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$55+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — BDL
Apr 6 — Apr 131
Sun 4/6
Sun 4/13
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 April 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$91
(Expedia)

One-way from

$55
(Cheapflightsfares)

Good round-trip deal

$351 or less

Good one-way deal

$196 or less
Provider with most accurate pricing for Chicago (CHI)-Springfield (SFY) flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Springfield (SFY) flights.
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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 April 1, 2025.

This Expedia deal was found by Cheapflights users on 3/31. 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.
Tue 5/65:55 amORD - LGA
Nonstop2h 05mSpirit Airlines
Sun 5/117:59 pmLGA - ORD
1 stop13h 51mSpirit Airlines
Deal found 3/31$91
This Cheapflightsfares deal was found by Cheapflights users on 3/31. 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 5/135:05 amORD - EWR
1 stop10h 29mSpirit Airlines
Wed 5/145:55 amEWR - ORD
Nonstop2h 32mSpirit Airlines
Deal found 3/31$103
This JetBlue deal was found by Cheapflights users on 3/31. 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 5/66:15 amORD - JFK
Nonstop2h 15mJetBlue
Tue 5/612:00 pmJFK - ORD
1 stop7h 36mJetBlue
Deal found 3/31$121
This CheapOair deal was found by Cheapflights users on 3/31. 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.
Wed 4/305:55 amORD - LGA
Nonstop2h 05mMultiple Airlines
Mon 5/55:30 pmLGA - ORD
1 stop6h 41mMultiple Airlines
Deal found 3/31$139
This American Airlines deal was found by Cheapflights users on 3/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/104:44 pmORD - JFK
Nonstop2h 16mAmerican Airlines
Tue 5/279:00 amJFK - ORD
Nonstop3h 09mAmerican Airlines
Deal found 3/30$140
This Southwest deal was found by Cheapflights users on 3/31. 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 5/215:50 pmMDW - LGA
Nonstop2h 10mSouthwest
Mon 5/266:30 amLGA - MDW
Nonstop2h 20mSouthwest
Deal found 3/31$143
This United Airlines deal was found by Cheapflights users on 3/31. 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 4/302:00 pmORD - LGA
Nonstop2h 15mUnited Airlines
Sun 5/47:25 amLGA - ORD
Nonstop2h 41mUnited Airlines
Deal found 3/31$149
This American Airlines deal was found by Cheapflights users on 3/31. 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.
Thu 5/86:17 amORD - LGA
Nonstop2h 06mAmerican Airlines
Mon 5/127:29 pmLGA - ORD
Nonstop2h 44mAmerican Airlines
Deal found 3/31$151
This Delta deal was found by Cheapflights users on 3/31. 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 5/217:00 amORD - JFK
Nonstop2h 25mDelta
Tue 5/278:00 amJFK - ORD
Nonstop2h 51mDelta
Deal found 3/31$153
This Delta deal was found by Cheapflights users on 3/31. 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 5/287:00 amORD - LGA
Nonstop2h 12mDelta
Sat 5/315:25 pmLGA - ORD
Nonstop2h 55mDelta
Deal found 3/31$157
This CheapOair deal was found by Cheapflights users on 3/31. 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 4/248:11 amORD - EWR
1 stop11h 54mMultiple Airlines
Tue 4/298:59 pmEWR - ORD
1 stop13h 25mMultiple Airlines
Deal found 3/31$157
This American Airlines deal was found by Cheapflights users on 3/31. 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.
Tue 5/63:46 pmORD - EWR
Nonstop2h 14mAmerican Airlines
Tue 5/137:19 amEWR - ORD
Nonstop2h 42mAmerican Airlines
Deal found 3/31$159

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 April 1, 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

Tue 5/6

7:47 pm-10:00 am

1 stop13h 13m

New York LaGuardia

Wed 5/14

6:30 pm-8:07 pm

Nonstop2h 37m

$91

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Tue 4/29

5:45 pm-9:07 pm

Nonstop2h 22m

Newark

Thu 5/1

8:59 pm-9:24 am

1 stop13h 25m

$103

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Tue 5/6

6:15 am-9:30 am

Nonstop2h 15m

New York John F Kennedy Intl

Tue 5/6

12:00 pm-6:36 pm

1 stop7h 36m

$121

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 4/30

5:55 am-9:00 am

Nonstop2h 05m

New York LaGuardia

Mon 5/5

5:30 pm-11:11 pm

1 stop6h 41m

$139

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Sat 5/10

4:44 pm-8:00 pm

Nonstop2h 16m

New York John F Kennedy Intl

Tue 5/27

9:00 am-11:09 am

Nonstop3h 09m

$140

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 5/21

5:50 pm-9:00 pm

Nonstop2h 10m

New York LaGuardia

Mon 5/26

6:30 am-7:50 am

Nonstop2h 20m

$143

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Thu 5/1

4:00 pm-7:15 pm

Nonstop2h 15m

New York LaGuardia

Sun 5/4

6:25 am-8:00 am

Nonstop2h 35m

$149

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Thu 5/8

6:00 am-9:10 am

Nonstop2h 10m

New York LaGuardia

Mon 5/12

8:55 pm-10:41 pm

Nonstop2h 46m

$150

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Wed 5/21

7:00 am-10:25 am

Nonstop2h 25m

New York John F Kennedy Intl

Wed 5/28

8:00 am-9:51 am

Nonstop2h 51m

$153

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Thu 4/24

8:11 am-9:05 pm

1 stop11h 54m

Newark

Tue 4/29

8:59 pm-9:24 am

1 stop13h 25m

$157

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

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 June is currently the most expensive (average of $357). 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 April 1, 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 April 1, 2025.

The most flights from USIL to USCT are scheduled on a Monday (18 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (4 on average).

Rainfall in Connecticut by month

Plan your trip to Connecticut by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Connecticut ranges from 3.1 - 4.1 inches per month. September is typically the wettest month, when rainfall can reach 4.1 in. February is typically the driest time to visit Connecticut when rainfall is around 3.1 in.

Temperature in Connecticut by month

Plan your trip to Connecticut by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Connecticut, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 24.8 F).

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 April 1, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest and Delta from Illinois to Connecticut to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,818 reviews

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,818 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,276 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,899 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,614 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
JetBlue
7.3
Good
2,924 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 Spirit Airlines, which is currently one of the cheapest options available, starting at $55. Delta flights start at $69 while deals on Southwest start at $69 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 June is currently the most expensive (average of $357). 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.
LaGuardia to Miami flights
Newark to Fort Lauderdale flights
Newark to Miami flights
LaGuardia to Fort Lauderdale flights
John F Kennedy Intl to Las Vegas flights
John F Kennedy Intl to Los Angeles flights
Los Angeles to John F Kennedy Intl flights
John F Kennedy Intl to Miami flights
Newark to Orlando flights
Newark to Las Vegas flights
Dallas/Fort Worth to Seattle flights
LaGuardia to Orlando flights
Dallas/Fort Worth to LaGuardia flights
LaGuardia to Dallas/Fort Worth flights
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Orlando flights
Newark to Los Angeles flights
San Francisco to John F Kennedy Intl flights
Los Angeles to Newark flights
Los Angeles to Honolulu flights
Dallas/Fort Worth to O'Hare Intl flights
Newark to Seattle flights
Dallas/Fort Worth to Las Vegas flights
Newark to Dallas/Fort Worth flights
LaGuardia to Atlanta flights
Denver to Las Vegas flights
O'Hare Intl to Las Vegas flights
John F Kennedy Intl to Seattle flights
Newark to Tampa flights
Dallas/Fort Worth to Newark flights
John F Kennedy Intl to San Francisco flights
Seattle to Las Vegas flights
LaGuardia to O'Hare Intl flights
John F Kennedy Intl to West Palm Beach flights
San Francisco to Newark flights
Dallas/Fort Worth to Orlando flights
Seattle to Newark flights
Atlanta to LaGuardia flights
John F Kennedy Intl to Sky Harbor Intl flights
O'Hare Intl to LaGuardia flights
Los Angeles to LaGuardia flights
Los Angeles to Seattle flights
Newark to New Orleans flights
LaGuardia to Las Vegas flights
John F Kennedy Intl to O'Hare Intl flights
LaGuardia to Los Angeles flights
O'Hare Intl to Dallas/Fort Worth flights
Seattle to Los Angeles flights
John F Kennedy Intl to Denver flights
Atlanta to Las Vegas flights

Top 6 airlines flying from Illinois to Connecticut

Discover the top 6 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 April 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$84Average$168FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$116Average$199FlexibilityNo cancel feeOn-time65%
FrontierCheapest$124Average$211FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$197Average$334FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$198Average$432FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$228Average$388FlexibilityNo cancel feeOn-time69%
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