HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Connecticut

$62+ Cheap flights from Chicago (CHI) 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 2/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDL
dic. 23 — dic. 301
lun. 12/23
lun. 12/30
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Connecticut 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 Chicago to Connecticut

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Connecticut (USCT). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated diciembre 18, 2024.

Round-trip from

$104
(Cheapflightsfares)

One-way from

$62
(eDestinos)
From Chicago (CHI) to Connecticut
Search Deals
One-way flight from Chicago (CHI) to Connecticut
Search Deals

Find flight deals from Chicago to Connecticut

Cheapest flights from Chicago to Connecticut
Explore the most affordable flight options available from Chicago to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on diciembre 18, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 12/17. 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.
mié. 12/2511:12 amORD - LGA
Nonstop2h 12mSpirit Airlines
mié. 1/2910:59 amLGA - ORD
Nonstop2h 40mSpirit Airlines
Deal found 12/17$120
This Booking.com deal was found by Cheapflights users on 12/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/2511:12 amORD - LGA
Nonstop2h 12mMultiple Airlines
mié. 1/295:00 pmLGA - ORD
1 stop17h 27mMultiple Airlines
Deal found 12/17$138
This Trip.com deal was found by Cheapflights users on 12/17. 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.
mar. 12/311:47 pmORD - LGA
1 stop8h 57mFrontier
mié. 1/225:00 pmLGA - ORD
1 stop17h 27mFrontier
Deal found 12/17$143
This American Airlines deal was found by Cheapflights users on 12/17. 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.
lun. 12/236:00 amORD - LGA
Nonstop2h 04mAmerican Airlines
mié. 1/159:29 amLGA - ORD
Nonstop2h 41mAmerican Airlines
Deal found 12/17$198
This Booking.com deal was found by Cheapflights users on 12/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/231:24 pmORD - EWR
Nonstop2h 16mSpirit Airlines
sáb. 1/117:59 amEWR - ORD
Nonstop2h 35mSpirit Airlines
Deal found 12/16$207
This American Airlines deal was found by Cheapflights users on 12/17. 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.
lun. 12/234:21 pmORD - JFK
1 stop4h 29mAmerican Airlines
mié. 1/153:50 pmJFK - ORD
Nonstop2h 48mAmerican Airlines
Deal found 12/17$213
This CheapOair deal was found by Cheapflights users on 12/17. 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.
mar. 12/244:08 pmMDW - JFK
1 stop15h 55mFrontier
mié. 1/2911:00 amJFK - MDW
1 stop9h 06mFrontier
Deal found 12/17$214
This Delta deal was found by Cheapflights users on 12/17. 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.
lun. 12/236:20 pmORD - JFK
Nonstop2h 41mDelta
jue. 1/168:00 amJFK - ORD
Nonstop2h 55mDelta
Deal found 12/17$214
This United Airlines deal was found by Cheapflights users on 12/18. 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.
mar. 12/2410:51 amORD - EWR
Nonstop2h 18mUnited Airlines
vie. 1/249:00 amEWR - ORD
Nonstop2h 44mUnited Airlines
Deal found 12/18$217
This United Airlines deal was found by Cheapflights users on 12/17. 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.
mar. 12/247:00 amORD - LGA
Nonstop2h 19mUnited Airlines
mié. 1/296:00 amLGA - ORD
1 stop4h 44mUnited Airlines
Deal found 12/17$222
This Southwest deal was found by Cheapflights users on 12/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/245:00 pmMDW - LGA
1 stop5h 05mSouthwest
mar. 12/316:30 amLGA - MDW
Nonstop2h 30mSouthwest
Deal found 12/16$242
This CheapOair deal was found by Cheapflights users on 12/17. 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.
mar. 12/245:45 amORD - JFK
1 stop26h 18mFrontier
mié. 1/223:00 pmJFK - ORD
1 stop19h 27mFrontier
Deal found 12/17$244

Find flights from Chicago to Connecticut within your budget

Customize your flight search to find flights from Chicago 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 diciembre 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

sáb. 1/4

4:45 pm-8:00 pm

Nonstop2h 15m

New York LaGuardia

mié. 1/8

8:35 am-10:07 am

Nonstop2h 32m

$104

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

mar. 1/14

3:00 pm-10:00 pm

1 stop6h 00m

New York LaGuardia

mié. 1/15

5:00 pm-9:27 am

1 stop17h 27m

$107

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

mar. 2/18

8:30 am-10:00 pm

1 stop12h 30m

New York LaGuardia

sáb. 2/22

10:00 pm-11:28 am

1 stop14h 28m

$108

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

lun. 1/27

3:16 pm-10:05 am

1 stop17h 49m

New York John F Kennedy Intl

mié. 2/5

3:00 pm-9:27 am

1 stop19h 27m

$108

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

sáb. 2/15

4:19 pm-10:15 am

1 stop16h 56m

New York John F Kennedy Intl

sáb. 2/22

11:01 am-10:04 pm

1 stop12h 03m

$110

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

mar. 2/4

7:00 am-10:04 am

Nonstop2h 04m

New York LaGuardia

vie. 2/7

4:00 pm-11:33 pm

1 stop8h 33m

$114

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

mar. 1/7

5:11 pm-1:57 pm

2 stops19h 46m

Newark

mar. 1/14

7:59 am-8:13 pm

1 stop13h 14m

$137

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

mié. 1/15

11:51 am-3:09 pm

Nonstop2h 18m

Newark

mié. 1/22

6:00 am-7:44 am

Nonstop2h 44m

$143

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

mar. 1/7

5:24 pm-9:00 am

1 stop14h 36m

Newark

mié. 1/8

5:35 pm-10:18 pm

2 stops29h 43m

$144

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

vie. 2/28

5:15 am-8:24 am

Nonstop2h 09m

Newark

dom. 3/2

10:10 pm-7:18 am

1 stop10h 08m

$144

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Chicago to Connecticut

Have a flexible travel schedule? Discover the best time to fly to Connecticut from Chicago 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.

Travel insights for flights from Chicago to Connecticut

Get recent, data-driven insights about flights from Chicago to Connecticut including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Chicago to Connecticut?

Currently, November is the cheapest month in which you can book a flight from Chicago to Connecticut (average of $287). Flying from Chicago 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 CHI to CT?

Find hourly flight availability from Chicago 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 diciembre 18, 2024.

When flying from Chicago to Connecticut, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 diciembre 18, 2024.
Get a feel of what it's like to fly with American Airlines, Delta and JetBlue from Chicago to Connecticut by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,848 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,552 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,604 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,279 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
9,059 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Chicago 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 Chicago to Connecticut one-way?

    $62 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Frontier and Delta, with prices starting from $62 and $74, respectively.

  • What are the most popular routes from Chicago to Connecticut?

    While some choose either Chicago O'Hare Intl - New York LaGuardia or Chicago O'Hare Intl - Newark, Chicago O'Hare Intl - New York John F Kennedy Intl is the most popular route from Chicago to Connecticut.

  • What are the most reliable airlines from Chicago to Connecticut?

    No one likes to see their flight delayed. When booking a flight from Chicago to Connecticut consider choosing Republic Airways (94%), Envoy Air (93%) or Air New Zealand (92%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Connecticut?

    While on average a flight from Chicago to Connecticut is generally $561, our data shows the cheapest flight currently is $163. When looking at the most popular route, (Chicago O'Hare Intl - New York John F Kennedy Intl), you can expect to pay $129 for that flight.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago 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 Chicago to Connecticut?

    Currently, November is the cheapest month in which you can book a flight from Chicago to Connecticut (average of $287). Flying from Chicago 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

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 Chicago to Connecticut

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Orlando flights
O'Hare Intl to Dallas/Fort Worth flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Las Vegas flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Miami flights
O'Hare Intl to Los Angeles flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Newark flights
O'Hare Intl to Denver flights
O'Hare Intl to Tampa flights
Midway to Las Vegas flights
O'Hare Intl to Seattle flights
Midway to Dallas/Fort Worth flights
Midway to Miami flights
O'Hare Intl to Hobby flights
O'Hare Intl to Boston flights
Midway to Newark flights
Midway to Orlando flights
O'Hare Intl to Honolulu flights
Midway to John F Kennedy Intl flights
O'Hare Intl to Atlanta flights
O'Hare Intl to New Orleans flights
Midway to LaGuardia flights
O'Hare Intl to San Diego flights
Midway to Sky Harbor Intl flights
O'Hare Intl to George Bush Intcntl flights
Midway to Hobby flights
O'Hare Intl to Fort Myers flights
O'Hare Intl to San Francisco flights
Midway to Los Angeles flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Reagan-National flights
O'Hare Intl to West Palm Beach flights
O'Hare Intl to Austin flights
O'Hare Intl to Baltimore flights
Midway to Atlanta flights
Midway to Tampa flights
O'Hare Intl to Santa Ana flights
O'Hare Intl to Salt Lake City flights
O'Hare Intl to Burbank flights
O'Hare Intl to Ontario flights
O'Hare Intl to Philadelphia flights
St. Louis to Las Vegas flights
O'Hare Intl to Nashville flights
O'Hare Intl to Palm Springs flights
O'Hare Intl to Key West flights
O'Hare Intl to Sarasota flights
Midway to Denver flights

Top 6 airlines flying from Chicago to Connecticut

Discover the top 6 airlines that operate flights from Chicago 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 diciembre 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$84Average$168FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$116Average$199FlexibilityNo cancel feeOn-time65%
FrontierCheapest$124Average$215FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$191Average$373FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$209Average$398FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$212Average$351FlexibilityNo cancel feeOn-time71%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.