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Connecticut

$60+ 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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — BDL
Jul 5 — Jul 121
Sat 7/5
Sat 7/12
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 June 30, 2025.

Round-trip from

$118
(Cheapflightsfares)

One-way from

$60
(Priceline)

Good round-trip deal

$178 or less

Good one-way deal

$78 or less
From Illinois to Connecticut
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One-way flight from Illinois to Connecticut
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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 June 30, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 6/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/195:51 amORD - LGA
Nonstop2h 09mSpirit Airlines
Tue 7/226:30 pmLGA - ORD
Nonstop2h 30mSpirit Airlines
Deal found 6/29$118
This Priceline deal was found by Cheapflights users on 6/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/410:42 amORD - LGA
1 stop10h 29mFrontier
Sat 9/611:30 amLGA - ORD
1 stop6h 19mFrontier
Deal found 6/29$121
This Priceline deal was found by Cheapflights users on 6/30. 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 9/255:04 pmMDW - JFK
1 stop6h 38mFrontier
Mon 9/299:00 amJFK - MDW
1 stop7h 58mFrontier
Deal found 6/30$121
This Priceline deal was found by Cheapflights users on 6/28. 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.
Sun 8/315:10 amORD - JFK
1 stop5h 49mFrontier
Tue 9/26:00 amJFK - ORD
1 stop8h 33mFrontier
Deal found 6/28$121
This Priceline deal was found by Cheapflights users on 6/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2310:22 amORD - LGA
Nonstop2h 17mMultiple Airlines
Wed 8/276:30 amLGA - ORD
1 stop8h 03mMultiple Airlines
Deal found 6/27$130
This JetBlue deal was found by Cheapflights users on 6/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/211:35 amORD - JFK
Nonstop2h 23mJetBlue
Tue 9/28:30 pmJFK - ORD
Nonstop2h 58mJetBlue
Deal found 6/29$137
This Priceline deal was found by Cheapflights users on 6/28. 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.
Sat 7/195:07 pmORD - EWR
1 stop6h 37mFrontier
Tue 7/2211:04 amEWR - ORD
1 stop6h 34mFrontier
Deal found 6/28$142
This Orbitz deal was found by Cheapflights users on 6/30. 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.
Thu 8/212:30 pmSTL - EWR
1 stop5h 30mSpirit Airlines
Sun 8/2410:00 amEWR - STL
1 stop4h 32mSpirit Airlines
Deal found 6/30$142
This FlightHub deal was found by Cheapflights users on 6/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/95:10 pmORD - EWR
Nonstop2h 18mSpirit Airlines
Sun 10/199:33 pmEWR - ORD
Nonstop2h 37mSpirit Airlines
Deal found 6/30$144
This Priceline deal was found by Cheapflights users on 6/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/85:04 pmMDW - EWR
1 stop6h 30mFrontier
Sun 9/1411:15 amEWR - MDW
1 stop5h 43mFrontier
Deal found 6/29$145
This Priceline deal was found by Cheapflights users on 6/28. 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.
Thu 9/45:04 pmMDW - LGA
1 stop5h 27mFrontier
Sun 9/76:30 amLGA - MDW
1 stop10h 28mFrontier
Deal found 6/28$146
This Southwest deal was found by Cheapflights users on 6/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/277:05 pmMDW - LGA
Nonstop2h 10mSouthwest
Tue 9/26:00 amLGA - MDW
Nonstop2h 20mSouthwest
Deal found 6/28$147

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 June 30, 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 7/19

5:51 am-9:00 am

Nonstop2h 09m

New York LaGuardia

Tue 7/22

6:30 pm-8:00 pm

Nonstop2h 30m

$118

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Thu 9/4

10:42 am-10:11 pm

1 stop10h 29m

New York LaGuardia

Sat 9/6

11:30 am-4:49 pm

1 stop6h 19m

$121

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Thu 9/25

5:04 pm-12:42 am

1 stop6h 38m

New York John F Kennedy Intl

Mon 9/29

9:00 am-3:58 pm

1 stop7h 58m

$121

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Sat 8/30

5:45 pm-12:56 am

1 stop6h 11m

New York John F Kennedy Intl

Tue 9/2

6:00 am-1:33 pm

1 stop8h 33m

$121

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sat 8/23

10:22 am-1:39 pm

Nonstop2h 17m

New York LaGuardia

Wed 8/27

6:30 am-1:33 pm

1 stop8h 03m

$130

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Tue 9/2

11:35 am-2:58 pm

Nonstop2h 23m

New York John F Kennedy Intl

Tue 9/2

8:30 pm-10:28 pm

Nonstop2h 58m

$137

St. LouisNewark

STL - EWR

STLEWR

Lambert-St Louis

Thu 8/21

2:30 pm-9:00 pm

1 stop5h 30m

Newark

Sun 8/24

10:00 am-1:32 pm

1 stop4h 32m

$142

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Sat 7/19

5:07 pm-12:44 am

1 stop6h 37m

Newark

Tue 7/22

11:04 am-4:38 pm

1 stop6h 34m

$142

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Mon 7/14

4:37 pm-12:12 am

1 stop6h 35m

Newark

Sat 7/19

3:24 pm-11:53 pm

1 stop9h 29m

$144

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Mon 9/8

5:04 pm-12:34 am

1 stop6h 30m

Newark

Sun 9/14

11:15 am-3:58 pm

1 stop5h 43m

$145

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/28

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 June 30, 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 June 30, 2025.

The most flights from USIL to USCT are scheduled on a Monday (22 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (10 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 June 30, 2025.
Read reviews from past customers who have flown Southwest, Delta, 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
4,278 reviews

Entertainment

7.6

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,278 reviews
Southwest
8.0
Very good
4,278 reviews

Entertainment

7.6

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,973 reviews
Southwest
8.0
Very good
4,278 reviews

Entertainment

7.6

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,852 reviews
Southwest
8.0
Very good
4,278 reviews

Entertainment

7.6

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,920 reviews
Southwest
8.0
Very good
4,278 reviews

Entertainment

7.6

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,278 reviews

Entertainment

7.6

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

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

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $60. Spirit Airlines flights start at $68 while deals on Delta start at $79 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

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 June 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$84Average$169FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$192Average$368FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$197Average$351FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$235Average$414FlexibilityNo cancel feeOn-time69%

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