$56+ Cheap flights from Connecticut to Illinois
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 3/24. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — ORD
Apr 18 — Apr 251
Round-trip
1 adult, Economy
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Cheapest flights from Connecticut to IllinoisExplore the most affordable flight options available from Connecticut to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 19, 2026.
Explore the most affordable flight options available from Connecticut to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 19, 2026.
This Flightnetwork deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:15 pm
LGA
- ORD
Nonstop2h 42m
Spirit Airlines
Wed 5/62:09 pm
ORD
- LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/15![Spirit Airlines logo]()
$93
This Spirit deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:15 pm
LGA
- ORD
Nonstop2h 42m
Spirit Airlines
Mon 5/42:09 pm
ORD
- LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/15![Spirit Airlines logo]()
$94
This Cheapflightsfares deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:15 pm
LGA
- ORD
Nonstop2h 42m
Spirit Airlines
Mon 5/42:09 pm
ORD
- LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/14![Spirit Airlines logo]()
$98
This CheapOair deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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.
Fri 4/106:30 am
LGA
- ORD
Nonstop2h 31m
Spirit Airlines
Fri 4/172:09 pm
ORD
- LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/16![Spirit Airlines logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 3/244:29 pm
JFK
- ORD
Nonstop3h 00m
Frontier
Mon 3/307:35 am
ORD
- JFK
Nonstop2h 24m
Frontier
Deal found 3/17![Frontier logo]()
$101
This Cheapflightsfares deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/146:30 am
LGA
- ORD
Nonstop2h 31m
Spirit Airlines
Tue 4/212:09 pm
ORD
- LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/17![Spirit Airlines logo]()
$102
This Cheapflightsfares deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/106:30 am
LGA
- ORD
Nonstop2h 31m
Spirit Airlines
Thu 4/162:09 pm
ORD
- LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/16![Spirit Airlines logo]()
$103
This Booking.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/126:30 am
LGA
- ORD
Nonstop2h 31m
Spirit Airlines
Tue 4/147:31 pm
ORD
- LGA
Nonstop2h 05m
Spirit Airlines
Deal found 3/17![Spirit Airlines logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/254:29 pm
JFK
- ORD
Nonstop3h 00m
Frontier
Tue 3/318:06 am
ORD
- JFK
Nonstop2h 24m
Frontier
Deal found 3/15![Frontier logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/96:30 am
LGA
- ORD
Nonstop2h 31m
Spirit Airlines
Tue 4/147:31 pm
ORD
- LGA
Nonstop2h 05m
Spirit Airlines
Deal found 3/16![Spirit Airlines logo]()
$105
This Cheapflightsfares deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:15 pm
LGA
- ORD
Nonstop2h 42m
Spirit Airlines
Wed 5/62:09 pm
ORD
- LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/15![Spirit Airlines logo]()
$106
This Trip.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:15 pm
LGA
- ORD
Nonstop2h 42m
Spirit Airlines
Fri 5/12:09 pm
ORD
- LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/17![Spirit Airlines logo]()
$107
Best flights from Connecticut to IllinoisDiscover carefully curated flight deals from Connecticut to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 19, 2026.
Discover carefully curated flight deals from Connecticut to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 19, 2026.
This United Airlines deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/114:50 pm
EWR
- ORD
Nonstop2h 40m
United Airlines
Tue 4/147:46 pm
ORD
- EWR
Nonstop2h 24m
United Airlines
Deal found 3/17![United Airlines logo]()
$197
This Delta deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/255:30 pm
LGA
- ORD
Nonstop2h 53m
Delta
Mon 4/276:00 am
ORD
- LGA
Nonstop2h 14m
Delta
Deal found 3/17![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/169:45 pm
LGA
- MDW
Nonstop2h 25m
Southwest
Mon 4/208:10 am
MDW
- LGA
Nonstop2h 05m
Southwest
Deal found 3/15![Southwest logo]()
$197
This JetBlue deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/98:00 am
JFK
- ORD
Nonstop2h 53m
JetBlue
Tue 6/169:33 am
ORD
- JFK
Nonstop2h 19m
JetBlue
Deal found 3/15![JetBlue logo]()
$241
This KAYAK deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/3012:59 pm
JFK
- ORD
1 stop6h 30m
American Airlines
Thu 4/94:36 pm
ORD
- JFK
Nonstop2h 27m
American Airlines
Deal found 3/16![American Airlines logo]()
$327
This United Airlines deal was found by Cheapflights users on 3/18. 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.
Wed 5/207:30 am
EWR
- ORD
Nonstop2h 44m
United Airlines
Sat 5/236:28 pm
ORD
- EWR
Nonstop2h 30m
United Airlines
Deal found 3/18![United Airlines logo]()
$197
This Southwest deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:05 pm
LGA
- MDW
Nonstop2h 25m
Southwest
Wed 4/298:15 am
MDW
- LGA
Nonstop2h 05m
Southwest
Deal found 3/14![Southwest logo]()
$197
This Delta deal was found by Cheapflights users on 3/18. 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.
Fri 4/107:59 pm
JFK
- ORD
Nonstop2h 59m
Delta
Wed 4/156:21 pm
ORD
- JFK
Nonstop2h 36m
Delta
Deal found 3/18![Delta logo]()
$207
This United Airlines deal was found by Cheapflights users on 3/18. 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.
Sun 5/316:00 am
EWR
- ORD
Nonstop2h 42m
United Airlines
Fri 6/59:19 pm
ORD
- EWR
Nonstop2h 23m
United Airlines
Deal found 3/18![United Airlines logo]()
$197
This Southwest deal was found by Cheapflights users on 3/18. 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.
Sun 5/36:00 am
LGA
- MDW
Nonstop2h 25m
Southwest
Sun 5/105:20 am
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 3/18![Southwest logo]()
$197
This United Airlines deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/2310:15 am
LGA
- ORD
Nonstop2h 45m
United Airlines
Sat 4/2511:00 am
ORD
- LGA
Nonstop2h 18m
United Airlines
Deal found 3/17![United Airlines logo]()
$197
This Southwest deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/306:00 am
LGA
- MDW
Nonstop2h 25m
Southwest
Thu 5/75:15 am
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 3/16![Southwest logo]()
$197
This Delta deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/187:36 pm
JFK
- ORD
Nonstop3h 21m
Delta
Mon 4/206:04 am
ORD
- JFK
Nonstop2h 25m
Delta
Deal found 3/16![Delta logo]()
$217
This Southwest deal was found by Cheapflights users on 3/18. 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 5/159:45 pm
LGA
- MDW
Nonstop2h 25m
Southwest
Wed 5/205:15 am
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 3/18![Southwest logo]()
$197
This Delta deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:08 am
LGA
- ORD
Nonstop2h 48m
Delta
Mon 4/275:59 pm
ORD
- LGA
Nonstop2h 07m
Delta
Deal found 3/14![Delta logo]()
$217
This JetBlue deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 5/144:45 pm
JFK
- ORD
1 stop5h 51m
JetBlue
Mon 5/186:00 am
ORD
- JFK
1 stop5h 55m
JetBlue
Deal found 3/16![JetBlue logo]()
$269
This United Airlines deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 6/89:40 pm
EWR
- ORD
Nonstop2h 50m
United Airlines
Thu 6/116:00 am
ORD
- EWR
Nonstop2h 12m
United Airlines
Deal found 3/17![United Airlines logo]()
$216
This Southwest deal was found by Cheapflights users on 3/18. 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 4/78:55 pm
LGA
- MDW
Nonstop2h 35m
Southwest
Fri 4/105:15 am
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 3/18![Southwest logo]()
$197
This Delta deal was found by Cheapflights users on 3/18. 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.
Tue 6/26:50 pm
LGA
- ORD
Nonstop2h 56m
Delta
Fri 6/52:45 pm
ORD
- LGA
Nonstop2h 15m
Delta
Deal found 3/18![Delta logo]()
$226
This United Airlines deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/126:00 am
EWR
- ORD
Nonstop2h 43m
United Airlines
Sun 4/195:00 am
ORD
- EWR
Nonstop2h 10m
United Airlines
Deal found 3/13![United Airlines logo]()
$217
This Southwest deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:30 am
LGA
- MDW
1 stop5h 40m
Southwest
Tue 5/57:25 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Deal found 3/13![Southwest logo]()
$207
This Delta deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/299:39 am
EWR
- MDW
1 stop4h 04m
Delta
Fri 5/11:24 pm
MDW
- EWR
1 stop5h 07m
Delta
Deal found 3/16![Delta logo]()
$237
This United Airlines deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/103:15 pm
EWR
- ORD
Nonstop2h 41m
United Airlines
Fri 4/1010:10 pm
ORD
- EWR
Nonstop2h 20m
United Airlines
Deal found 3/14![United Airlines logo]()
$217
This American Airlines deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:00 am
BDL
- ORD
1 stop5h 44m
American Airlines
Mon 5/183:10 pm
ORD
- BDL
Nonstop2h 19m
American Airlines
Deal found 3/13![American Airlines logo]()
$354
This Southwest deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 5/156:35 pm
LGA
- MDW
1 stop5h 10m
Southwest
Tue 5/195:15 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Deal found 3/17![Southwest logo]()
$207
This Delta deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/251:15 pm
EWR
- MDW
1 stop5h 43m
Delta
Mon 4/275:21 pm
MDW
- EWR
1 stop5h 22m
Delta
Deal found 3/17![Delta logo]()
$237
This JetBlue deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/48:59 pm
JFK
- ORD
Nonstop2h 57m
JetBlue
Mon 6/86:00 am
ORD
- JFK
Nonstop2h 15m
JetBlue
Deal found 3/15![JetBlue logo]()
$351
This Southwest deal was found by Cheapflights users on 3/18. 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.
Sat 4/257:35 am
LGA
- MDW
Nonstop2h 25m
Southwest
Mon 4/279:00 am
MDW
- LGA
1 stop4h 20m
Southwest
Deal found 3/18![Southwest logo]()
$207
This American Airlines deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/64:09 pm
BDL
- ORD
Nonstop2h 58m
American Airlines
Fri 5/88:00 am
ORD
- BDL
Nonstop2h 22m
American Airlines
Deal found 3/13![American Airlines logo]()
$383
This United Airlines deal was found by Cheapflights users on 3/18. 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.
Thu 4/27:40 am
EWR
- ORD
Nonstop2h 43m
United Airlines
Sun 4/55:00 am
ORD
- EWR
Nonstop2h 10m
United Airlines
Deal found 3/18![United Airlines logo]()
$248
Last-minute flights from Connecticut to IllinoisDiscover last-minute flight deals from Connecticut to Illinois. Data last updated March 19, 2026 and is based on user searches.
Discover last-minute flight deals from Connecticut to Illinois. Data last updated March 19, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 3/244:29 pm
JFK
- ORD
Nonstop3h 00m
Frontier
Mon 3/307:35 am
ORD
- JFK
Nonstop2h 24m
Frontier
Deal found 3/17![Frontier logo]()
$101
This Super.com deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/244:29 pm
JFK
- ORD
Nonstop3h 00m
Frontier
Wed 3/2512:05 pm
ORD
- JFK
Nonstop2h 24m
Frontier
Deal found 3/15![Frontier logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/254:29 pm
JFK
- ORD
Nonstop3h 00m
Frontier
Tue 3/318:06 am
ORD
- JFK
Nonstop2h 24m
Frontier
Deal found 3/15![Frontier logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/96:30 am
LGA
- ORD
Nonstop2h 31m
Spirit Airlines
Tue 4/147:31 pm
ORD
- LGA
Nonstop2h 05m
Spirit Airlines
Deal found 3/16![Spirit Airlines logo]()
$105
This Cheapflightsfares deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/96:30 am
LGA
- ORD
Nonstop2h 31m
Spirit Airlines
Sat 4/1810:33 am
ORD
- LGA
Nonstop2h 10m
Spirit Airlines
Deal found 3/17![Spirit Airlines logo]()
$108
This CheapOair deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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.
Fri 4/106:30 am
LGA
- ORD
Nonstop2h 31m
Spirit Airlines
Fri 4/172:09 pm
ORD
- LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/16![Spirit Airlines logo]()
$99
This Cheapflightsfares deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/106:30 am
LGA
- ORD
Nonstop2h 31m
Spirit Airlines
Thu 4/162:09 pm
ORD
- LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/16![Spirit Airlines logo]()
$103
This Expedia deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/126:30 am
LGA
- ORD
Nonstop2h 31m
Spirit Airlines
Tue 4/147:31 pm
ORD
- LGA
Nonstop2h 05m
Spirit Airlines
Deal found 3/16![Spirit Airlines logo]()
$104
This Trip.com deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/146:30 am
LGA
- ORD
Nonstop2h 31m
Spirit Airlines
Tue 4/212:09 pm
ORD
- LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/15![Spirit Airlines logo]()
$98
This Trip.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:15 pm
LGA
- ORD
Nonstop2h 42m
Spirit Airlines
Fri 5/12:09 pm
ORD
- LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/17![Spirit Airlines logo]()
$107
This Flightnetwork deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:15 pm
LGA
- ORD
Nonstop2h 42m
Spirit Airlines
Wed 5/62:09 pm
ORD
- LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/15![Spirit Airlines logo]()
$93
This Spirit deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:15 pm
LGA
- ORD
Nonstop2h 42m
Spirit Airlines
Mon 5/42:09 pm
ORD
- LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/15![Spirit Airlines logo]()
$94
One-way flights from Connecticut to IllinoisSearch for one-way flight options from Connecticut to Illinois. Find affordable one-way fares based on user searches. Data last updated March 19, 2026.
Search for one-way flight options from Connecticut to Illinois. Find affordable one-way fares based on user searches. Data last updated March 19, 2026.
This Super.com deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/244:29 pm
JFK
- ORD
Nonstop3h 00m
Frontier
Deal found 3/15![Frontier logo]()
$56
This lastminute.co.il deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lastminute.co.il is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/76:30 am
LGA
- ORD
Nonstop2h 31m
Spirit Airlines
Deal found 3/17![Spirit Airlines logo]()
$57
This CheapOair deal was found by Cheapflights users on 3/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/96:30 am
LGA
- ORD
Nonstop2h 31m
Spirit Airlines
Deal found 3/18![Spirit Airlines logo]()
$58
This Cheapflightsfares deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/86:15 pm
LGA
- ORD
Nonstop2h 42m
Spirit Airlines
Deal found 3/15![Spirit Airlines logo]()
$59
This iWofly deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/124:23 pm
EWR
- ORD
1 stop9h 04m
Spirit Airlines
Deal found 3/17![Spirit Airlines logo]()
$61
This Kiwi.com deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 6/36:15 pm
LGA
- ORD
Nonstop2h 42m
Spirit Airlines
Deal found 3/16![Spirit Airlines logo]()
$61
This Frontier deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 3/15![Frontier logo]()
$62
This CheapOair deal was found by Cheapflights users on 3/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1710:08 am
EWR
- ORD
Nonstop2h 34m
Spirit Airlines
Deal found 3/18![Spirit Airlines logo]()
$62
This Kiwi.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:15 pm
LGA
- ORD
Nonstop2h 42m
Spirit Airlines
Deal found 3/17![Spirit Airlines logo]()
$62
This Super.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 3/2411:30 am
EWR
- MDW
Nonstop2h 32m
Frontier
Deal found 3/17![Frontier logo]()
$63
This Cheapflightsfares deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 3/2410:54 pm
EWR
- ORD
Nonstop2h 28m
Spirit Airlines
Deal found 3/16![Spirit Airlines logo]()
$64
This Super.com deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2411:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 3/15![Frontier logo]()
$65
Find flight deals from Connecticut to Illinois
Keep the following information in mind while searching for Connecticut to Illinois flight deals. Data was last updated March 19, 2026.
Round-trip from | $93 (Flightnetwork) |
|---|---|
One-way from | $56 (Super.com) |
Popular in | March |
Cheapest in | January |
Average price | $413 |
Good round-trip deal | $150 or less |
Good one-way deal | $202 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Connecticut to Illinois 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 March 19, 2026.
Use the filters below to find and compare flights from Connecticut to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
NewarkChicago
EWR - ORD
EWRORD
Newark
Sat 4/11
4:50 pm-6:30 pm
Nonstop2h 40m
Chicago O'Hare Intl
Tue 4/14
7:46 pm-11:10 pm
Nonstop2h 24m
$197
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Sat 4/25
5:30 pm-7:23 pm
Nonstop2h 53m
Chicago O'Hare Intl
Mon 4/27
6:00 am-9:14 am
Nonstop2h 14m
$197
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Thu 4/16
9:45 pm-11:10 pm
Nonstop2h 25m
Chicago Midway
Mon 4/20
8:10 am-11:15 am
Nonstop2h 05m
$197
NewarkChicago
EWR - ORD
EWRORD
Newark
Wed 5/20
7:30 am-9:14 am
Nonstop2h 44m
Chicago O'Hare Intl
Sat 5/23
6:28 pm-9:58 pm
Nonstop2h 30m
$197
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Sat 4/25
6:05 pm-7:30 pm
Nonstop2h 25m
Chicago Midway
Wed 4/29
8:15 am-11:20 am
Nonstop2h 05m
$197
NewarkChicago
EWR - ORD
EWRORD
Newark
Sun 5/31
6:00 am-7:42 am
Nonstop2h 42m
Chicago O'Hare Intl
Fri 6/5
9:19 pm-12:42 am
Nonstop2h 23m
$197
Quickest round-trip
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Sun 5/3
6:00 am-7:25 am
Nonstop2h 25m
Chicago Midway
Sun 5/10
5:20 am-8:20 am
Nonstop2h 00m
$197
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Thu 4/23
10:15 am-12:00 pm
Nonstop2h 45m
Chicago O'Hare Intl
Sat 4/25
11:00 am-2:18 pm
Nonstop2h 18m
$197
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Thu 4/30
6:00 am-7:25 am
Nonstop2h 25m
Chicago Midway
Thu 5/7
5:15 am-8:15 am
Nonstop2h 00m
$197
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Fri 5/15
9:45 pm-11:10 pm
Nonstop2h 25m
Chicago Midway
Wed 5/20
5:15 am-8:15 am
Nonstop2h 00m
$197
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Connecticut to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from Connecticut with our price prediction graph.
JFK-ORD
EWR-ORD
LGA-MDW
JFK-MDW
BDL-ORD
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Connecticut to Illinois
USCT-USIL
JFK-ORD
EWR-ORD
LGA-MDW
JFK-MDW
What is the cheapest month to book a flight from Connecticut to Illinois?
Currently, September is the cheapest month in which you can book a flight from Connecticut to Illinois (average of $115). Flying from Connecticut to Illinois in March is currently the most expensive (average of $315). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CT to IL?
Find hourly flight availability from Connecticut to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 19, 2026.
One of the essential ways to save on airfare from Connecticut to Illinois is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the afternoon could potentially save you up to 26% on airfare.
What is the cheapest day to fly from Connecticut to Illinois?
Use this chart to determine the cheapest time to fly round-trip from Connecticut to Illinois. Price data was last updated on March 14, 2026.
Travelers seeking maximum savings on their Connecticut to Illinois flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Connecticut to Illinois
Explore weekly flight availability from Connecticut to Illinois. 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 March 19, 2026.
The most flights from USCT to USIL are scheduled on a Monday (19 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (8 on average).
Reviews of airlines servicing Illinois
Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated March 19, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andAvelo Airlines from Connecticut to Illinois by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Overall
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Overall
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Avelo Airlines
Overall
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Overall
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Overall
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Related info for your journey
Find useful and relevant information for your journey from Connecticut to Illinois. 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 Connecticut to Illinois
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Illinois by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Connecticut to Illinois by cabin class
Find flights from Connecticut to Illinois, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Connecticut and Illinois flights
Browse other Connecticut and Illinois flight options. Last updated on March 19, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Illinois
Find the right flight back to Connecticut after your stay in Illinois
Connecticut to Illinois flights
Consider these flights traveling from Connecticut to Illinois.
Top 5 airlines flying from Connecticut to Illinois
Discover the top 5 airlines that operate flights from Connecticut to Illinois. 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 March 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$76 | Average$143 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$170 | Average$423 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$176 | Average$331 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$177 | Average$389 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$217 | Average$359 | FlexibilityNo cancel fee | On-time69% |