$58+ 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 4/30. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — BDL
May 23 — May 301
Round-trip
1 adult, Economy
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Find cheap flights from Illinois to Connecticut with Cheapflights
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Cheapest flights from Illinois to ConnecticutExplore the most affordable flight options available from Illinois to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 23, 2026.
Explore the most affordable flight options available from Illinois to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/301:57 pm
ORD
- LGA
Nonstop2h 17m
Spirit Airlines
Fri 7/36:09 pm
LGA
- ORD
Nonstop2h 37m
Spirit Airlines
Deal found 4/20![Spirit Airlines logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/91:49 pm
ORD
- LGA
Nonstop2h 11m
Spirit Airlines
Sun 6/146:29 pm
LGA
- ORD
Nonstop2h 42m
Spirit Airlines
Deal found 4/21![Spirit Airlines logo]()
$116
This Cheapflightsfares deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/121:49 pm
ORD
- LGA
Nonstop2h 11m
Spirit Airlines
Wed 6/176:29 pm
LGA
- ORD
Nonstop2h 42m
Spirit Airlines
Deal found 4/20![Spirit Airlines logo]()
$118
This Cheapflightsfares deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3012:47 pm
ORD
- EWR
Nonstop2h 07m
Spirit Airlines
Sat 5/210:08 am
EWR
- ORD
Nonstop2h 34m
Spirit Airlines
Deal found 4/20![Spirit Airlines logo]()
$118
This Gotogate deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/121:49 pm
ORD
- LGA
Nonstop2h 11m
Spirit Airlines
Mon 6/156:29 pm
LGA
- ORD
Nonstop2h 42m
Spirit Airlines
Deal found 4/21![Spirit Airlines logo]()
$119
This Booking.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2812:59 pm
ORD
- EWR
Nonstop2h 07m
Spirit Airlines
Mon 6/15:01 pm
EWR
- ORD
Nonstop2h 37m
Spirit Airlines
Deal found 4/20![Spirit Airlines logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/131:49 pm
ORD
- LGA
Nonstop2h 11m
Spirit Airlines
Tue 5/196:29 pm
LGA
- ORD
Nonstop2h 42m
Spirit Airlines
Deal found 4/20![Spirit Airlines logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/85:06 pm
ORD
- EWR
Nonstop2h 22m
Spirit Airlines
Tue 8/112:45 pm
EWR
- ORD
Nonstop2h 26m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$120
This Jetabroad deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/412:59 pm
ORD
- EWR
Nonstop2h 07m
Spirit Airlines
Thu 6/115:01 pm
EWR
- ORD
Nonstop2h 37m
Spirit Airlines
Deal found 4/20![Spirit Airlines logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/307:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Mon 5/411:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 4/20![Frontier logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/212:53 pm
ORD
- EWR
Nonstop2h 07m
Spirit Airlines
Thu 5/75:01 pm
EWR
- ORD
Nonstop2h 37m
Spirit Airlines
Deal found 4/18![Spirit Airlines logo]()
$122
This Cheapflightsfares deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/282:09 pm
ORD
- LGA
Nonstop2h 11m
Spirit Airlines
Tue 5/126:29 pm
LGA
- ORD
Nonstop2h 42m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$123
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 April 23, 2026.
Discover carefully curated flight deals from Illinois to Connecticut that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 23, 2026.
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/158:20 pm
ORD
- LGA
Nonstop2h 24m
Delta
Sat 5/165:15 pm
LGA
- ORD
Nonstop2h 59m
Delta
Deal found 4/22![Delta logo]()
$167
This United Airlines deal was found by Cheapflights users on 4/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/71:55 pm
ORD
- LGA
Nonstop2h 18m
United Airlines
Tue 5/129:10 am
LGA
- ORD
Nonstop2h 45m
United Airlines
Deal found 4/22![United Airlines logo]()
$173
This Southwest deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/175:15 am
MDW
- LGA
Nonstop2h 00m
Southwest
Sat 6/206:00 am
LGA
- MDW
Nonstop2h 20m
Southwest
Deal found 4/21![Southwest logo]()
$177
This JetBlue deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 6/116:10 am
ORD
- JFK
Nonstop2h 20m
JetBlue
Fri 6/267:00 am
JFK
- ORD
Nonstop2h 45m
JetBlue
Deal found 4/18![JetBlue logo]()
$297
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/268:10 pm
ORD
- LGA
Nonstop2h 30m
Delta
Tue 6/309:00 pm
LGA
- ORD
Nonstop2h 48m
Delta
Deal found 4/20![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 7/37:45 pm
MDW
- LGA
Nonstop2h 10m
Southwest
Sun 7/56:00 am
LGA
- MDW
Nonstop2h 20m
Southwest
Deal found 4/18![Southwest logo]()
$177
This United Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/169:19 pm
ORD
- EWR
Nonstop2h 23m
United Airlines
Fri 6/199:40 pm
EWR
- ORD
Nonstop2h 50m
United Airlines
Deal found 4/21![United Airlines logo]()
$177
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/412:53 pm
MDW
- EWR
1 stop6h 42m
Delta
Tue 6/96:00 am
EWR
- MDW
1 stop7h 00m
Delta
Deal found 4/21![Delta logo]()
$177
This United Airlines deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/59:19 pm
ORD
- EWR
Nonstop2h 23m
United Airlines
Thu 6/119:40 pm
EWR
- ORD
Nonstop2h 50m
United Airlines
Deal found 4/20![United Airlines logo]()
$178
This Southwest deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/301:55 pm
ORD
- LGA
1 stop7h 15m
Southwest
Tue 6/27:15 am
LGA
- ORD
1 stop8h 45m
Southwest
Deal found 4/20![Southwest logo]()
$184
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/116:00 am
ORD
- JFK
Nonstop2h 24m
Delta
Sat 7/113:38 pm
JFK
- ORD
Nonstop3h 07m
Delta
Deal found 4/22![Delta logo]()
$177
This United Airlines deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 5/292:00 pm
ORD
- LGA
Nonstop2h 22m
United Airlines
Tue 6/27:25 pm
LGA
- ORD
Nonstop2h 47m
United Airlines
Deal found 4/18![United Airlines logo]()
$192
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/110:05 am
ORD
- JFK
Nonstop2h 25m
Delta
Mon 7/67:30 am
JFK
- ORD
Nonstop2h 55m
Delta
Deal found 4/22![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/45:15 am
MDW
- LGA
Nonstop2h 00m
Southwest
Thu 6/116:00 am
LGA
- MDW
Nonstop2h 20m
Southwest
Deal found 4/20![Southwest logo]()
$197
This Southwest deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 6/28:15 am
MDW
- LGA
Nonstop2h 05m
Southwest
Tue 6/96:00 am
LGA
- MDW
Nonstop2h 20m
Southwest
Deal found 4/18![Southwest logo]()
$197
This United Airlines deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/29:19 pm
ORD
- EWR
Nonstop2h 23m
United Airlines
Wed 6/31:05 pm
EWR
- ORD
Nonstop2h 43m
United Airlines
Deal found 4/19![United Airlines logo]()
$197
This Delta deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/247:05 am
ORD
- LGA
Nonstop2h 16m
Delta
Wed 5/275:10 pm
LGA
- ORD
Nonstop2h 59m
Delta
Deal found 4/19![Delta logo]()
$187
This United Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/176:00 am
ORD
- LGA
Nonstop2h 13m
United Airlines
Wed 5/278:25 pm
LGA
- ORD
Nonstop2h 47m
United Airlines
Deal found 4/21![United Airlines logo]()
$206
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/55:41 pm
ORD
- EWR
1 stop5h 08m
Delta
Mon 6/81:00 pm
EWR
- ORD
1 stop6h 29m
Delta
Deal found 4/20![Delta logo]()
$188
This Southwest deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/185:15 am
MDW
- LGA
Nonstop2h 00m
Southwest
Thu 6/256:00 am
LGA
- MDW
Nonstop2h 20m
Southwest
Deal found 4/21![Southwest logo]()
$207
This Southwest deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/75:15 am
MDW
- LGA
Nonstop2h 00m
Southwest
Sun 5/106:00 am
LGA
- MDW
Nonstop2h 25m
Southwest
Deal found 4/19![Southwest logo]()
$207
This United Airlines deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 5/155:00 am
ORD
- EWR
Nonstop2h 12m
United Airlines
Sat 5/167:52 pm
EWR
- ORD
Nonstop2h 48m
United Airlines
Deal found 4/18![United Airlines logo]()
$209
This Delta deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 5/217:05 am
ORD
- LGA
Nonstop2h 16m
Delta
Sun 5/245:10 pm
LGA
- ORD
Nonstop2h 59m
Delta
Deal found 4/18![Delta logo]()
$192
This Delta deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/152:45 pm
ORD
- LGA
Nonstop2h 15m
Delta
Mon 5/186:50 pm
LGA
- ORD
Nonstop2h 56m
Delta
Deal found 4/19![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/52:50 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Fri 5/86:00 am
LGA
- MDW
Nonstop2h 25m
Southwest
Deal found 4/19![Southwest logo]()
$217
This United Airlines deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 5/46:00 am
ORD
- EWR
Nonstop2h 12m
United Airlines
Wed 5/610:24 am
EWR
- ORD
Nonstop2h 44m
United Airlines
Deal found 4/18![United Airlines logo]()
$217
This Delta deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/266:00 am
ORD
- LGA
Nonstop2h 12m
Delta
Sat 5/307:30 am
LGA
- ORD
Nonstop2h 47m
Delta
Deal found 4/19![Delta logo]()
$197
This United Airlines deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/225:00 am
ORD
- EWR
Nonstop2h 13m
United Airlines
Tue 5/267:12 pm
EWR
- ORD
Nonstop2h 48m
United Airlines
Deal found 4/20![United Airlines logo]()
$222
This Southwest deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/38:15 am
MDW
- LGA
Nonstop2h 05m
Southwest
Wed 6/1012:00 pm
LGA
- MDW
1 stop6h 05m
Southwest
Deal found 4/19![Southwest logo]()
$237
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/111:46 pm
ORD
- EWR
1 stop7h 43m
Delta
Tue 6/161:29 pm
EWR
- ORD
1 stop8h 03m
Delta
Deal found 4/21![Delta logo]()
$197
Last-minute flights from Illinois to ConnecticutDiscover last-minute flight deals from Illinois to Connecticut. Data last updated April 23, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Connecticut. Data last updated April 23, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/282:09 pm
ORD
- LGA
Nonstop2h 11m
Spirit Airlines
Tue 5/126:29 pm
LGA
- ORD
Nonstop2h 42m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$123
This Cheapflightsfares deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3012:47 pm
ORD
- EWR
Nonstop2h 07m
Spirit Airlines
Sat 5/210:08 am
EWR
- ORD
Nonstop2h 34m
Spirit Airlines
Deal found 4/20![Spirit Airlines logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/307:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Mon 5/411:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 4/20![Frontier logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/212:53 pm
ORD
- EWR
Nonstop2h 07m
Spirit Airlines
Thu 5/75:01 pm
EWR
- ORD
Nonstop2h 37m
Spirit Airlines
Deal found 4/18![Spirit Airlines logo]()
$122
This Frontier deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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.
Sat 5/27:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Tue 5/55:55 am
EWR
- MDW
1 stop6h 14m
Frontier
Deal found 4/18![Frontier logo]()
$123
This American Airlines deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/122:41 pm
ORD
- LGA
Nonstop2h 19m
American Airlines
Tue 5/128:29 pm
LGA
- ORD
Nonstop2h 48m
American Airlines
Deal found 4/20![American Airlines logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/131:49 pm
ORD
- LGA
Nonstop2h 11m
Spirit Airlines
Tue 5/196:29 pm
LGA
- ORD
Nonstop2h 42m
Spirit Airlines
Deal found 4/20![Spirit Airlines logo]()
$120
This Cheapflightsfares deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/141:49 pm
ORD
- LGA
Nonstop2h 11m
Spirit Airlines
Sun 5/246:29 pm
LGA
- ORD
Nonstop2h 42m
Spirit Airlines
Deal found 4/20![Spirit Airlines logo]()
$118
This Gotogate deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/151:49 pm
ORD
- LGA
Nonstop2h 11m
Spirit Airlines
Mon 5/186:29 pm
LGA
- ORD
Nonstop2h 42m
Spirit Airlines
Deal found 4/20![Spirit Airlines logo]()
$119
This Cheapflightsfares deal was found by Cheapflights users on 4/22. 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 5/276:15 am
ORD
- JFK
Nonstop2h 18m
JetBlue
Wed 5/2712:45 pm
JFK
- ORD
Nonstop2h 45m
JetBlue
Deal found 4/22![JetBlue logo]()
$123
This Booking.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2812:59 pm
ORD
- EWR
Nonstop2h 07m
Spirit Airlines
Mon 6/15:01 pm
EWR
- ORD
Nonstop2h 37m
Spirit Airlines
Deal found 4/20![Spirit Airlines logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2812:59 pm
ORD
- EWR
Nonstop2h 07m
Spirit Airlines
Fri 6/55:01 pm
EWR
- ORD
Nonstop2h 37m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$120
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 April 23, 2026.
Search for one-way flight options from Illinois to Connecticut. Find affordable one-way fares based on user searches. Data last updated April 23, 2026.
This eDestinos deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/307:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 4/20![Frontier logo]()
$58
This Cheapflightsfares deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/311:42 pm
ORD
- EWR
Nonstop2h 12m
Spirit Airlines
Deal found 4/20![Spirit Airlines logo]()
$59
This Booking.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/712:59 pm
ORD
- EWR
Nonstop2h 07m
Spirit Airlines
Deal found 4/20![Spirit Airlines logo]()
$60
This CheapOair deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/205:06 pm
ORD
- EWR
Nonstop2h 22m
Spirit Airlines
Deal found 4/20![Spirit Airlines logo]()
$61
This Jetabroad deal was found by Cheapflights users on 4/23. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/17:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 4/23![Frontier logo]()
$62
This Cheapflightsfares deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 4/292:09 pm
ORD
- LGA
Nonstop2h 11m
Spirit Airlines
Deal found 4/18![Spirit Airlines logo]()
$64
This Mytrip deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1112:59 pm
ORD
- EWR
Nonstop2h 07m
Spirit Airlines
Deal found 4/21![Spirit Airlines logo]()
$64
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/45:27 pm
ORD
- LGA
Nonstop2h 14m
Spirit Airlines
Deal found 4/20![Spirit Airlines logo]()
$65
This Southwest deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/115:45 pm
MDW
- LGA
Nonstop2h 10m
Southwest
Deal found 4/20![Southwest logo]()
$65
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/278:15 pm
ORD
- EWR
Nonstop2h 15m
American Airlines
Deal found 4/21![American Airlines logo]()
$65
This CheapOair deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/231:50 pm
ORD
- LGA
Nonstop2h 17m
Spirit Airlines
Deal found 4/20![Spirit Airlines logo]()
$66
This Southwest deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/105:15 am
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 4/20![Southwest logo]()
$66
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 April 23, 2026.
Round-trip from | $115 (Kiwi.com) |
|---|---|
One-way from | $58 (eDestinos) |
Popular in | April |
Cheapest in | August |
Average price | $560 |
Good round-trip deal | $102 or less |
Good one-way deal | $105 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 April 23, 2026.
Use the filters below to find and compare flights from Illinois to Connecticut that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Fri 5/15
8:20 pm-11:44 pm
Nonstop2h 24m
New York LaGuardia
Sat 5/16
5:15 pm-7:14 pm
Nonstop2h 59m
$167
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Thu 5/7
1:55 pm-5:13 pm
Nonstop2h 18m
New York LaGuardia
Tue 5/12
9:10 am-10:55 am
Nonstop2h 45m
$173
Quickest round-trip
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Wed 6/17
5:15 am-8:15 am
Nonstop2h 00m
New York LaGuardia
Sat 6/20
6:00 am-7:20 am
Nonstop2h 20m
$177
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Fri 6/26
8:10 pm-11:40 pm
Nonstop2h 30m
New York LaGuardia
Tue 6/30
9:00 pm-10:48 pm
Nonstop2h 48m
$177
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Fri 7/3
7:45 pm-10:55 pm
Nonstop2h 10m
New York LaGuardia
Sun 7/5
6:00 am-7:20 am
Nonstop2h 20m
$177
ChicagoNewark
ORD - EWR
ORDEWR
Chicago O'Hare Intl
Tue 6/16
9:19 pm-12:42 am
Nonstop2h 23m
Newark
Fri 6/19
9:40 pm-11:30 pm
Nonstop2h 50m
$177
ChicagoNewark
MDW - EWR
MDWEWR
Chicago Midway
Thu 6/4
12:53 pm-8:35 pm
1 stop6h 42m
Newark
Tue 6/9
6:00 am-12:00 pm
1 stop7h 00m
$177
ChicagoNew York
ORD - JFK
ORDJFK
Chicago O'Hare Intl
Sat 7/11
6:00 am-9:24 am
Nonstop2h 24m
New York John F Kennedy Intl
Sat 7/11
3:38 pm-5:45 pm
Nonstop3h 07m
$177
ChicagoNew York
ORD - JFK
ORDJFK
Chicago O'Hare Intl
Wed 7/1
10:05 am-1:30 pm
Nonstop2h 25m
New York John F Kennedy Intl
Mon 7/6
7:30 am-9:25 am
Nonstop2h 55m
$177
ChicagoNewark
ORD - EWR
ORDEWR
Chicago O'Hare Intl
Fri 6/5
9:19 pm-12:42 am
Nonstop2h 23m
Newark
Thu 6/11
9:40 pm-11:30 pm
Nonstop2h 50m
$178
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-EWR
ORD-EWR
ORD-LGA
MDW-LGA
ORD-JFK
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-EWR
ORD-EWR
ORD-LGA
MDW-LGA
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 68 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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 April 23, 2026.
One of the essential ways to save on airfare from Illinois to Connecticut is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 24% on airfare.
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 April 18, 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.
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 April 23, 2026.
The most flights from USIL to USCT are scheduled on a Thursday (24 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (16 on average).
How much does it cost to fly round-trip from Illinois to Connecticut?
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 April 23, 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.
Food
7.0
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Avelo Airlines
Food
7.0
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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.
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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 April 23, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Connecticut
Find the right flight back to Illinois after your stay in Connecticut
Illinois to Connecticut flights
Consider these flights traveling from Illinois to Connecticut.
Top 5 airlines flying from Illinois to Connecticut
Discover the top 5 airlines that operate flights from Illinois to Connecticut. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$84 | Average$138 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$109 | Average$225 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$177 | Average$359 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$199 | Average$360 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$240 | Average$373 | FlexibilityNo cancel fee | On-time63% |