multiple Airlines logo]()
$289
This KAYAK deal was found by Cheapflights users on 9/20. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/162:55 pm -
1 stop8h 03m
Wed 10/216:25 am -
1 stop5h 59m
Deal found 9/20![JetBlue logo]()
$292
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 September 23, 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 September 23, 2026.
This CheapOair deal was found by Cheapflights users on 9/23. 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
Thu 11/264:15 pm -
Nonstop2h 53m
Deal found 9/23![Avelo Airlines logo]()
$232
This Southwest deal was found by Cheapflights users on 9/20. 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 12/21:20 pm -
Nonstop2h 05m
Sat 12/53:50 pm -
Nonstop2h 30m
Deal found 9/20![Southwest logo]()
$297
This United Airlines deal was found by Cheapflights users on 9/23. 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 10/157:30 am -
Nonstop2h 19m
Mon 10/196:00 am -
1 stop6h 46m
Deal found 9/23![United Airlines logo]()
$307
This Delta deal was found by Cheapflights users on 9/19. 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 11/175:13 pm -
1 stop6h 02m
Mon 11/2311:39 am -
1 stop5h 39m
Deal found 9/19![Delta logo]()
$317
This American Airlines deal was found by Cheapflights users on 9/21. 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 11/65:00 am -
1 stop5h 35m
Sat 11/76:11 pm -
1 stop6h 48m
Deal found 9/21![American Airlines logo]()
$339
This Mytrip deal was found by Cheapflights users on 9/19. 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 11/57:09 pm -
Nonstop2h 20m
Sun 11/87:00 pm -
2 stops24h 45m
Deal found 9/19![Multiple Airlines logo]()
$341
This CheapOair deal was found by Cheapflights users on 9/23. 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.
Wed 10/215:25 pm -
Nonstop2h 32m
Mon 10/264:45 pm -
Nonstop2h 43m
Deal found 9/23![Avelo Airlines logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 9/20. 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.
Sat 10/38:33 pm -
2 stops26h 03m
Wed 10/76:00 am -
1 stop13h 56m
Deal found 9/20![Breeze Airways logo]()
$536
This CheapOair deal was found by Cheapflights users on 9/19. 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 10/167:17 pm -
Nonstop2h 22m
Mon 10/194:45 pm -
Nonstop2h 43m
Deal found 9/19![Avelo Airlines logo]()
$259
This Southwest deal was found by Cheapflights users on 9/23. 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 11/198:50 am -
1 stop4h 30m
Mon 11/236:40 pm -
Nonstop2h 25m
Deal found 9/23![Southwest logo]()
$307
This CheapOair deal was found by Cheapflights users on 9/19. 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
Thu 12/314:15 pm -
Nonstop2h 53m
Deal found 9/19![Avelo Airlines logo]()
$260
This United Airlines deal was found by Cheapflights users on 9/19. 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 10/162:30 pm -
Nonstop2h 23m
Mon 10/196:05 am -
Nonstop2h 45m
Deal found 9/19![United Airlines logo]()
$333
This Delta deal was found by Cheapflights users on 9/21. 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 11/66:06 am -
1 stop5h 47m
Sat 11/76:00 am -
1 stop6h 26m
Deal found 9/21![Delta logo]()
$339
This Southwest deal was found by Cheapflights users on 9/23. 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 11/58:00 am -
Nonstop2h 10m
Mon 11/92:30 pm -
2 stops9h 15m
Deal found 9/23![Southwest logo]()
$312
This American Airlines deal was found by Cheapflights users on 9/21. 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 12/251:46 pm -
2 stops8h 42m
Mon 1/47:00 am -
1 stop4h 53m
Deal found 9/21![American Airlines logo]()
$344
This Super.com deal was found by Cheapflights users on 9/21. 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 10/197:17 pm -
Nonstop2h 22m
Mon 10/264:45 pm -
Nonstop2h 43m
Deal found 9/21![Avelo Airlines logo]()
$265
This Delta deal was found by Cheapflights users on 9/22. 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 11/125:13 pm -
1 stop6h 02m
Tue 11/175:33 pm -
1 stop6h 35m
Deal found 9/22![Delta logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 9/23. 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.
Wed 10/217:36 pm -
1 stop17h 45m
Wed 10/286:00 am -
1 stop13h 56m
Deal found 9/23![Multiple Airlines logo]()
$387
This American Airlines deal was found by Cheapflights users on 9/22. 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 11/125:03 pm -
1 stop5h 45m
Tue 11/179:50 am -
2 stops7h 38m
Deal found 9/22![American Airlines logo]()
$354
This Southwest deal was found by Cheapflights users on 9/19. 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 12/91:15 pm -
1 stop6h 45m
Thu 12/1012:30 pm -
2 stops8h 55m
Deal found 9/19![Southwest logo]()
$322
This CheapOair deal was found by Cheapflights users on 9/21. 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 11/247:13 pm -
Nonstop2h 23m
Tue 12/14:10 pm -
Nonstop2h 53m
Deal found 9/21![Avelo Airlines logo]()
$287
This Southwest deal was found by Cheapflights users on 9/19. 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 10/166:45 pm -
Nonstop2h 10m
Mon 10/197:05 pm -
1 stop6h 20m
Deal found 9/19![Southwest logo]()
$323
This United Airlines deal was found by Cheapflights users on 9/19. 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 11/177:25 am -
Nonstop2h 18m
Mon 11/239:37 am -
Nonstop2h 52m
Deal found 9/19![United Airlines logo]()
$397
This Delta deal was found by Cheapflights users on 9/19. 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 11/176:44 pm -
1 stop3h 57m
Tue 11/245:30 am -
1 stop5h 16m
Deal found 9/19![Delta logo]()
$374
This United Airlines deal was found by Cheapflights users on 9/19. 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 10/287:25 am -
Nonstop2h 18m
Sat 10/319:38 am -
Nonstop2h 52m
Deal found 9/19![United Airlines logo]()
$397
This Southwest deal was found by Cheapflights users on 9/23. 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.
Tue 11/176:00 am -
1 stop4h 50m
Sat 11/212:30 pm -
2 stops6h 55m
Deal found 9/23![Southwest logo]()
$338
This Mytrip deal was found by Cheapflights users on 9/23. 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 10/27:17 pm -
Nonstop2h 22m
Mon 10/56:09 pm -
2 stops18h 42m
Deal found 9/23![Multiple Airlines logo]()
$451
This Delta deal was found by Cheapflights users on 9/23. 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 11/166:44 pm -
1 stop3h 57m
Wed 11/255:30 am -
1 stop5h 16m
Deal found 9/23![Delta logo]()
$374
This American Airlines deal was found by Cheapflights users on 9/21. 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 11/52:34 pm -
2 stops8h 07m
Sun 11/86:26 pm -
1 stop6h 33m
Deal found 9/21![American Airlines logo]()
$434
This United Airlines deal was found by Cheapflights users on 9/23. 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 10/207:30 am -
Nonstop2h 19m
Wed 10/216:05 am -
Nonstop2h 45m
Deal found 9/23![United Airlines logo]()
$397
Last-minute flights from Illinois to ConnecticutDiscover last-minute flight deals from Illinois to Connecticut. Data last updated September 23, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Connecticut. Data last updated September 23, 2026 and is based on user searches.
This Kissandfly.com deal was found by Cheapflights users on 9/23. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:17 pm -
Nonstop2h 22m
Mon 10/54:30 pm -
Nonstop2h 43m
Deal found 9/23![Avelo Airlines logo]()
$210
This CheapOair deal was found by Cheapflights users on 9/21. 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 10/156:58 pm -
1 stop18h 23m
Sat 10/176:25 am -
1 stop5h 59m
Deal found 9/21![Multiple Airlines logo]()
$289
This KAYAK deal was found by Cheapflights users on 9/22. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/152:55 pm -
1 stop8h 03m
Mon 10/196:25 am -
1 stop5h 59m
Deal found 9/22![JetBlue logo]()
$293
This Trip.com deal was found by Cheapflights users on 9/20. 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.
Fri 10/167:17 pm -
Nonstop2h 22m
Wed 10/212:40 pm -
Nonstop2h 53m
Deal found 9/20![Avelo Airlines logo]()
$227
This KAYAK deal was found by Cheapflights users on 9/20. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/162:55 pm -
1 stop8h 03m
Wed 10/216:25 am -
1 stop5h 59m
Deal found 9/20![JetBlue logo]()
$292
This JetBlue deal was found by Cheapflights users on 9/21. 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.
Fri 10/162:55 pm -
1 stop8h 03m
Sat 10/176:25 am -
1 stop5h 59m
Deal found 9/21![JetBlue logo]()
$295
This KAYAK deal was found by Cheapflights users on 9/21. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/212:55 pm -
1 stop8h 03m
Sat 10/246:25 am -
1 stop5h 59m
Deal found 9/21![JetBlue logo]()
$280
This Kissandfly.com deal was found by Cheapflights users on 9/22. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/237:17 pm -
Nonstop2h 22m
Mon 10/264:45 pm -
Nonstop2h 43m
Deal found 9/22![Avelo Airlines logo]()
$211
This Expedia deal was found by Cheapflights users on 9/19. 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 10/285:25 pm -
Nonstop2h 32m
Sun 11/15:15 pm -
Nonstop2h 39m
Deal found 9/19![Avelo Airlines logo]()
$238
This Super.com deal was found by Cheapflights users on 9/20. 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 10/297:39 pm -
Nonstop2h 20m
Sun 11/15:15 pm -
Nonstop2h 39m
Deal found 9/20![Avelo Airlines logo]()
$235
This CheapOair deal was found by Cheapflights users on 9/19. 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 10/292:42 pm -
1 stop8h 17m
Mon 11/23:15 pm -
1 stop26h 48m
Deal found 9/19![Multiple Airlines logo]()
$277
This American Airlines deal was found by Cheapflights users on 9/19. 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 10/298:00 pm -
Nonstop2h 25m
Mon 11/212:22 pm -
Nonstop2h 48m
Deal found 9/19![American Airlines logo]()
$297
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 September 23, 2026.
Search for one-way flight options from Illinois to Connecticut. Find affordable one-way fares based on user searches. Data last updated September 23, 2026.
This CheapOair deal was found by Cheapflights users on 9/20. 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.
Mon 11/27:17 pm -
Nonstop2h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Avelo Airlines logo]()
$115
This Super.com deal was found by Cheapflights users on 9/22. 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 10/27:17 pm -
Nonstop2h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Avelo Airlines logo]()
$118
This Super.com deal was found by Cheapflights users on 9/21. 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 11/57:09 pm -
Nonstop2h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Avelo Airlines logo]()
$120
This CheapOair deal was found by Cheapflights users on 9/23. 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 12/177:13 pm -
Nonstop2h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Avelo Airlines logo]()
$123
This CheapOair deal was found by Cheapflights users on 9/19. 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.
Wed 9/306:10 pm -
Nonstop2h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Avelo Airlines logo]()
$132
This CheapOair deal was found by Cheapflights users on 9/22. 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 10/307:17 pm -
Nonstop2h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Avelo Airlines logo]()
$140
This CheapOair deal was found by Cheapflights users on 9/23. 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 10/97:17 pm -
Nonstop2h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Avelo Airlines logo]()
$150
This Delta deal was found by Cheapflights users on 9/23. 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 10/195:29 pm -
1 stop5h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Delta logo]()
$159
This Delta deal was found by Cheapflights users on 9/22. 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 10/196:44 pm -
1 stop3h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Delta logo]()
$159
This KAYAK deal was found by Cheapflights users on 9/21. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/53:00 pm -
1 stop7h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![JetBlue logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 9/21. 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 11/58:00 am -
2 stops26h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Multiple Airlines logo]()
$162
This Super.com deal was found by Cheapflights users on 9/21. 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 10/57:17 pm -
Nonstop2h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Avelo Airlines logo]()
$164
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 September 23, 2026.
Round-trip from | $211 (Kissandfly.com) |
|---|---|
One-way from | $115 (CheapOair) |
Popular in | April |
Cheapest in | January |
Average price | $355 |
Good round-trip deal | $129 or less |
Good one-way deal | $75 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 September 23, 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
Thu 11/12
7:09 pm-10:29 pm
Nonstop2h 20m
Tweed-New Haven
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$120
ChicagoNew Haven
ORD Chicago O'Hare Intl - HVN Tweed-New Haven
ORDHVN
Chicago O'Hare Intl
Thu 12/17
7:13 pm-10:36 pm
Nonstop2h 23m
Tweed-New Haven
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$123
ChicagoNew Haven
ORD Chicago O'Hare Intl - HVN Tweed-New Haven
ORDHVN
Chicago O'Hare Intl
Mon 11/9
7:17 pm-10:39 pm
Nonstop2h 22m
Tweed-New Haven
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$129
ChicagoNew Haven
ORD Chicago O'Hare Intl - HVN Tweed-New Haven
ORDHVN
Chicago O'Hare Intl
Wed 9/30
6:10 pm-9:42 pm
Nonstop2h 32m
Tweed-New Haven
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$132
ChicagoNew Haven
ORD Chicago O'Hare Intl - HVN Tweed-New Haven
ORDHVN
Chicago O'Hare Intl
Thu 10/15
7:39 pm-10:59 pm
Nonstop2h 20m
Tweed-New Haven
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$140
ChicagoHartford
ORD Chicago O'Hare Intl - BDL Hartford Bradley Intl
ORDBDL
Chicago O'Hare Intl
Sat 10/17
7:00 am-12:02 pm
1 stop4h 02m
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
Tue 10/20
3:25 pm-10:25 pm
1 stop6h 00m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoHartford
ORD Chicago O'Hare Intl - BDL Hartford Bradley Intl
ORDBDL
Chicago O'Hare Intl
Wed 12/16
6:49 am-4:04 pm
1 stop8h 15m
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 10/28
5:30 am-12:15 pm
1 stop5h 45m
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 12/16
6:41 pm-11:47 pm
1 stop4h 06m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
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
PIA-BDL
BMI-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
PIA-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 $323). Flying from Illinois to Connecticut in July is currently the most expensive (average of $501). 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 September 23, 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 September 23, 2026.
The most flights from USIL to USCT are scheduled on a Tuesday (19 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (8 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 $280 and $500 in October.The cheapest round-trip price found within the last 5 days was $277 on Multiple Airlines (Oct 29-Nov 2).
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 September 19, 2026.
Travelers seeking maximum savings on their Illinois to Connecticut flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday at noon 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 September 23, 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.
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Avelo Airlines
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
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.
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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 September 23, 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 September 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$145 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$226 | Average$377 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$232 | Average$477 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$248 | Average$403 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$308 | Average$530 | FlexibilityNo cancel fee | On-timeN/A |