$62+ 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 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — ORD
Dec 4 — Dec 111
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 November 4, 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 November 4, 2026.
This Expedia deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/154:45 pm -
Nonstop2h 39m
Thu 11/197:13 pm -
Nonstop2h 23m
Deal found 11/2![Avelo Airlines logo]()
$214
This Flightnetwork deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/224:35 pm -
Nonstop2h 53m
Thu 11/267:00 pm -
Nonstop2h 23m
Deal found 11/2![Avelo Airlines logo]()
$226
This Expedia deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia 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 11/3![Avelo Airlines logo]()
$275
This Mytrip deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/49:37 am -
2 stops16h 16m
Sun 12/67:07 pm -
Nonstop2h 23m
Deal found 10/31![Multiple Airlines logo]()
$293
This FlightHub deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/64:45 pm -
Nonstop2h 43m
Mon 11/97:17 pm -
Nonstop2h 22m
Deal found 10/31![Avelo Airlines logo]()
$302
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:00 am -
1 stop6h 31m
Wed 12/26:20 pm -
Nonstop2h 20m
Deal found 11/3![United Airlines logo]()
$303
This Mytrip deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/34:25 pm -
Nonstop2h 53m
Sat 12/58:30 am -
2 stops12h 40m
Deal found 10/31![Multiple Airlines logo]()
$307
This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/257:07 pm -
1 stop5h 24m
Thu 11/268:10 am -
Nonstop2h 10m
Deal found 11/2![American Airlines logo]()
$307
This Trip.com deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/193:15 pm -
1 stop25h 37m
Mon 11/235:40 am -
1 stop28h 51m
Deal found 10/31![Frontier logo]()
$308
This Frontier deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/412:56 pm -
1 stop13h 03m
Sun 12/65:35 am -
1 stop7h 14m
Deal found 11/3![Frontier logo]()
$309
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:00 am -
1 stop6h 33m
Mon 12/76:15 pm -
1 stop4h 29m
Deal found 11/3![United Airlines logo]()
$312
This Priceline deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1911:59 am -
1 stop12h 39m
Mon 11/3011:53 pm -
1 stop10h 49m
Deal found 11/2![Multiple Airlines logo]()
$313
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 November 4, 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 November 4, 2026.
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.
Thu 1/284:35 pm -
Nonstop2h 53m
Sun 1/317:28 pm -
Nonstop2h 18m
Deal found 11/4![Avelo Airlines logo]()
$123
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:00 am -
1 stop6h 33m
Tue 12/82:15 pm -
Nonstop2h 18m
Deal found 11/3![United Airlines logo]()
$303
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/177:10 am -
1 stop5h 34m
Mon 12/217:00 am -
1 stop4h 06m
Deal found 10/30![Delta logo]()
$317
This Mytrip deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/154:45 pm -
Nonstop2h 39m
Thu 11/1910:19 am -
2 stops25h 33m
Deal found 10/30![Multiple Airlines logo]()
$327
This Expedia deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/44:35 pm -
Nonstop2h 53m
Sun 2/77:28 pm -
Nonstop2h 18m
Deal found 11/1![Avelo Airlines logo]()
$193
This Mytrip deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/224:35 pm -
Nonstop2h 53m
Thu 11/267:00 pm -
Nonstop2h 23m
Deal found 11/2![Avelo Airlines logo]()
$233
This Mytrip deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:30 am -
1 stop12h 33m
Sun 12/67:07 pm -
Nonstop2h 23m
Deal found 10/31![Multiple Airlines logo]()
$340
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/116:02 am -
Nonstop2h 53m
Sun 12/1310:57 am -
Nonstop2h 18m
Deal found 11/3![United Airlines logo]()
$357
This Mytrip deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/34:25 pm -
Nonstop2h 53m
Sat 12/510:00 am -
3 stops25h 41m
Deal found 10/31![Multiple Airlines logo]()
$347
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2312:37 pm -
Nonstop2h 52m
Thu 12/32:15 pm -
Nonstop2h 18m
Deal found 11/3![United Airlines logo]()
$384
This Mytrip deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/164:45 pm -
Nonstop2h 43m
Fri 11/205:25 am -
2 stops16h 14m
Deal found 11/1![Multiple Airlines logo]()
$383
This Delta deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/111:31 pm -
1 stop6h 34m
Sun 11/155:05 pm -
1 stop5h 36m
Deal found 11/1![Delta logo]()
$491
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/156:00 am -
1 stop6h 33m
Fri 12/186:10 pm -
1 stop4h 36m
Deal found 11/3![United Airlines logo]()
$412
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/154:45 pm -
Nonstop2h 39m
Mon 11/167:55 am -
1 stop13h 34m
Deal found 11/4![Multiple Airlines logo]()
$390
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/207:05 pm -
1 stop5h 49m
Mon 11/305:05 pm -
1 stop5h 36m
Deal found 11/3![Delta logo]()
$491
This United Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:00 am -
Nonstop2h 48m
Sat 11/217:25 am -
Nonstop2h 18m
Deal found 11/2![United Airlines logo]()
$471
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/28:30 am -
3 stops32h 34m
Thu 12/310:29 pm -
3 stops14h 16m
Deal found 11/4![Multiple Airlines logo]()
$472
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/810:44 am -
1 stop7h 16m
Thu 11/1211:00 am -
Nonstop2h 18m
Deal found 10/31![United Airlines logo]()
$477
This United Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:37 am -
1 stop7h 23m
Sat 11/147:25 am -
Nonstop2h 18m
Deal found 11/1![United Airlines logo]()
$477
Last-minute flights from Connecticut to O'Hare IntlDiscover last-minute flight deals from Connecticut to O'Hare Intl. Data last updated November 4, 2026 and is based on user searches.
Discover last-minute flight deals from Connecticut to O'Hare Intl. Data last updated November 4, 2026 and is based on user searches.
This FlightHub deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/64:45 pm -
Nonstop2h 43m
Mon 11/97:17 pm -
Nonstop2h 22m
Deal found 10/31![Avelo Airlines logo]()
$302
This Expedia deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia 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 11/3![Avelo Airlines logo]()
$275
This Expedia deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/154:45 pm -
Nonstop2h 39m
Thu 11/197:13 pm -
Nonstop2h 23m
Deal found 11/2![Avelo Airlines logo]()
$214
This Trip.com deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/193:15 pm -
1 stop25h 37m
Mon 11/235:40 am -
1 stop28h 51m
Deal found 10/31![Frontier logo]()
$308
This Priceline deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1911:59 am -
1 stop12h 39m
Mon 11/3011:53 pm -
1 stop10h 49m
Deal found 11/2![Multiple Airlines logo]()
$313
This Flightnetwork deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/224:35 pm -
Nonstop2h 53m
Thu 11/267:00 pm -
Nonstop2h 23m
Deal found 11/2![Avelo Airlines logo]()
$226
This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/257:07 pm -
1 stop5h 24m
Thu 11/268:10 am -
Nonstop2h 10m
Deal found 11/2![American Airlines logo]()
$307
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:00 am -
1 stop6h 31m
Wed 12/26:20 pm -
Nonstop2h 20m
Deal found 11/3![United Airlines logo]()
$303
This Mytrip deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/34:25 pm -
Nonstop2h 53m
Sat 12/58:30 am -
2 stops12h 40m
Deal found 10/31![Multiple Airlines logo]()
$307
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:00 am -
1 stop6h 33m
Mon 12/76:15 pm -
1 stop4h 29m
Deal found 11/3![United Airlines logo]()
$312
This Mytrip deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/49:37 am -
2 stops16h 16m
Sun 12/67:07 pm -
Nonstop2h 23m
Deal found 10/31![Multiple Airlines logo]()
$293
This Frontier deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/412:56 pm -
1 stop13h 03m
Sun 12/65:35 am -
1 stop7h 14m
Deal found 11/3![Frontier logo]()
$309
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 November 4, 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 November 4, 2026.
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.
Thu 1/284:35 pm -
Nonstop2h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Avelo Airlines logo]()
$62
This Expedia deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/164:45 pm -
Nonstop2h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Avelo Airlines logo]()
$107
This Expedia deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/294:20 pm -
Nonstop2h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Avelo Airlines logo]()
$113
This Jetabroad deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/224:35 pm -
Nonstop2h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Avelo Airlines logo]()
$118
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/76:44 pm -
2 stops20h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Multiple Airlines logo]()
$144
This Travelocity deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/181:12 pm -
1 stop28h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Frontier logo]()
$146
This CheapOair deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1512:00 pm -
1 stop12h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![JetBlue logo]()
$147
This American Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2412:10 pm -
Nonstop2h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![American Airlines logo]()
$149
This American Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/37:01 am -
Nonstop3h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![American Airlines logo]()
$150
This CheapOair deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/1010:45 am -
1 stop15h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Frontier logo]()
$151
This United Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:00 am -
1 stop6h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![United Airlines logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/237:44 pm -
1 stop25h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Multiple Airlines logo]()
$157
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 November 4, 2026.
Round-trip from | $193 (Expedia) |
|---|---|
One-way from | $107 (Expedia) |
Popular in | July |
Cheapest in | January |
Average price | $402 |
Good round-trip deal | $189 or less |
Good one-way deal | $161 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 November 4, 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
Thu 1/28
4:35 pm-6:28 pm
Nonstop2h 53m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$62
Quickest round-trip
New HavenChicago
HVN Tweed-New Haven - ORD Chicago O'Hare Intl
HVNORD
Tweed-New Haven
Mon 11/16
4:45 pm-6:28 pm
Nonstop2h 43m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$107
New HavenChicago
HVN Tweed-New Haven - ORD Chicago O'Hare Intl
HVNORD
Tweed-New Haven
Thu 1/28
4:35 pm-6:28 pm
Nonstop2h 53m
Chicago O'Hare Intl
Sun 1/31
7:28 pm-10:46 pm
Nonstop2h 18m
$123
HartfordChicago
BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl
BDLORD
Hartford Bradley Intl
Fri 12/18
6:44 pm-8:40 pm
Nonstop2h 56m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$149
HartfordChicago
BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl
BDLORD
Hartford Bradley Intl
Tue 12/1
6:00 am-11:31 am
1 stop6h 31m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$154
HartfordChicago
BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl
BDLORD
Hartford Bradley Intl
Tue 12/1
5:17 am-10:59 am
1 stop6h 42m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$159
HartfordChicago
BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl
BDLORD
Hartford Bradley Intl
Wed 12/23
7:45 pm-12:01 am
1 stop5h 16m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$159
HartfordChicago
BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl
BDLORD
Hartford Bradley Intl
Fri 1/1
6:00 am-11:37 am
1 stop6h 37m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$159
New HavenChicago
HVN Tweed-New Haven - ORD Chicago O'Hare Intl
HVNORD
Tweed-New Haven
Sun 11/22
6:34 pm-11:34 pm
2 stops30h 00m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$191
New HavenChicago
HVN Tweed-New Haven - ORD Chicago O'Hare Intl
HVNORD
Tweed-New Haven
Thu 2/4
4:35 pm-6:28 pm
Nonstop2h 53m
Chicago O'Hare Intl
Sun 2/7
7:28 pm-10:46 pm
Nonstop2h 18m
$193
Showing 1-10 of 37 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
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
BDL-ORD
What is the cheapest month to book a flight from Connecticut to Chicago O'Hare Intl Airport?
Currently, December is the cheapest month in which you can book a flight from Connecticut to Chicago O'Hare Intl Airport (average of $383). Flying from Connecticut to Chicago O'Hare Intl Airport in July is currently the most expensive (average of $472). 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 November 4, 2026.
It’s typically best to fly out from Connecticut to Chicago O'Hare Intl Airport at noon. Doing so could potentially save you 19% 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 November 4, 2026.
The most flights from USCT to ORD are scheduled on a Monday (21 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (9 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 $356 and $541 in December.The cheapest round-trip price found within the last 5 days was $303 on United Airlines (Dec 1-Dec 2).
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 55 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 October 31, 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. Monday 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
Naperville
Lake Geneva
Des Plaines
Glenview
Oak Brook
Aurora
Oakbrook Terrace
Delavan
Schaumburg
Libertyville
Rockford
Hoffman Estates
Gurnee
Orland Park
South Holland
Beloit
Elgin
Racine
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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 November 4, 2026.
Connecticut and O'Hare Intl flights
Browse other Connecticut and O'Hare Intl flight options. Last updated on November 4, 2026.
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Connecticut to O'Hare Intl flights
Consider these flights traveling from Connecticut to O'Hare Intl.
Top 4 airlines flying from Connecticut to O'Hare Intl
Discover the top 4 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 November 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$84 | Average$206 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$117 | Average$215 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$275 | Average$415 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$287 | Average$466 | FlexibilityNo cancel fee | On-time69% |