$89+ 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 8/20. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — BDL
Jul 13 — Jul 201
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Illinois to Connecticut with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Illinois to Connecticut
Cheapest
Best
Last-minute
One-way
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 June 13, 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 June 13, 2026.
This flygcity.se deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure flygcity.se is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/45:22 pm
ORD
- JFK
Nonstop2h 38m
JetBlue
Sun 7/57:00 am
JFK
- ORD
Nonstop2h 45m
JetBlue
Deal found 6/8![JetBlue logo]()
$176
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:50 am
MDW
- LGA
2 stops7h 15m
Southwest
Thu 9/36:00 am
LGA
- MDW
Nonstop2h 15m
Southwest
Deal found 6/8![Southwest logo]()
$177
This Delta deal was found by Cheapflights users on 6/10. 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 10/156:00 am
ORD
- JFK
Nonstop2h 20m
Delta
Mon 10/198:10 am
JFK
- ORD
Nonstop2h 54m
Delta
Deal found 6/10![Delta logo]()
$177
This United Airlines deal was found by Cheapflights users on 6/9. 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.
Thu 8/2710:00 am
ORD
- LGA
Nonstop2h 23m
United Airlines
Thu 9/38:05 am
LGA
- ORD
Nonstop2h 40m
United Airlines
Deal found 6/9![United Airlines logo]()
$178
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:00 am
MDW
- LGA
Nonstop2h 00m
Southwest
Mon 8/316:00 am
LGA
- MDW
Nonstop2h 15m
Southwest
Deal found 6/10![Southwest logo]()
$178
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/119:30 am
MDW
- LGA
Nonstop2h 05m
Southwest
Sat 8/158:20 am
LGA
- MDW
1 stop6h 45m
Southwest
Deal found 6/8![Southwest logo]()
$179
This Flysmarter deal was found by Cheapflights users on 6/11. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/65:27 pm
ORD
- JFK
Nonstop2h 33m
JetBlue
Mon 8/107:05 am
JFK
- ORD
Nonstop2h 43m
JetBlue
Deal found 6/11![JetBlue logo]()
$179
This United Airlines deal was found by Cheapflights users on 6/9. 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.
Thu 9/106:00 am
ORD
- LGA
Nonstop2h 13m
United Airlines
Sun 9/136:10 am
LGA
- ORD
Nonstop2h 40m
United Airlines
Deal found 6/9![United Airlines logo]()
$180
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/258:50 am
MDW
- LGA
2 stops7h 15m
Southwest
Sat 8/295:50 pm
LGA
- MDW
Nonstop2h 25m
Southwest
Deal found 6/9![Southwest logo]()
$180
This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:00 am
ORD
- JFK
Nonstop2h 17m
JetBlue
Sun 8/238:00 pm
JFK
- ORD
Nonstop2h 55m
JetBlue
Deal found 6/10![JetBlue logo]()
$180
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:50 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Tue 9/17:25 am
LGA
- MDW
Nonstop2h 20m
Southwest
Deal found 6/11![Southwest logo]()
$181
This Delta deal was found by Cheapflights users on 6/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:00 am
ORD
- JFK
Nonstop2h 20m
Delta
Mon 10/2610:50 am
JFK
- ORD
Nonstop2h 46m
Delta
Deal found 6/9![Delta logo]()
$181
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 June 13, 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 June 13, 2026.
This United Airlines deal was found by Cheapflights users on 6/9. 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.
Thu 9/106:00 am
ORD
- LGA
Nonstop2h 13m
United Airlines
Sun 9/136:10 am
LGA
- ORD
Nonstop2h 40m
United Airlines
Deal found 6/9![United Airlines logo]()
$180
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/268:50 am
MDW
- LGA
2 stops7h 15m
Southwest
Sat 8/295:50 pm
LGA
- MDW
Nonstop2h 25m
Southwest
Deal found 6/10![Southwest logo]()
$180
This JetBlue deal was found by Cheapflights users on 6/12. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/45:22 pm
ORD
- JFK
Nonstop2h 38m
JetBlue
Sat 7/117:05 am
JFK
- ORD
Nonstop2h 46m
JetBlue
Deal found 6/12![JetBlue logo]()
$187
This Delta deal was found by Cheapflights users on 6/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:00 pm
ORD
- EWR
1 stop4h 56m
Delta
Tue 9/151:00 pm
EWR
- ORD
1 stop4h 14m
Delta
Deal found 6/9![Delta logo]()
$191
This Southwest deal was found by Cheapflights users on 6/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/116:40 pm
MDW
- LGA
Nonstop2h 10m
Southwest
Wed 9/301:25 pm
LGA
- MDW
Nonstop2h 20m
Southwest
Deal found 6/12![Southwest logo]()
$187
This Delta deal was found by Cheapflights users on 6/10. 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 7/299:19 am
MDW
- EWR
1 stop5h 35m
Delta
Wed 8/51:00 pm
EWR
- MDW
1 stop6h 33m
Delta
Deal found 6/10![Delta logo]()
$192
This United Airlines deal was found by Cheapflights users on 6/9. 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.
Sat 7/47:00 am
ORD
- LGA
Nonstop2h 17m
United Airlines
Sun 7/56:10 am
LGA
- ORD
Nonstop2h 39m
United Airlines
Deal found 6/9![United Airlines logo]()
$197
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/268:50 am
MDW
- LGA
2 stops7h 15m
Southwest
Fri 8/286:00 am
LGA
- MDW
Nonstop2h 15m
Southwest
Deal found 6/8![Southwest logo]()
$190
This JetBlue deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:00 am
ORD
- JFK
Nonstop2h 17m
JetBlue
Tue 8/111:20 pm
JFK
- ORD
1 stop7h 05m
JetBlue
Deal found 6/8![JetBlue logo]()
$213
This United Airlines deal was found by Cheapflights users on 6/10. 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 7/289:00 am
ORD
- LGA
Nonstop2h 23m
United Airlines
Sun 8/26:10 am
LGA
- ORD
Nonstop2h 39m
United Airlines
Deal found 6/10![United Airlines logo]()
$197
This Delta deal was found by Cheapflights users on 6/10. 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.
Sat 6/274:00 pm
ORD
- LGA
Nonstop2h 31m
Delta
Sat 7/45:55 pm
LGA
- ORD
Nonstop3h 07m
Delta
Deal found 6/10![Delta logo]()
$202
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/315:15 am
MDW
- LGA
Nonstop2h 00m
Southwest
Tue 8/46:30 am
LGA
- MDW
1 stop6h 20m
Southwest
Deal found 6/9![Southwest logo]()
$194
This Delta deal was found by Cheapflights users on 6/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/18:11 pm
ORD
- LGA
Nonstop2h 30m
Delta
Tue 7/146:00 am
LGA
- ORD
Nonstop2h 32m
Delta
Deal found 6/12![Delta logo]()
$202
This United Airlines deal was found by Cheapflights users on 6/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/16:00 am
ORD
- LGA
Nonstop2h 11m
United Airlines
Sat 7/46:25 pm
LGA
- ORD
Nonstop2h 47m
United Airlines
Deal found 6/12![United Airlines logo]()
$202
This JetBlue deal was found by Cheapflights users on 6/10. 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.
Thu 6/256:00 am
ORD
- JFK
Nonstop2h 20m
JetBlue
Mon 6/297:00 am
JFK
- ORD
Nonstop2h 45m
JetBlue
Deal found 6/10![JetBlue logo]()
$237
This United Airlines deal was found by Cheapflights users on 6/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/31:00 pm
ORD
- LGA
Nonstop2h 22m
United Airlines
Sun 7/56:10 am
LGA
- ORD
Nonstop2h 39m
United Airlines
Deal found 6/12![United Airlines logo]()
$207
This Delta deal was found by Cheapflights users on 6/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/3010:35 am
ORD
- LGA
Nonstop2h 21m
Delta
Fri 7/108:45 pm
LGA
- ORD
Nonstop2h 51m
Delta
Deal found 6/12![Delta logo]()
$212
This JetBlue deal was found by Cheapflights users on 6/11. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:30 pm
ORD
- JFK
Nonstop2h 36m
JetBlue
Thu 7/162:29 pm
JFK
- ORD
Nonstop2h 47m
JetBlue
Deal found 6/11![JetBlue logo]()
$241
This Southwest deal was found by Cheapflights users on 6/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/305:15 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Sun 8/26:00 am
LGA
- MDW
Nonstop2h 20m
Southwest
Deal found 6/12![Southwest logo]()
$227
This Delta deal was found by Cheapflights users on 6/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/211:35 am
ORD
- LGA
Nonstop2h 24m
Delta
Wed 7/811:29 am
LGA
- ORD
Nonstop2h 33m
Delta
Deal found 6/12![Delta logo]()
$212
This United Airlines deal was found by Cheapflights users on 6/10. 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 8/46:00 am
ORD
- EWR
Nonstop2h 12m
United Airlines
Fri 8/77:12 pm
EWR
- ORD
Nonstop2h 48m
United Airlines
Deal found 6/10![United Airlines logo]()
$216
This JetBlue deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/25:22 pm
ORD
- JFK
Nonstop2h 38m
JetBlue
Mon 7/132:29 pm
JFK
- ORD
Nonstop2h 47m
JetBlue
Deal found 6/8![JetBlue logo]()
$251
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/285:20 am
MDW
- LGA
Nonstop2h 00m
Southwest
Sun 7/56:00 am
LGA
- MDW
Nonstop2h 20m
Southwest
Deal found 6/10![Southwest logo]()
$232
This Delta deal was found by Cheapflights users on 6/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/16:00 pm
ORD
- JFK
Nonstop2h 40m
Delta
Fri 7/37:35 pm
JFK
- ORD
Nonstop3h 13m
Delta
Deal found 6/12![Delta logo]()
$212
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/113:55 pm
ORD
- EWR
Nonstop2h 30m
United Airlines
Sat 8/159:45 pm
EWR
- ORD
Nonstop2h 37m
United Airlines
Deal found 6/8![United Airlines logo]()
$228
This Southwest deal was found by Cheapflights users on 6/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/77:50 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Tue 8/115:45 pm
LGA
- MDW
1 stop5h 05m
Southwest
Deal found 6/12![Southwest logo]()
$232
This JetBlue deal was found by Cheapflights users on 6/12. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/19:35 am
ORD
- JFK
Nonstop2h 24m
JetBlue
Fri 7/108:00 pm
JFK
- ORD
Nonstop2h 58m
JetBlue
Deal found 6/12![JetBlue logo]()
$256
This United Airlines deal was found by Cheapflights users on 6/9. 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.
Tue 8/257:05 am
ORD
- EWR
Nonstop2h 17m
United Airlines
Wed 8/266:20 pm
EWR
- ORD
Nonstop2h 47m
United Airlines
Deal found 6/9![United Airlines logo]()
$230
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/296:00 am
ORD
- LGA
Nonstop2h 09m
Delta
Sun 8/26:59 am
LGA
- ORD
Nonstop2h 32m
Delta
Deal found 6/8![Delta logo]()
$232
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/128:50 am
MDW
- LGA
2 stops7h 15m
Southwest
Tue 9/15:45 pm
LGA
- MDW
1 stop5h 05m
Southwest
Deal found 6/11![Southwest logo]()
$234
Last-minute flights from Illinois to ConnecticutDiscover last-minute flight deals from Illinois to Connecticut. Data last updated June 13, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Connecticut. Data last updated June 13, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 6/9. 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 7/16:00 am
ORD
- JFK
Nonstop2h 20m
JetBlue
Sat 7/187:05 am
JFK
- ORD
Nonstop2h 46m
JetBlue
Deal found 6/9![JetBlue logo]()
$186
This Super.com deal was found by Cheapflights users on 6/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/36:00 am
ORD
- JFK
Nonstop2h 20m
JetBlue
Mon 8/107:05 am
JFK
- ORD
Nonstop2h 43m
JetBlue
Deal found 6/10![JetBlue logo]()
$184
This flygcity.se deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure flygcity.se is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/45:22 pm
ORD
- JFK
Nonstop2h 38m
JetBlue
Sun 7/57:00 am
JFK
- ORD
Nonstop2h 45m
JetBlue
Deal found 6/8![JetBlue logo]()
$176
This Flysmarter deal was found by Cheapflights users on 6/9. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/45:22 pm
ORD
- JFK
Nonstop2h 38m
JetBlue
Tue 7/77:05 am
JFK
- ORD
Nonstop2h 45m
JetBlue
Deal found 6/9![JetBlue logo]()
$179
This American Airlines deal was found by Cheapflights users on 6/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/710:20 am
ORD
- LGA
Nonstop2h 14m
American Airlines
Tue 7/75:29 pm
LGA
- ORD
Nonstop3h 14m
American Airlines
Deal found 6/10![American Airlines logo]()
$182
This JetBlue deal was found by Cheapflights users on 6/10. 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.
Tue 7/76:00 am
ORD
- JFK
Nonstop2h 17m
JetBlue
Tue 7/71:20 pm
JFK
- ORD
1 stop7h 11m
JetBlue
Deal found 6/10![JetBlue logo]()
$183
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/116:40 pm
MDW
- LGA
Nonstop2h 10m
Southwest
Mon 8/316:00 am
LGA
- MDW
Nonstop2h 15m
Southwest
Deal found 6/8![Southwest logo]()
$179
This Cheapflightsfares deal was found by Cheapflights users on 6/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/116:00 am
ORD
- JFK
Nonstop2h 17m
JetBlue
Wed 9/3010:00 am
JFK
- ORD
Nonstop2h 47m
JetBlue
Deal found 6/12![JetBlue logo]()
$181
This American Airlines deal was found by Cheapflights users on 6/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/114:30 pm
ORD
- LGA
Nonstop2h 23m
American Airlines
Mon 8/106:10 am
LGA
- ORD
Nonstop2h 49m
American Airlines
Deal found 6/9![American Airlines logo]()
$186
This Super.com deal was found by Cheapflights users on 6/11. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/186:00 am
ORD
- JFK
Nonstop2h 17m
JetBlue
Tue 7/218:00 pm
JFK
- ORD
Nonstop2h 58m
JetBlue
Deal found 6/11![JetBlue logo]()
$185
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/282:50 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Wed 8/56:30 am
LGA
- MDW
1 stop6h 20m
Southwest
Deal found 6/10![Southwest logo]()
$184
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/305:15 am
MDW
- LGA
Nonstop2h 00m
Southwest
Tue 8/46:00 am
LGA
- MDW
Nonstop2h 15m
Southwest
Deal found 6/9![Southwest logo]()
$182
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 June 13, 2026.
Search for one-way flight options from Illinois to Connecticut. Find affordable one-way fares based on user searches. Data last updated June 13, 2026.
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/205:00 am
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 6/10![Southwest logo]()
$89
This Delta deal was found by Cheapflights users on 6/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/56:00 am
ORD
- JFK
Nonstop2h 24m
Delta
Deal found 6/9![Delta logo]()
$89
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/184:40 pm
MDW
- LGA
1 stop5h 35m
Southwest
Deal found 6/8![Southwest logo]()
$90
This Super.com deal was found by Cheapflights users on 6/9. 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.
Tue 6/306:27 pm
ORD
- JFK
Nonstop2h 46m
JetBlue
Deal found 6/9![JetBlue logo]()
$90
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Tue 8/48:40 am
ORD
- LGA
1 stop4h 30m
United Airlines
Deal found 6/11![United Airlines logo]()
$92
This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1510:11 am
ORD
- JFK
Nonstop2h 18m
JetBlue
Deal found 6/10![JetBlue logo]()
$92
This American Airlines deal was found by Cheapflights users on 6/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/158:25 pm
ORD
- LGA
Nonstop2h 20m
American Airlines
Deal found 6/9![American Airlines logo]()
$93
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/48:55 am
MDW
- LGA
1 stop5h 55m
Southwest
Deal found 6/8![Southwest logo]()
$93
This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/86:00 am
ORD
- JFK
Nonstop2h 17m
JetBlue
Deal found 6/10![JetBlue logo]()
$93
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/86:00 am
ORD
- LGA
Nonstop2h 11m
United Airlines
Deal found 6/8![United Airlines logo]()
$94
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/85:50 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Deal found 6/8![Southwest logo]()
$94
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/89:30 pm
ORD
- EWR
Nonstop2h 23m
United Airlines
Deal found 6/8![United Airlines logo]()
$94
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 June 13, 2026.
Round-trip from | $176 (flygcity.se) |
|---|---|
One-way from | $89 (Southwest) |
Popular in | April |
Cheapest in | August |
Average price | $415 |
Good round-trip deal | $151 or less |
Good one-way deal | $70 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 June 13, 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
Thu 9/10
6:00 am-9:13 am
Nonstop2h 13m
New York LaGuardia
Sun 9/13
6:10 am-7:50 am
Nonstop2h 40m
$180
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Wed 8/26
8:50 am-5:05 pm
2 stops7h 15m
New York LaGuardia
Sat 8/29
5:50 pm-7:15 pm
Nonstop2h 25m
$180
ChicagoNew York
ORD - JFK
ORDJFK
Chicago O'Hare Intl
Sat 7/4
5:22 pm-9:00 pm
Nonstop2h 38m
New York John F Kennedy Intl
Sat 7/11
7:05 am-8:51 am
Nonstop2h 46m
$187
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Sat 7/11
6:40 pm-9:50 pm
Nonstop2h 10m
New York LaGuardia
Wed 9/30
1:25 pm-2:45 pm
Nonstop2h 20m
$187
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Wed 8/26
8:50 am-5:05 pm
2 stops7h 15m
New York LaGuardia
Fri 8/28
6:00 am-7:15 am
Nonstop2h 15m
$190
ChicagoNewark
ORD - EWR
ORDEWR
Chicago O'Hare Intl
Sat 9/5
6:00 pm-11:56 pm
1 stop4h 56m
Newark
Tue 9/15
1:00 pm-4:14 pm
1 stop4h 14m
$191
ChicagoNewark
MDW - EWR
MDWEWR
Chicago Midway
Wed 7/29
9:19 am-3:54 pm
1 stop5h 35m
Newark
Wed 8/5
1:00 pm-6:33 pm
1 stop6h 33m
$192
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Fri 7/31
5:15 am-8:15 am
Nonstop2h 00m
New York LaGuardia
Tue 8/4
6:30 am-11:50 am
1 stop6h 20m
$194
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Sat 7/4
7:00 am-10:17 am
Nonstop2h 17m
New York LaGuardia
Sun 7/5
6:10 am-7:49 am
Nonstop2h 39m
$197
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Tue 7/28
9:00 am-12:23 pm
Nonstop2h 23m
New York LaGuardia
Sun 8/2
6:10 am-7:49 am
Nonstop2h 39m
$197
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.
MDW-LGA
ORD-JFK
ORD-LGA
ORD-EWR
MDW-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
MDW-LGA
ORD-JFK
ORD-LGA
ORD-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 $23). Flying from Illinois to Connecticut in March is currently the most expensive (average of $158). 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 June 13, 2026.
One of the essential ways to save on airfare from Illinois to Connecticut is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 23% on airfare.
Weekly flight availability from Illinois to Connecticut
Explore weekly flight availability from Illinois to Connecticut. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 13, 2026.
The most flights from USIL to USCT 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 (8 on average).
How much does it cost to fly round-trip from Illinois to Connecticut?
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 66 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 June 8, 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. Tuesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Connecticut
Get insights into the airlines that provide service to Connecticut. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Connecticut. Reviews last updated June 13, 2026.
Read reviews from past customers who have flown Southwest,Avelo Airlines, andUnited 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.
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Overall
7.9
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Overall
7.9
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Avelo Airlines
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Overall
7.9
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Overall
7.9
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Overall
7.9
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Overall
7.9
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Related info for your journey
Find useful and relevant information for your journey from Illinois to Connecticut. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Return Flight Options
Top destinations
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 June 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Connecticut
Find the right flight back to Illinois after your stay in Connecticut
Illinois to Connecticut flights
Consider these flights traveling from Illinois to Connecticut.
Top 5 airlines flying from Illinois to Connecticut
Discover the top 5 airlines that operate flights from Illinois to Connecticut. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$84 | Average$141 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$177 | Average$411 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$185 | Average$230 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$201 | Average$360 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$240 | Average$373 | FlexibilityNo cancel fee | On-time63% |