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$47+ 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 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — BDL
Jan 7 — Jan 141
Wed 1/7
Wed 1/14
1 adult, Economy
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Cheap flight deals from Illinois to Connecticut

Cheapest flights from Illinois to Connecticut
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 December 8, 2025.

This Trip.com deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” 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.
Mon 12/158:36 amORD - JFK
Nonstop2h 24mFrontier
Wed 12/171:00 pmJFK - ORD
Nonstop2h 57mFrontier
Deal found 12/7$78
This Priceline deal was found by Cheapflights users on 12/6. Clicking the “Pick Dates” 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.
Mon 12/158:36 amORD - JFK
Nonstop2h 24mFrontier
Mon 12/151:00 pmJFK - ORD
Nonstop2h 57mFrontier
Deal found 12/6$80
This Frontier deal was found by Cheapflights users on 12/6. Clicking the “Pick Dates” 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 12/138:36 amORD - JFK
Nonstop2h 24mFrontier
Mon 12/151:00 pmJFK - ORD
Nonstop2h 57mFrontier
Deal found 12/6$81
This Cheapflightsfares deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” 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 12/174:38 pmORD - LGA
Nonstop2h 04mSpirit Airlines
Fri 1/167:30 amLGA - ORD
Nonstop2h 42mSpirit Airlines
Deal found 12/7$87
This Super.com deal was found by Cheapflights users on 12/5. Clicking the “Pick Dates” 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.
Mon 12/158:36 amORD - JFK
Nonstop2h 24mFrontier
Fri 1/234:29 pmJFK - ORD
Nonstop3h 00mFrontier
Deal found 12/5$88
This Cheapflightsfares deal was found by Cheapflights users on 12/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/154:38 pmORD - LGA
Nonstop2h 04mSpirit Airlines
Tue 12/168:41 pmLGA - ORD
Nonstop2h 30mSpirit Airlines
Deal found 12/8$94
This Frontier deal was found by Cheapflights users on 12/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:40 amORD - JFK
Nonstop2h 24mFrontier
Sat 1/101:00 pmJFK - ORD
Nonstop2h 57mFrontier
Deal found 12/8$97
This Super.com deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” 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 12/174:38 pmORD - LGA
Nonstop2h 04mSpirit Airlines
Wed 12/318:37 pmLGA - ORD
Nonstop2h 30mSpirit Airlines
Deal found 12/7$99
This Cheapflightsfares deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/134:38 pmORD - LGA
Nonstop2h 04mSpirit Airlines
Tue 12/168:41 pmLGA - ORD
Nonstop2h 30mSpirit Airlines
Deal found 12/7$101
This Kiwi.com deal was found by Cheapflights users on 12/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/147:44 amMDW - EWR
Nonstop2h 01mFrontier
Thu 12/1811:30 amEWR - MDW
Nonstop2h 31mFrontier
Deal found 12/8$103
This Frontier deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” 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 12/187:44 amMDW - EWR
Nonstop2h 01mFrontier
Thu 12/2511:30 amEWR - MDW
Nonstop2h 31mFrontier
Deal found 12/7$104
This Priceline deal was found by Cheapflights users on 12/5. Clicking the “Pick Dates” 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.
Mon 12/158:36 amORD - JFK
Nonstop2h 24mFrontier
Sat 1/241:00 pmJFK - ORD
1 stop10h 44mFrontier
Deal found 12/5$104

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 December 8, 2025.

Round-trip from

$77
(Kiwi.com)

One-way from

$47
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$461

Good round-trip deal

$88 or less

Good one-way deal

$149 or less
From Illinois to Connecticut
Search Deals
One-way flight from Illinois to Connecticut
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($41 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Illinois to Connecticut.
Search Deals
Price to beat on a one-way flight from Illinois to Connecticut.
Search Deals

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 December 8, 2025.
Use the filters below to find and compare flights from Illinois to Connecticut that are best for you.

Fly from

Illinois

Fly to

Connecticut

Route

Depart

Return

Price

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Wed 1/21

1:20 pm-12:43 am

1 stop10h 23m

New York John F Kennedy Intl

Wed 1/28

6:10 am-12:05 pm

1 stop6h 55m

$128

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Fri 1/16

6:00 am-9:08 am

Nonstop2h 08m

New York LaGuardia

Sun 1/18

5:15 pm-6:55 pm

Nonstop2h 40m

$139

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Thu 1/8

12:15 pm-3:40 pm

Nonstop2h 25m

New York LaGuardia

Sun 1/11

6:50 pm-8:47 pm

Nonstop2h 57m

$139

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Fri 2/6

6:05 pm-9:10 pm

Nonstop2h 05m

New York LaGuardia

Mon 2/9

6:30 pm-8:05 pm

Nonstop2h 35m

$139

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Sat 2/7

8:45 am-12:02 pm

Nonstop2h 17m

New York John F Kennedy Intl

Sat 2/14

9:15 pm-11:10 pm

Nonstop2h 55m

$139

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Thu 1/29

6:00 am-9:26 am

Nonstop2h 26m

New York LaGuardia

Mon 2/2

4:30 pm-6:28 pm

Nonstop2h 58m

$139

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Tue 1/20

10:52 am-2:08 pm

Nonstop2h 16m

Newark

Tue 1/20

6:27 pm-8:13 pm

Nonstop2h 46m

$139

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Fri 1/30

6:00 am-9:26 am

Nonstop2h 26m

New York LaGuardia

Fri 1/30

4:30 pm-6:28 pm

Nonstop2h 58m

$139

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Wed 1/28

10:29 am-1:54 pm

Nonstop2h 25m

New York John F Kennedy Intl

Wed 2/11

7:35 pm-9:35 pm

Nonstop3h 00m

$139

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Wed 1/28

7:00 am-10:29 am

Nonstop2h 29m

New York John F Kennedy Intl

Mon 2/2

7:35 pm-9:35 pm

Nonstop3h 00m

$139

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/7

Showing 1-10 of 60 results
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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.
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

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 February is currently the most expensive (average of $257). 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 December 8, 2025.

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 evening could potentially save you up to 51% 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 December 16, 2024.

Travelers seeking maximum savings on their Illinois to Connecticut flight should consider departing on Wednesday evenings when fares are most often at their lowest. Monday at noon 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 December 8, 2025.

The most flights from USIL to USCT are scheduled on a Monday (18 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (17 on average).

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 December 8, 2025.
Read reviews from past customers who have flown Southwest, Avelo Airlines, and United 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.
Southwest
8.0
Very good
4,252 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,252 reviews
Southwest
8.0
Very good
4,252 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Avelo Airlines
7.6
Good
Southwest
8.0
Very good
4,252 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,078 reviews
Southwest
8.0
Very good
4,252 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,044 reviews
Southwest
8.0
Very good
4,252 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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.

  • How long is the flight from Illinois to Connecticut?

    A quick flight from Illinois to Connecticut can take about 2h 08m. Frontier provides one of the quickest options available for as low as $139. The distance from Illinois to Connecticut is about 731 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Illinois to Connecticut one-way?

    To fly one-way, consider booking your trip with Avelo Airlines, which is currently one of the cheapest options available, starting at $40. Frontier flights start at $52 while deals on Southwest start at $68 one-way.

  • Can I find deals for flights from Illinois to Connecticut that include hotel bookings?

    Yes. In addition to deals on Illinois to Connecticut flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Connecticut?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Connecticut.

  • Can I find deals for business class flights from Illinois to Connecticut?

    Yes. Cheapflights offers flight deals from Illinois to Connecticut by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • 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 February is currently the most expensive (average of $257). 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.

See more FAQs

Browse thousands of different 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.
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Top 4 airlines flying from Illinois to Connecticut

Discover the top 4 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 December 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$84Average$131FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$177Average$345FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$185Average$381FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$197Average$327FlexibilityNo cancel feeOn-time63%

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