$57+ 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 3/15. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — ORD
Feb 28 — Mar 71
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Connecticut to Illinois 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 Connecticut to Illinois
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 January 29, 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 January 29, 2026.
This Super.com deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1011:05 pm
EWR
- ORD
Nonstop2h 35m
Spirit Airlines
Thu 3/126:16 pm
ORD
- EWR
Nonstop2h 08m
Spirit Airlines
Deal found 1/27![Spirit Airlines logo]()
$89
This Orbitz deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/111:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Sun 5/37:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 1/28![Frontier logo]()
$90
This Cheapflightsfares deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/811:05 pm
EWR
- ORD
Nonstop2h 35m
Spirit Airlines
Sat 3/146:16 pm
ORD
- EWR
Nonstop2h 08m
Spirit Airlines
Deal found 1/27![Spirit Airlines logo]()
$90
This Priceline deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/117:30 am
LGA
- ORD
Nonstop2h 42m
Spirit Airlines
Sat 2/145:58 pm
ORD
- LGA
Nonstop2h 01m
Spirit Airlines
Deal found 1/28![Spirit Airlines logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2711:03 am
JFK
- ORD
Nonstop3h 00m
Frontier
Wed 3/411:51 am
ORD
- JFK
1 stop12h 12m
Frontier
Deal found 1/27![Frontier logo]()
$91
This Spirit deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2612:02 pm
EWR
- ORD
1 stop8h 09m
Spirit Airlines
Fri 2/276:51 pm
ORD
- EWR
Nonstop2h 09m
Spirit Airlines
Deal found 1/27![Spirit Airlines logo]()
$91
This Expedia deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” 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.
Sat 2/287:40 am
LGA
- ORD
Nonstop2h 42m
Spirit Airlines
Sat 3/710:44 am
ORD
- LGA
1 stop11h 37m
Spirit Airlines
Deal found 1/29![Spirit Airlines logo]()
$91
This Flightnetwork deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” 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.
Thu 2/54:29 pm
JFK
- ORD
Nonstop3h 00m
Frontier
Sun 2/811:55 am
ORD
- JFK
Nonstop2h 24m
Frontier
Deal found 1/29![Frontier logo]()
$92
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” 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 2/285:15 am
EWR
- ORD
1 stop6h 36m
Multiple Airlines
Sun 3/16:51 pm
ORD
- EWR
Nonstop2h 09m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$92
This Super.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/117:30 am
LGA
- ORD
Nonstop2h 42m
Spirit Airlines
Mon 2/165:58 pm
ORD
- LGA
Nonstop2h 01m
Spirit Airlines
Deal found 1/28![Spirit Airlines logo]()
$92
This Frontier deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:05 am
JFK
- ORD
1 stop11h 47m
Frontier
Sun 3/16:40 am
ORD
- JFK
Nonstop2h 24m
Frontier
Deal found 1/27![Frontier logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” 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 2/285:55 am
EWR
- ORD
1 stop17h 44m
Multiple Airlines
Mon 3/26:51 pm
ORD
- EWR
Nonstop2h 09m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$93
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 January 29, 2026.
Round-trip from | $89 (Super.com) |
|---|---|
One-way from | $57 (Trip.com) |
Popular in | May |
Cheapest in | October |
Average price | $331 |
Good round-trip deal | $378 or less |
Good one-way deal | $182 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 January 29, 2026.
Use the filters below to find and compare flights from Connecticut to Illinois that are best for you.
Fly from
Connecticut
Fly to
Illinois
Route
Depart
Return
Price
NewarkChicago
EWR - ORD
EWRORD
Newark
Thu 2/26
12:02 pm-7:11 pm
1 stop8h 09m
Chicago O'Hare Intl
Fri 2/27
6:51 pm-10:00 pm
Nonstop2h 09m
$91
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Sun 3/8
7:40 am-9:22 am
Nonstop2h 42m
Chicago O'Hare Intl
Wed 3/11
12:44 pm-11:21 pm
1 stop9h 37m
$98
NewarkChicago
EWR - ORD
EWRORD
Newark
Tue 4/14
10:39 pm-12:07 am
Nonstop2h 28m
Chicago O'Hare Intl
Tue 4/21
4:47 pm-7:55 pm
Nonstop2h 08m
$100
NewarkChicago
EWR - ORD
EWRORD
Newark
Fri 5/1
9:05 pm-10:43 pm
Nonstop2h 38m
Chicago O'Hare Intl
Mon 5/4
4:47 pm-7:55 pm
Nonstop2h 08m
$113
NewarkChicago
EWR - MDW
EWRMDW
Newark
Thu 4/23
11:30 am-1:00 pm
Nonstop2h 30m
Chicago Midway
Mon 4/27
9:14 am-12:59 pm
1 stop26h 45m
$118
NewarkChicago
EWR - ORD
EWRORD
Newark
Mon 5/18
9:05 pm-10:43 pm
Nonstop2h 38m
Chicago O'Hare Intl
Tue 5/26
4:47 pm-7:55 pm
Nonstop2h 08m
$118
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Fri 2/13
7:40 am-9:22 am
Nonstop2h 42m
Chicago O'Hare Intl
Mon 2/16
5:58 pm-8:59 pm
Nonstop2h 01m
$123
NewarkSt. Louis
EWR - STL
EWRSTL
Newark
Fri 2/27
5:55 am-6:51 am
1 stop25h 56m
Lambert-St Louis
Mon 3/2
8:22 pm-8:05 am
1 stop10h 43m
$128
New YorkChicago
JFK - ORD
JFKORD
New York John F Kennedy Intl
Wed 2/25
7:59 pm-9:57 pm
Nonstop2h 58m
Chicago O'Hare Intl
Wed 3/4
2:12 pm-5:44 pm
Nonstop2h 32m
$137
NewarkChicago
EWR - ORD
EWRORD
Newark
Wed 3/25
11:32 am-1:15 pm
Nonstop2h 43m
Chicago O'Hare Intl
Wed 3/25
9:23 pm-12:28 am
Nonstop2h 05m
$137
Showing 1-10 of 60 results
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.
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
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 July is currently the most expensive (average of $224). 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 January 29, 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 morning could potentially save you up to 24% 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 January 24, 2026.
Travelers seeking maximum savings on their Connecticut to Illinois flight should consider departing on Sunday 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 January 29, 2026.
The most flights from USCT to USIL are scheduled on a Thursday (15 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (9 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 January 29, 2026.
Get a feel of what it's like to fly with Southwest, Delta, and Avelo 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.
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Avelo Airlines
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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.
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 for Connecticut to Illinois
See prices for flight routes from nearby airports that may be better suited for you.
Top 6 airlines flying from Connecticut to Illinois
Discover the top 6 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 January 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$94 | Average$124 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$104 | Average$199 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$176 | Average$384 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$176 | Average$242 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$177 | Average$381 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$216 | Average$401 | FlexibilityNo cancel fee | On-time69% |