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$71+ 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 10/8. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — BDL
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Illinois to Connecticut

Keep the following information in mind while searching for Illinois to Connecticut flight deals. Data was last updated September 16, 2025.

Round-trip from

$108
(Cheapflightsfares)

One-way from

$71
(Cheapflightsfares)

Popular in

December

Cheapest in

August

Average price

$323

Good round-trip deal

$88 or less

Good one-way deal

$45 or less
From Illinois to Connecticut
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One-way flight from Illinois to Connecticut
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Highest demand for flights based on searches. 10% potential increase in price ($42 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Illinois to Connecticut.
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Price to beat on a one-way flight from Illinois to Connecticut.
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Find 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 September 16, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 9/2911:13 amORD - LGA
Nonstop2h 05mSpirit Airlines
Tue 9/303:13 pmLGA - ORD
Nonstop2h 38mSpirit Airlines
Deal found 9/15$108
This Priceline deal was found by Cheapflights users on 9/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/96:00 amORD - LGA
1 stop9h 29mMultiple Airlines
Wed 10/153:29 pmLGA - ORD
Nonstop2h 44mMultiple Airlines
Deal found 9/15$109
This Trip.com deal was found by Cheapflights users on 9/14. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/211:13 amORD - LGA
Nonstop2h 05mMultiple Airlines
Mon 10/612:56 pmLGA - ORD
1 stop7h 48mMultiple Airlines
Deal found 9/14$110
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
Wed 10/156:58 pmORD - LGA
1 stop13h 02mSpirit Airlines
Wed 10/223:29 pmLGA - ORD
Nonstop2h 44mSpirit Airlines
Deal found 9/14$111
This Frontier deal was found by Cheapflights users on 9/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/176:40 amORD - JFK
Nonstop2h 23mFrontier
Mon 11/244:07 pmJFK - ORD
Nonstop2h 52mFrontier
Deal found 9/16$111
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1111:55 amORD - LGA
1 stop10h 30mSpirit Airlines
Tue 10/1411:59 amLGA - ORD
1 stop12h 46mSpirit Airlines
Deal found 9/13$113
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/206:40 amORD - JFK
Nonstop2h 23mFrontier
Fri 10/2411:00 amJFK - ORD
Nonstop2h 45mFrontier
Deal found 9/14$113
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
Mon 9/296:30 amORD - LGA
1 stop12h 59mSpirit Airlines
Thu 10/27:59 pmLGA - ORD
1 stop14h 19mSpirit Airlines
Deal found 9/14$114
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/156:40 amORD - JFK
Nonstop2h 23mFrontier
Wed 10/229:00 amJFK - ORD
1 stop5h 47mFrontier
Deal found 9/13$114
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
Sat 10/411:57 amORD - LGA
1 stop8h 08mSpirit Airlines
Mon 10/63:29 pmLGA - ORD
Nonstop2h 44mSpirit Airlines
Deal found 9/14$115
This Frontier deal was found by Cheapflights users on 9/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/115:45 pmORD - JFK
1 stop5h 48mFrontier
Wed 10/1511:00 amJFK - ORD
Nonstop2h 45mFrontier
Deal found 9/14$115
This Mytrip deal was found by Cheapflights users on 9/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/305:50 pmORD - JFK
1 stop5h 43mFrontier
Sun 11/211:00 amJFK - ORD
Nonstop2h 45mFrontier
Deal found 9/14$116

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 September 16, 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

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sat 12/13

7:05 pm-10:14 pm

Nonstop2h 09m

New York LaGuardia

Sun 12/14

5:45 am-7:13 am

Nonstop2h 28m

$133

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 2/25

9:00 am-12:03 pm

Nonstop2h 03m

New York LaGuardia

Sat 2/28

8:15 am-9:59 am

Nonstop2h 44m

$138

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Tue 2/24

7:00 am-10:23 am

Nonstop2h 23m

New York John F Kennedy Intl

Thu 2/26

7:40 pm-9:33 pm

Nonstop2h 53m

$139

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Thu 1/8

9:00 am-12:17 pm

Nonstop2h 17m

New York John F Kennedy Intl

Mon 1/19

4:41 pm-6:34 pm

Nonstop2h 53m

$139

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Tue 2/24

7:00 am-10:23 am

Nonstop2h 23m

New York John F Kennedy Intl

Sat 2/28

7:40 pm-9:33 pm

Nonstop2h 53m

$139

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Thu 2/26

7:00 am-10:23 am

Nonstop2h 23m

New York John F Kennedy Intl

Thu 2/26

7:40 pm-9:33 pm

Nonstop2h 53m

$139

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 10/8

7:20 pm-10:25 pm

Nonstop2h 05m

New York LaGuardia

Sat 10/18

8:15 am-9:40 am

Nonstop2h 25m

$142

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sat 10/11

5:00 pm-8:17 pm

Nonstop2h 17m

New York LaGuardia

Tue 10/14

7:30 pm-9:07 pm

Nonstop2h 37m

$142

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 11/5

7:15 pm-10:20 pm

Nonstop2h 05m

New York LaGuardia

Mon 11/10

7:15 am-8:45 am

Nonstop2h 30m

$142

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Tue 2/24

7:00 am-10:23 am

Nonstop2h 23m

New York John F Kennedy Intl

Fri 2/27

7:40 pm-9:33 pm

Nonstop2h 53m

$143

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

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, November is the cheapest month in which you can book a flight from Illinois to Connecticut (average of $287). Flying from Illinois to Connecticut in December is currently the most expensive (average of $351). 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 September 16, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Connecticut as you normally would.

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 September 16, 2025.

The most flights from USIL to USCT are scheduled on a Monday (21 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (17 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 September 16, 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
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Avelo Airlines
7.5
Good
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,924 reviews
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,174 reviews
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 03m. Spirit Airlines provides one of the quickest options available for as low as $138. The distance from Illinois to Connecticut is about 731 mi. Generally, flights for this route are nonstop.

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

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $73. United Airlines flights start at $74 while deals on Southwest start at $74 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, November is the cheapest month in which you can book a flight from Illinois to Connecticut (average of $287). Flying from Illinois to Connecticut in December is currently the most expensive (average of $351). 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

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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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$85Average$148FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$173Average$370FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$197Average$342FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$221Average$403FlexibilityNo cancel feeOn-time69%

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