$75+ Cheap flights from Connecticut to O'Hare Intl (ORD)
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 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — ORD
Oct 15 — Oct 221
Round-trip
1 adult, Economy
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Cheapest flights from Connecticut to O'Hare IntlExplore the most affordable flight options available from Connecticut to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2026.
Explore the most affordable flight options available from Connecticut to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2026.
This Mytrip deal was found by Cheapflights users on 9/14. 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.
Wed 10/282:40 pm -
Nonstop2h 53m
Sun 11/17:39 pm -
Nonstop2h 20m
Deal found 9/14![Avelo Airlines logo]()
$139
This Flightnetwork deal was found by Cheapflights users on 9/13. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/134:45 pm -
Nonstop2h 43m
Sun 11/157:09 pm -
Nonstop2h 20m
Deal found 9/13![Avelo Airlines logo]()
$149
This Expedia deal was found by Cheapflights users on 9/11. 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 9/233:25 pm -
Nonstop2h 53m
Fri 9/257:17 pm -
Nonstop2h 22m
Deal found 9/11![Avelo Airlines logo]()
$150
This FlightHub deal was found by Cheapflights users on 9/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/124:45 pm -
Nonstop2h 39m
Sun 11/157:09 pm -
Nonstop2h 20m
Deal found 9/13![Avelo Airlines logo]()
$158
This Booking.com deal was found by Cheapflights users on 9/10. 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 9/273:35 pm -
Nonstop2h 43m
Thu 10/16:07 pm -
Nonstop2h 22m
Deal found 9/10![Avelo Airlines logo]()
$163
This Expedia deal was found by Cheapflights users on 9/11. 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 10/225:15 pm -
Nonstop2h 39m
Fri 10/237:17 pm -
Nonstop2h 22m
Deal found 9/11![Avelo Airlines logo]()
$173
This Expedia deal was found by Cheapflights users on 9/11. 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.
Fri 10/164:45 pm -
Nonstop2h 43m
Mon 10/197:17 pm -
Nonstop2h 22m
Deal found 9/11![Avelo Airlines logo]()
$175
This Expedia deal was found by Cheapflights users on 9/11. 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 10/295:15 pm -
Nonstop2h 39m
Sun 11/17:39 pm -
Nonstop2h 20m
Deal found 9/11![Avelo Airlines logo]()
$183
This Trip.com deal was found by Cheapflights users on 9/14. 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 10/295:15 pm -
Nonstop2h 39m
Thu 11/57:09 pm -
Nonstop2h 20m
Deal found 9/14![Avelo Airlines logo]()
$194
This Expedia deal was found by Cheapflights users on 9/12. 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 10/13:35 pm -
Nonstop2h 43m
Fri 10/27:17 pm -
Nonstop2h 22m
Deal found 9/12![Avelo Airlines logo]()
$200
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/216:30 am -
1 stop4h 37m
Thu 10/224:26 pm -
Nonstop2h 34m
Deal found 9/14![American Airlines logo]()
$232
This Priceline deal was found by Cheapflights users on 9/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:10 am -
1 stop6h 22m
Wed 10/146:00 am -
1 stop9h 14m
Deal found 9/10![Frontier logo]()
$234
Best flights from Connecticut to O'Hare IntlDiscover carefully curated flight deals from Connecticut to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 15, 2026.
Discover carefully curated flight deals from Connecticut to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 15, 2026.
This Expedia deal was found by Cheapflights users on 9/11. 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 10/212:40 pm -
Nonstop2h 53m
Fri 10/237:17 pm -
Nonstop2h 22m
Deal found 9/11![Avelo Airlines logo]()
$150
This JetBlue deal was found by Cheapflights users on 9/14. 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.
Sat 10/171:00 pm -
1 stop7h 14m
Mon 10/196:10 am -
Nonstop2h 20m
Deal found 9/14![JetBlue logo]()
$248
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:30 am -
Nonstop2h 57m
Tue 10/207:00 am -
1 stop3h 57m
Deal found 9/15![Delta logo]()
$254
This United Airlines deal was found by Cheapflights users on 9/10. 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 10/1710:20 am -
Nonstop2h 39m
Sat 10/176:29 pm -
Nonstop2h 25m
Deal found 9/10![United Airlines logo]()
$267
This FlightHub deal was found by Cheapflights users on 9/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/124:45 pm -
Nonstop2h 39m
Sun 11/157:09 pm -
Nonstop2h 20m
Deal found 9/13![Avelo Airlines logo]()
$158
This WAYA deal was found by Cheapflights users on 9/10. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/209:30 am -
1 stop7h 40m
Sun 11/227:13 pm -
Nonstop2h 23m
Deal found 9/10![Multiple Airlines logo]()
$347
This Expedia deal was found by Cheapflights users on 9/11. 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 10/225:15 pm -
Nonstop2h 39m
Fri 10/237:17 pm -
Nonstop2h 22m
Deal found 9/11![Avelo Airlines logo]()
$173
This KAYAK deal was found by Cheapflights users on 9/13. 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 9/214:59 pm -
1 stop6h 01m
Tue 9/221:21 pm -
Nonstop2h 36m
Deal found 9/13![American Airlines logo]()
$485
This Sun Country Air deal was found by Cheapflights users on 9/11. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2411:50 am -
1 stop23h 33m
Sun 1/37:50 pm -
1 stop14h 00m
Deal found 9/11![Sun Country Air logo]()
$495
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/293:24 pm -
Nonstop2h 56m
Sun 11/15:29 pm -
1 stop4h 38m
Deal found 9/14![Delta logo]()
$258
This United Airlines deal was found by Cheapflights users on 9/11. 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 10/227:23 am -
Nonstop2h 37m
Tue 10/274:00 pm -
Nonstop2h 19m
Deal found 9/11![United Airlines logo]()
$267
This JetBlue deal was found by Cheapflights users on 9/14. 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.
Wed 10/141:00 pm -
1 stop7h 14m
Wed 10/219:38 am -
1 stop6h 51m
Deal found 9/14![JetBlue logo]()
$276
This Delta deal was found by Cheapflights users on 9/14. 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 12/117:36 pm -
Nonstop3h 00m
Sun 12/136:00 am -
Nonstop2h 20m
Deal found 9/14![Delta logo]()
$261
This United Airlines deal was found by Cheapflights users on 9/10. 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 10/117:23 am -
Nonstop2h 37m
Thu 10/156:00 am -
Nonstop2h 15m
Deal found 9/10![United Airlines logo]()
$267
This JetBlue deal was found by Cheapflights users on 9/10. 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.
Mon 10/198:15 pm -
Nonstop2h 55m
Wed 10/219:38 am -
1 stop6h 51m
Deal found 9/10![JetBlue logo]()
$277
This Expedia deal was found by Cheapflights users on 9/13. 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 10/85:15 pm -
Nonstop2h 39m
Thu 10/157:39 pm -
Nonstop2h 20m
Deal found 9/13![Avelo Airlines logo]()
$266
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:40 am -
Nonstop2h 45m
Mon 10/56:00 am -
Nonstop2h 21m
Deal found 9/14![Delta logo]()
$267
This JetBlue deal was found by Cheapflights users on 9/13. 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 10/296:40 am -
1 stop6h 20m
Thu 11/51:00 pm -
1 stop7h 29m
Deal found 9/13![JetBlue logo]()
$278
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:30 am -
Nonstop2h 57m
Mon 10/266:00 pm -
Nonstop2h 40m
Deal found 9/10![Delta logo]()
$267
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/309:44 am -
Nonstop2h 45m
Wed 10/77:30 am -
Nonstop2h 19m
Deal found 9/9![United Airlines logo]()
$297
This JetBlue deal was found by Cheapflights users on 9/13. 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.
Wed 10/281:26 pm -
1 stop7h 03m
Wed 11/41:00 pm -
1 stop5h 59m
Deal found 9/13![JetBlue logo]()
$278
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:30 am -
Nonstop2h 57m
Mon 11/26:10 am -
Nonstop2h 17m
Deal found 9/10![Delta logo]()
$267
This United Airlines deal was found by Cheapflights users on 9/14. 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 10/198:27 pm -
Nonstop2h 44m
Fri 10/236:29 pm -
Nonstop2h 25m
Deal found 9/14![United Airlines logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/297:54 pm -
1 stop13h 52m
Thu 11/58:00 am -
2 stops26h 50m
Deal found 9/14![Multiple Airlines logo]()
$402
This Expedia deal was found by Cheapflights users on 9/13. 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.
Fri 10/24:30 pm -
Nonstop2h 43m
Mon 10/57:17 pm -
Nonstop2h 22m
Deal found 9/13![Avelo Airlines logo]()
$318
This Delta deal was found by Cheapflights users on 9/10. 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 12/25:35 pm -
Nonstop2h 50m
Thu 12/36:00 am -
Nonstop2h 18m
Deal found 9/10![Delta logo]()
$267
This United Airlines deal was found by Cheapflights users on 9/14. 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 11/61:30 pm -
Nonstop2h 44m
Sun 11/85:00 am -
Nonstop2h 07m
Deal found 9/14![United Airlines logo]()
$307
This Mytrip deal was found by Cheapflights users on 9/12. 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 9/284:30 pm -
Nonstop2h 43m
Wed 9/304:40 pm -
2 stops21h 20m
Deal found 9/12![Multiple Airlines logo]()
$422
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/15:30 pm -
Nonstop2h 45m
Fri 10/26:00 am -
Nonstop2h 15m
Deal found 9/10![Delta logo]()
$267
This United Airlines deal was found by Cheapflights users on 9/10. 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 10/136:00 am -
1 stop6h 48m
Sat 10/1711:06 am -
Nonstop2h 23m
Deal found 9/10![United Airlines logo]()
$307
Last-minute flights from Connecticut to O'Hare IntlDiscover last-minute flight deals from Connecticut to O'Hare Intl. Data last updated September 15, 2026 and is based on user searches.
Discover last-minute flight deals from Connecticut to O'Hare Intl. Data last updated September 15, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 9/11. 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 9/233:25 pm -
Nonstop2h 53m
Fri 9/257:17 pm -
Nonstop2h 22m
Deal found 9/11![Avelo Airlines logo]()
$150
This Expedia deal was found by Cheapflights users on 9/14. 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 9/243:35 pm -
Nonstop2h 43m
Mon 9/287:17 pm -
Nonstop2h 22m
Deal found 9/14![Avelo Airlines logo]()
$223
This Booking.com deal was found by Cheapflights users on 9/10. 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 9/273:35 pm -
Nonstop2h 43m
Thu 10/16:07 pm -
Nonstop2h 22m
Deal found 9/10![Avelo Airlines logo]()
$163
This CheapOair deal was found by Cheapflights users on 9/10. 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 9/296:15 am -
1 stop6h 36m
Wed 9/306:20 am -
1 stop8h 40m
Deal found 9/10![Frontier logo]()
$231
This Expedia deal was found by Cheapflights users on 9/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:15 am -
1 stop6h 36m
Wed 10/76:20 am -
1 stop8h 40m
Deal found 9/9![Frontier logo]()
$228
This Expedia deal was found by Cheapflights users on 9/12. 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 10/13:35 pm -
Nonstop2h 43m
Fri 10/27:17 pm -
Nonstop2h 22m
Deal found 9/12![Avelo Airlines logo]()
$200
This Expedia deal was found by Cheapflights users on 9/11. 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.
Fri 10/164:45 pm -
Nonstop2h 43m
Mon 10/197:17 pm -
Nonstop2h 22m
Deal found 9/11![Avelo Airlines logo]()
$175
This Expedia deal was found by Cheapflights users on 9/11. 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 10/225:15 pm -
Nonstop2h 39m
Fri 10/237:17 pm -
Nonstop2h 22m
Deal found 9/11![Avelo Airlines logo]()
$173
This Expedia deal was found by Cheapflights users on 9/14. 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 10/225:15 pm -
Nonstop2h 39m
Mon 10/267:17 pm -
Nonstop2h 22m
Deal found 9/14![Avelo Airlines logo]()
$215
This Mytrip deal was found by Cheapflights users on 9/14. 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.
Wed 10/282:40 pm -
Nonstop2h 53m
Sun 11/17:39 pm -
Nonstop2h 20m
Deal found 9/14![Avelo Airlines logo]()
$139
This Expedia deal was found by Cheapflights users on 9/11. 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 10/295:15 pm -
Nonstop2h 39m
Sun 11/17:39 pm -
Nonstop2h 20m
Deal found 9/11![Avelo Airlines logo]()
$183
This Trip.com deal was found by Cheapflights users on 9/14. 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 10/295:15 pm -
Nonstop2h 39m
Thu 11/57:09 pm -
Nonstop2h 20m
Deal found 9/14![Avelo Airlines logo]()
$194
One-way flights from Connecticut to O'Hare IntlSearch for one-way flight options from Connecticut to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated September 15, 2026.
Search for one-way flight options from Connecticut to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated September 15, 2026.
This Orbitz deal was found by Cheapflights users on 9/10. 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.
Mon 10/194:45 pm -
Nonstop2h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Avelo Airlines logo]()
$75
This Flightnetwork deal was found by Cheapflights users on 9/10. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/264:45 pm -
Nonstop2h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Avelo Airlines logo]()
$78
This Expedia deal was found by Cheapflights users on 9/10. 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 10/225:15 pm -
Nonstop2h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Avelo Airlines logo]()
$88
This Expedia deal was found by Cheapflights users on 9/12. 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 9/243:35 pm -
Nonstop2h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Avelo Airlines logo]()
$98
This CheapOair deal was found by Cheapflights users on 9/14. 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 9/203:35 pm -
Nonstop2h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Avelo Airlines logo]()
$102
This Flightnetwork deal was found by Cheapflights users on 9/14. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/304:45 pm -
Nonstop2h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Avelo Airlines logo]()
$105
This Super.com deal was found by Cheapflights users on 9/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/31:00 pm -
1 stop6h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$116
This Super.com deal was found by Cheapflights users on 9/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:15 am -
1 stop6h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$116
This Trip.com deal was found by Cheapflights users on 9/9. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/305:55 am -
1 stop18h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$117
This Frontier deal was found by Cheapflights users on 9/10. 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.
Tue 10/66:15 am -
1 stop6h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$117
This JetBlue deal was found by Cheapflights users on 9/14. 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 11/131:26 pm -
1 stop6h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![JetBlue logo]()
$118
This Super.com deal was found by Cheapflights users on 9/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/310:29 pm -
1 stop11h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$118
Find flight deals from Connecticut to O'Hare Intl
Keep the following information in mind while searching for Connecticut to O'Hare Intl flight deals. Data was last updated September 15, 2026.
Round-trip from | $139 (Mytrip) |
|---|---|
One-way from | $75 (Orbitz) |
Popular in | July |
Cheapest in | January |
Average price | $386 |
Good round-trip deal | $162 or less |
Good one-way deal | $87 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Connecticut to O'Hare Intl 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 15, 2026.
Use the filters below to find and compare flights from Connecticut to Chicago O'Hare Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
New HavenChicago
HVN Tweed-New Haven - ORD Chicago O'Hare Intl
HVNORD
Tweed-New Haven
Mon 10/19
4:45 pm-6:28 pm
Nonstop2h 43m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$75
New HavenChicago
HVN Tweed-New Haven - ORD Chicago O'Hare Intl
HVNORD
Tweed-New Haven
Wed 10/21
2:40 pm-4:33 pm
Nonstop2h 53m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$75
New HavenChicago
HVN Tweed-New Haven - ORD Chicago O'Hare Intl
HVNORD
Tweed-New Haven
Mon 10/26
4:45 pm-6:28 pm
Nonstop2h 43m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$78
New HavenChicago
HVN Tweed-New Haven - ORD Chicago O'Hare Intl
HVNORD
Tweed-New Haven
Wed 10/28
2:40 pm-4:33 pm
Nonstop2h 53m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$78
New HavenChicago
HVN Tweed-New Haven - ORD Chicago O'Hare Intl
HVNORD
Tweed-New Haven
Thu 9/24
3:35 pm-5:18 pm
Nonstop2h 43m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$98
New HavenChicago
HVN Tweed-New Haven - ORD Chicago O'Hare Intl
HVNORD
Tweed-New Haven
Thu 10/22
5:15 pm-6:54 pm
Nonstop2h 39m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$98
New HavenChicago
HVN Tweed-New Haven - ORD Chicago O'Hare Intl
HVNORD
Tweed-New Haven
Fri 10/30
4:45 pm-6:28 pm
Nonstop2h 43m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$105
New HavenChicago
HVN Tweed-New Haven - ORD Chicago O'Hare Intl
HVNORD
Tweed-New Haven
Sun 10/25
5:15 pm-6:54 pm
Nonstop2h 39m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$126
New YorkChicago
JFK New York John F Kennedy Intl - ORD Chicago O'Hare Intl
JFKORD
New York John F Kennedy Intl
Mon 12/14
12:35 pm-4:42 pm
1 stop5h 07m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$134
New YorkChicago
JFK New York John F Kennedy Intl - ORD Chicago O'Hare Intl
JFKORD
New York John F Kennedy Intl
Fri 11/6
7:35 pm-9:43 pm
Nonstop3h 08m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$134
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Connecticut to O'Hare Intl
Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Connecticut with our price prediction graph.
HVN-ORD
JFK-ORD
EWR-ORD
LGA-ORD
BDL-ORD
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 Connecticut to Chicago O'Hare Intl Airport
USCT-ORD
HVN-ORD
JFK-ORD
EWR-ORD
LGA-ORD
What is the cheapest month to book a flight from Connecticut to Chicago O'Hare Intl Airport?
Currently, October is the cheapest month in which you can book a flight from Connecticut to Chicago O'Hare Intl Airport (average of $380). Flying from Connecticut to Chicago O'Hare Intl Airport in July is currently the most expensive (average of $471). 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 CT to ORD?
Find hourly flight availability from Connecticut to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2026.
It’s typically best to fly out from Connecticut to Chicago O'Hare Intl Airport at noon. Doing so could potentially save you 22% on the flight price compared to flying in the evening, which is usually more expensive.
Weekly flight availability from Connecticut to Chicago O'Hare Intl Airport
Explore weekly flight availability from Connecticut to O'Hare Intl. 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 15, 2026.
The most flights from USCT to ORD are scheduled on a Friday (20 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (17 on average).
How much does it cost to fly round-trip from Connecticut to Chicago O'Hare Intl Airport?
Airfare is below average for this route at the moment.
Connecticut to Chicago O'Hare Intl Airport flights typically cost between $346 and $519 in October.The cheapest round-trip price found within the last 5 days was $281 on JetBlue (Oct 3-Oct 16).
How far ahead should I book a flight from Connecticut to Chicago O'Hare Intl Airport?
To ensure you get the cheapest price possible for a flight from Connecticut to Chicago O'Hare Intl Airport, you should look to book at least 16 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest day to fly from Connecticut to Chicago O'Hare Intl Airport?
Use this chart to determine the cheapest time to fly round-trip from Connecticut to O'Hare Intl. Price data was last updated on September 12, 2026.
Travelers seeking maximum savings on their Connecticut to Chicago O'Hare Intl Airport flight should consider departing on Tuesday mornings 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.
Related info for your journey
Find useful and relevant information for your journey from Connecticut to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago O'Hare Intl Airport?
Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locationsBenton Harbor
Rosemont
Des Plaines
Lake Geneva
Naperville
Glenview
Schaumburg
Oakbrook Terrace
Delavan
Oak Brook
Libertyville
Rockford
Hoffman Estates
Aurora
Beloit
Orland Park
South Holland
Elgin
Racine
Janesville
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Other flights to O'Hare Intl
Explore flights to O'Hare Intl departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 15, 2026.
Connecticut and O'Hare Intl flights
Browse other Connecticut and O'Hare Intl flight options. Last updated on September 15, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Connecticut to O'Hare Intl flights
Consider these flights traveling from Connecticut to O'Hare Intl.
Top 5 airlines flying from Connecticut to O'Hare Intl
Discover the top 5 airlines that operate flights from Connecticut to O'Hare Intl. 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 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$84 | Average$206 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$113 | Average$215 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$176 | Average$246 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$247 | Average$410 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$254 | Average$446 | FlexibilityNo cancel fee | On-time69% |