$102+ Cheap flights from Illinois to Connecticut
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — BDL
Aug 27 — Sep 31
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 July 28, 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 July 28, 2026.
This deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/227:59 am
ORD
- EWR
1 stop5h 31m
United Airlines
Sun 9/278:00 am
EWR
- ORD
Nonstop2h 45m
United Airlines
Deal found 7/24![United Airlines logo]()
$198
This Super.com deal was found by Cheapflights users on 7/22. 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.
Wed 8/126:30 pm
ORD
- JFK
Nonstop2h 36m
JetBlue
Sat 8/156:55 am
JFK
- ORD
Nonstop2h 48m
JetBlue
Deal found 7/22![JetBlue logo]()
$198
This flygcity.se deal was found by Cheapflights users on 7/22. 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 flygcity.se is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/155:27 pm
ORD
- JFK
Nonstop2h 33m
JetBlue
Mon 8/177:09 am
JFK
- ORD
Nonstop2h 43m
JetBlue
Deal found 7/22![JetBlue logo]()
$199
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/23:05 pm
ORD
- LGA
Nonstop2h 18m
American Airlines
Wed 9/28:29 pm
LGA
- ORD
Nonstop3h 01m
American Airlines
Deal found 7/26![American Airlines logo]()
$202
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/210:09 am
ORD
- EWR
Nonstop2h 21m
American Airlines
Wed 9/25:19 pm
EWR
- ORD
Nonstop3h 01m
American Airlines
Deal found 7/27![American Airlines logo]()
$202
This Super.com deal was found by Cheapflights users on 7/22. 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.
Tue 8/186:00 am
ORD
- JFK
Nonstop2h 17m
JetBlue
Tue 8/258:00 pm
JFK
- ORD
Nonstop2h 58m
JetBlue
Deal found 7/22![JetBlue logo]()
$203
This Cheapflightsfares deal was found by Cheapflights users on 7/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/129:35 am
ORD
- JFK
Nonstop2h 19m
JetBlue
Wed 8/198:00 pm
JFK
- ORD
Nonstop2h 58m
JetBlue
Deal found 7/22![JetBlue logo]()
$205
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:00 am
ORD
- LGA
Nonstop2h 13m
American Airlines
Sat 9/57:21 pm
LGA
- ORD
Nonstop2h 57m
American Airlines
Deal found 7/26![American Airlines logo]()
$206
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/28:36 pm
ORD
- EWR
Nonstop2h 23m
American Airlines
Sat 9/55:19 pm
EWR
- ORD
Nonstop3h 01m
American Airlines
Deal found 7/26![American Airlines logo]()
$206
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/24:30 pm
ORD
- JFK
Nonstop2h 31m
American Airlines
Sat 9/52:59 pm
JFK
- ORD
Nonstop2h 59m
American Airlines
Deal found 7/26![American Airlines logo]()
$206
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 9/26:00 am
ORD
- LGA
Nonstop2h 09m
Delta
Wed 9/28:30 pm
LGA
- ORD
Nonstop2h 54m
Delta
Deal found 7/27![Delta logo]()
$207
This Southwest deal was found by Cheapflights users on 7/23. 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.
Wed 9/25:10 am
MDW
- LGA
Nonstop2h 00m
Southwest
Sat 9/53:15 pm
LGA
- MDW
Nonstop2h 30m
Southwest
Deal found 7/23![Southwest logo]()
$207
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 July 28, 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 July 28, 2026.
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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.
Sat 8/294:00 pm
ORD
- LGA
Nonstop2h 35m
Delta
Wed 9/28:30 pm
LGA
- ORD
Nonstop2h 54m
Delta
Deal found 7/27![Delta logo]()
$207
This Southwest deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:05 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Tue 9/87:25 am
LGA
- MDW
Nonstop2h 20m
Southwest
Deal found 7/25![Southwest logo]()
$207
This United Airlines deal was found by Cheapflights users on 7/23. 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.
Wed 9/912:00 pm
ORD
- LGA
Nonstop2h 17m
United Airlines
Wed 9/168:27 pm
LGA
- ORD
Nonstop2h 44m
United Airlines
Deal found 7/23![United Airlines logo]()
$227
This JetBlue deal was found by Cheapflights users on 7/23. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1911:01 am
ORD
- JFK
1 stop8h 24m
JetBlue
Fri 8/287:09 am
JFK
- ORD
Nonstop2h 43m
JetBlue
Deal found 7/23![JetBlue logo]()
$233
This Southwest deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/159:35 am
MDW
- LGA
Nonstop2h 05m
Southwest
Tue 8/187:05 am
LGA
- MDW
1 stop7h 25m
Southwest
Deal found 7/25![Southwest logo]()
$217
This Delta deal was found by Cheapflights users on 7/23. 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.
Tue 8/187:05 pm
ORD
- LGA
Nonstop2h 29m
Delta
Sat 8/222:30 pm
LGA
- ORD
Nonstop2h 45m
Delta
Deal found 7/23![Delta logo]()
$227
This United Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 10/196:29 pm
ORD
- LGA
Nonstop2h 25m
United Airlines
Thu 10/227:23 am
LGA
- ORD
Nonstop2h 37m
United Airlines
Deal found 7/24![United Airlines logo]()
$229
This JetBlue deal was found by Cheapflights users on 7/23. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1811:01 am
ORD
- JFK
1 stop8h 33m
JetBlue
Thu 8/277:00 am
JFK
- ORD
Nonstop2h 46m
JetBlue
Deal found 7/23![JetBlue logo]()
$233
This Delta deal was found by Cheapflights users on 7/23. 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.
Sun 9/611:30 am
ORD
- LGA
Nonstop2h 30m
Delta
Wed 9/94:15 pm
LGA
- ORD
Nonstop2h 49m
Delta
Deal found 7/23![Delta logo]()
$227
This United Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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 8/206:00 am
ORD
- LGA
Nonstop2h 13m
United Airlines
Thu 8/206:29 pm
LGA
- ORD
Nonstop2h 44m
United Airlines
Deal found 7/26![United Airlines logo]()
$229
This Southwest deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1212:10 pm
MDW
- LGA
Nonstop2h 10m
Southwest
Sun 9/136:00 am
LGA
- MDW
Nonstop2h 15m
Southwest
Deal found 7/25![Southwest logo]()
$229
This JetBlue deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 8/176:00 am
ORD
- JFK
Nonstop2h 17m
JetBlue
Mon 8/241:20 pm
JFK
- ORD
1 stop7h 07m
JetBlue
Deal found 7/24![JetBlue logo]()
$243
This Delta deal was found by Cheapflights users on 7/23. 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 8/246:00 am
ORD
- LGA
Nonstop2h 09m
Delta
Fri 8/284:00 pm
LGA
- ORD
Nonstop3h 03m
Delta
Deal found 7/23![Delta logo]()
$227
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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.
Mon 10/192:40 pm
MDW
- LGA
Nonstop2h 10m
Southwest
Thu 10/2212:30 pm
LGA
- MDW
Nonstop2h 20m
Southwest
Deal found 7/24![Southwest logo]()
$229
This United Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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 12/226:00 am
ORD
- EWR
Nonstop2h 13m
United Airlines
Sun 12/276:00 am
EWR
- ORD
Nonstop2h 52m
United Airlines
Deal found 7/26![United Airlines logo]()
$229
This JetBlue deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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 9/127:00 am
ORD
- JFK
Nonstop2h 27m
JetBlue
Tue 9/151:00 pm
JFK
- ORD
1 stop7h 01m
JetBlue
Deal found 7/26![JetBlue logo]()
$243
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 10/205:55 pm
ORD
- LGA
Nonstop2h 21m
Delta
Thu 10/226:00 am
LGA
- ORD
Nonstop2h 36m
Delta
Deal found 7/27![Delta logo]()
$229
This United Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:00 pm
ORD
- LGA
Nonstop2h 25m
United Airlines
Tue 9/810:20 am
LGA
- ORD
1 stop5h 10m
United Airlines
Deal found 7/26![United Airlines logo]()
$232
This Southwest deal was found by Cheapflights users on 7/23. 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.
Wed 9/28:55 am
MDW
- LGA
1 stop5h 55m
Southwest
Wed 9/25:40 pm
LGA
- MDW
Nonstop2h 30m
Southwest
Deal found 7/23![Southwest logo]()
$237
This JetBlue deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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.
Sun 9/68:20 pm
ORD
- JFK
1 stop8h 51m
JetBlue
Wed 9/91:00 pm
JFK
- ORD
1 stop7h 01m
JetBlue
Deal found 7/27![JetBlue logo]()
$249
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 9/91:29 pm
ORD
- JFK
Nonstop2h 30m
Delta
Thu 9/107:35 am
JFK
- ORD
Nonstop2h 52m
Delta
Deal found 7/27![Delta logo]()
$229
This Southwest deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:30 pm
MDW
- LGA
1 stop4h 50m
Southwest
Sat 9/197:35 am
LGA
- MDW
Nonstop2h 20m
Southwest
Deal found 7/25![Southwest logo]()
$239
This JetBlue deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 10/79:39 am
ORD
- JFK
1 stop6h 50m
JetBlue
Fri 10/161:20 pm
JFK
- ORD
1 stop7h 02m
JetBlue
Deal found 7/25![JetBlue logo]()
$249
This Delta deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 8/286:00 pm
ORD
- JFK
Nonstop2h 37m
Delta
Sun 8/307:33 am
JFK
- ORD
Nonstop2h 54m
Delta
Deal found 7/24![Delta logo]()
$229
This Southwest deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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.
Mon 9/147:15 am
MDW
- LGA
1 stop5h 40m
Southwest
Sun 9/206:00 am
LGA
- MDW
Nonstop2h 15m
Southwest
Deal found 7/25![Southwest logo]()
$239
This JetBlue deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 9/179:38 am
ORD
- JFK
1 stop6h 51m
JetBlue
Sun 9/201:29 pm
JFK
- ORD
1 stop6h 32m
JetBlue
Deal found 7/25![JetBlue logo]()
$249
This United Airlines deal was found by Cheapflights users on 7/23. 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 9/811:06 am
ORD
- BDL
Nonstop2h 23m
United Airlines
Wed 9/912:12 pm
BDL
- ORD
Nonstop2h 45m
United Airlines
Deal found 7/23![United Airlines logo]()
$277
This Delta deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 10/237:20 pm
ORD
- LGA
Nonstop2h 29m
Delta
Tue 10/278:45 am
LGA
- ORD
Nonstop2h 43m
Delta
Deal found 7/25![Delta logo]()
$237
This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 10/135:10 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Sat 10/176:00 am
LGA
- MDW
2 stops10h 15m
Southwest
Deal found 7/27![Southwest logo]()
$244
This JetBlue deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 9/99:38 am
ORD
- JFK
1 stop6h 51m
JetBlue
Fri 9/111:00 pm
JFK
- ORD
1 stop7h 01m
JetBlue
Deal found 7/25![JetBlue logo]()
$249
Last-minute flights from Illinois to ConnecticutDiscover last-minute flight deals from Illinois to Connecticut. Data last updated July 28, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Connecticut. Data last updated July 28, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 7/22. 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.
Wed 8/126:30 pm
ORD
- JFK
Nonstop2h 36m
JetBlue
Sat 8/156:55 am
JFK
- ORD
Nonstop2h 48m
JetBlue
Deal found 7/22![JetBlue logo]()
$198
This Cheapflightsfares deal was found by Cheapflights users on 7/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/129:35 am
ORD
- JFK
Nonstop2h 19m
JetBlue
Wed 8/198:00 pm
JFK
- ORD
Nonstop2h 58m
JetBlue
Deal found 7/22![JetBlue logo]()
$205
This United Airlines deal was found by Cheapflights users on 7/23. 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.
Fri 8/143:00 pm
ORD
- LGA
Nonstop2h 25m
United Airlines
Sat 8/159:27 pm
LGA
- ORD
Nonstop2h 32m
United Airlines
Deal found 7/23![United Airlines logo]()
$213
This flygcity.se deal was found by Cheapflights users on 7/22. 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 flygcity.se is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/155:27 pm
ORD
- JFK
Nonstop2h 33m
JetBlue
Mon 8/177:09 am
JFK
- ORD
Nonstop2h 43m
JetBlue
Deal found 7/22![JetBlue logo]()
$199
This Super.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 8/155:27 pm
ORD
- JFK
Nonstop2h 33m
JetBlue
Tue 8/186:55 am
JFK
- ORD
Nonstop2h 48m
JetBlue
Deal found 7/24![JetBlue logo]()
$209
This Super.com deal was found by Cheapflights users on 7/22. 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.
Tue 8/186:00 am
ORD
- JFK
Nonstop2h 17m
JetBlue
Tue 8/258:00 pm
JFK
- ORD
Nonstop2h 58m
JetBlue
Deal found 7/22![JetBlue logo]()
$203
This Delta deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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 8/186:00 am
ORD
- JFK
Nonstop2h 24m
Delta
Wed 8/1910:30 am
JFK
- ORD
Nonstop2h 47m
Delta
Deal found 7/26![Delta logo]()
$207
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 8/195:49 pm
ORD
- EWR
Nonstop2h 25m
American Airlines
Sat 8/225:29 am
EWR
- ORD
Nonstop2h 46m
American Airlines
Deal found 7/24![American Airlines logo]()
$208
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:00 am
MDW
- LGA
Nonstop2h 00m
Southwest
Sat 8/297:35 am
LGA
- MDW
Nonstop2h 20m
Southwest
Deal found 7/24![Southwest logo]()
$207
This Super.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 8/226:00 am
ORD
- JFK
Nonstop2h 17m
JetBlue
Sat 8/292:29 pm
JFK
- ORD
Nonstop2h 48m
JetBlue
Deal found 7/25![JetBlue logo]()
$210
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 8/257:05 am
ORD
- LGA
Nonstop2h 14m
Delta
Tue 8/252:50 pm
LGA
- ORD
Nonstop2h 47m
Delta
Deal found 7/27![Delta logo]()
$207
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:43 am
ORD
- EWR
Nonstop2h 19m
American Airlines
Sat 8/292:20 pm
EWR
- ORD
Nonstop2h 52m
American Airlines
Deal found 7/26![American Airlines logo]()
$207
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 July 28, 2026.
Search for one-way flight options from Illinois to Connecticut. Find affordable one-way fares based on user searches. Data last updated July 28, 2026.
This Super.com deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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.
Wed 8/2611:01 am
ORD
- JFK
1 stop5h 49m
JetBlue
Deal found 7/26![JetBlue logo]()
$102
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/58:25 pm
ORD
- LGA
Nonstop2h 20m
American Airlines
Deal found 7/26![American Airlines logo]()
$103
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/58:36 pm
ORD
- EWR
Nonstop2h 23m
American Airlines
Deal found 7/26![American Airlines logo]()
$103
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:29 pm
ORD
- JFK
Nonstop2h 31m
American Airlines
Deal found 7/26![American Airlines logo]()
$103
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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.
Sat 8/294:00 pm
ORD
- LGA
Nonstop2h 35m
Delta
Deal found 7/27![Delta logo]()
$104
This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 8/267:05 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Deal found 7/27![Southwest logo]()
$104
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 8/266:00 am
ORD
- EWR
Nonstop2h 07m
United Airlines
Deal found 7/27![United Airlines logo]()
$104
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 8/266:00 am
ORD
- JFK
Nonstop2h 24m
Delta
Deal found 7/27![Delta logo]()
$104
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:00 am
ORD
- LGA
Nonstop2h 13m
American Airlines
Deal found 7/24![American Airlines logo]()
$105
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:43 am
ORD
- EWR
Nonstop2h 19m
American Airlines
Deal found 7/24![American Airlines logo]()
$105
This Super.com deal was found by Cheapflights users on 7/23. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/189:35 am
ORD
- JFK
Nonstop2h 19m
JetBlue
Deal found 7/23![JetBlue logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 10/1410:35 am
STL
- EWR
2 stops22h 52m
Frontier
Deal found 7/23![Frontier logo]()
$106
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 July 28, 2026.
Round-trip from | $198 |
|---|---|
One-way from | $102 (Super.com) |
Popular in | April |
Cheapest in | September |
Average price | $481 |
Good round-trip deal | $136 or less |
Good one-way deal | $88 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 2,558,603 searches. Data last updated July 28, 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 York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Sat 8/29
4:00 pm-7:35 pm
Nonstop2h 35m
New York LaGuardia
Wed 9/2
8:30 pm-10:24 pm
Nonstop2h 54m
$207
Quickest round-trip
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Wed 9/2
7:05 pm-10:10 pm
Nonstop2h 05m
New York LaGuardia
Tue 9/8
7:25 am-8:45 am
Nonstop2h 20m
$207
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Sat 8/15
9:35 am-12:40 pm
Nonstop2h 05m
New York LaGuardia
Tue 8/18
7:05 am-1:30 pm
1 stop7h 25m
$217
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Wed 9/9
12:00 pm-3:17 pm
Nonstop2h 17m
New York LaGuardia
Wed 9/16
8:27 pm-10:11 pm
Nonstop2h 44m
$227
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Tue 8/18
7:05 pm-10:34 pm
Nonstop2h 29m
New York LaGuardia
Sat 8/22
2:30 pm-4:15 pm
Nonstop2h 45m
$227
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Sun 9/6
11:30 am-3:00 pm
Nonstop2h 30m
New York LaGuardia
Wed 9/9
4:15 pm-6:04 pm
Nonstop2h 49m
$227
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Mon 8/24
6:00 am-9:09 am
Nonstop2h 09m
New York LaGuardia
Fri 8/28
4:00 pm-6:03 pm
Nonstop3h 03m
$227
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Mon 10/19
6:29 pm-9:54 pm
Nonstop2h 25m
New York LaGuardia
Thu 10/22
7:23 am-9:00 am
Nonstop2h 37m
$229
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Thu 8/20
6:00 am-9:13 am
Nonstop2h 13m
New York LaGuardia
Thu 8/20
6:29 pm-8:13 pm
Nonstop2h 44m
$229
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Sat 9/12
12:10 pm-3:20 pm
Nonstop2h 10m
New York LaGuardia
Sun 9/13
6:00 am-7:15 am
Nonstop2h 15m
$229
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-LGA
ORD-JFK
MDW-LGA
MDW-EWR
STL-EWR
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-LGA
ORD-JFK
MDW-LGA
MDW-EWR
What is the cheapest month to book a flight from Illinois to Connecticut?
Currently, September is the cheapest month in which you can book a flight from Illinois to Connecticut (average of $300). Flying from Illinois to Connecticut in July is currently the most expensive (average of $477). 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 July 28, 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 21% 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 July 28, 2026.
The most flights from USIL to USCT are scheduled on a Saturday (20 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (19 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 $303 and $457 in August.The cheapest round-trip price found within the last 5 days was $277 on American Airlines (Aug 19-Aug 26).
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 July 25, 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. Friday 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 July 28, 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.
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Avelo Airlines
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
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 July 28, 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 6 airlines flying from Illinois to Connecticut
Discover the top 6 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 2,558,603 searches. Data last updated July 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$84 | Average$149 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$185 | Average$230 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$202 | Average$371 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$204 | Average$456 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$248 | Average$403 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$308 | Average$530 | FlexibilityNo cancel fee | On-timeN/A |