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$43+ Cheap flights from O'Hare Intl (ORD) 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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — BDL
Dec 18 — Dec 251
Thu 12/18
Thu 12/25
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Connecticut

Keep the following information in mind while searching for O'Hare Intl to Connecticut flight deals. Data was last updated November 18, 2025.

Round-trip from

$80
(Priceline)

One-way from

$43
(Trip.com)

Popular in

November

Cheapest in

August

Average price

$451

Good round-trip deal

$96 or less

Good one-way deal

$49 or less
From Chicago O'Hare Intl to Connecticut
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One-way flight from Chicago O'Hare Intl 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 ($9 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a round-trip flight from Chicago O'Hare Intl to Connecticut.
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Price to beat on a one-way flight from Chicago O'Hare Intl to Connecticut.
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Find flight deals from O'Hare Intl to Connecticut

Cheapest flights from O'Hare Intl to Connecticut
Explore the most affordable flight options available from O'Hare Intl to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 18, 2025.

This CheapOair deal was found by Cheapflights users on 11/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/38:36 amORD - JFK
Nonstop2h 24mFrontier
Sat 12/66:25 amJFK - ORD
1 stop6h 29mFrontier
Deal found 11/18$80
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/88:36 amORD - JFK
Nonstop2h 24mFrontier
Mon 12/151:00 pmJFK - ORD
Nonstop2h 57mFrontier
Deal found 11/17$81
This Frontier deal was found by Cheapflights users on 11/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/108:36 amORD - JFK
Nonstop2h 24mFrontier
Mon 12/151:00 pmJFK - ORD
Nonstop2h 57mFrontier
Deal found 11/17$82
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/64:38 pmORD - LGA
Nonstop2h 04mSpirit Airlines
Wed 12/108:41 pmLGA - ORD
Nonstop2h 30mSpirit Airlines
Deal found 11/17$86
This Cheapflightsfares deal was found by Cheapflights users on 11/17. 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.
Tue 12/94:38 pmORD - LGA
Nonstop2h 04mSpirit Airlines
Wed 12/108:41 pmLGA - ORD
Nonstop2h 30mSpirit Airlines
Deal found 11/17$87
This Kiwi.com deal was found by Cheapflights users on 11/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/88:36 amORD - JFK
Nonstop2h 24mFrontier
Tue 12/91:00 pmJFK - ORD
1 stop6h 46mFrontier
Deal found 11/16$87
This Mytrip deal was found by Cheapflights users on 11/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/281:20 pmORD - HVN
Nonstop2h 05mAvelo Airlines
Mon 12/111:05 amHVN - ORD
Nonstop2h 30mAvelo Airlines
Deal found 11/16$88
This Frontier deal was found by Cheapflights users on 11/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/61:24 pmORD - JFK
1 stop10h 35mFrontier
Mon 12/81:00 pmJFK - ORD
Nonstop2h 57mFrontier
Deal found 11/17$88
This Frontier deal was found by Cheapflights users on 11/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/174:01 pmORD - JFK
1 stop7h 58mFrontier
Fri 1/164:24 pmJFK - ORD
Nonstop3h 00mFrontier
Deal found 11/17$89
This iWofly deal was found by Cheapflights users on 11/16. 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 iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2411:48 amORD - JFK
Nonstop2h 20mFrontier
Fri 11/284:07 pmJFK - ORD
Nonstop2h 52mFrontier
Deal found 11/16$91
This Super.com deal was found by Cheapflights users on 11/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/33:53 pmORD - LGA
Nonstop2h 07mSpirit Airlines
Sat 12/68:41 pmLGA - ORD
Nonstop2h 30mSpirit Airlines
Deal found 11/17$93
This Expedia deal was found by Cheapflights users on 11/18. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/164:38 pmORD - LGA
Nonstop2h 04mSpirit Airlines
Tue 1/68:37 pmLGA - ORD
Nonstop2h 30mSpirit Airlines
Deal found 11/18$94

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl 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 November 18, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Connecticut that are best for you.

Fly from

O'Hare Intl

Fly to

Connecticut

Route

Depart

Return

Price

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Tue 2/24

4:47 pm-7:55 pm

Nonstop2h 08m

Newark

Wed 2/25

9:05 pm-10:43 pm

Nonstop2h 38m

$110

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Thu 1/8

5:20 pm-8:26 pm

Nonstop2h 06m

Tweed-New Haven

Sun 1/11

3:05 pm-4:37 pm

Nonstop2h 32m

$114

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Thu 12/4

4:38 pm-7:42 pm

Nonstop2h 04m

New York LaGuardia

Mon 12/8

8:41 pm-10:11 pm

Nonstop2h 30m

$120

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sat 2/28

2:00 pm-5:13 pm

Nonstop2h 13m

New York LaGuardia

Sat 2/28

7:15 pm-8:59 pm

Nonstop2h 44m

$134

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Fri 1/16

12:31 pm-10:39 pm

1 stop9h 08m

Tweed-New Haven

Sun 1/18

3:05 pm-4:37 pm

Nonstop2h 32m

$136

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Mon 12/8

10:40 am-1:54 pm

Nonstop2h 14m

New York LaGuardia

Tue 12/16

6:15 am-7:55 am

Nonstop2h 40m

$137

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Wed 12/31

6:45 am-10:01 am

Nonstop2h 16m

New York John F Kennedy Intl

Wed 1/7

5:30 pm-7:45 pm

Nonstop3h 15m

$137

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 12/17

10:00 am-1:11 pm

Nonstop2h 11m

New York LaGuardia

Wed 12/17

8:15 pm-9:57 pm

Nonstop2h 42m

$137

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Sun 12/14

7:00 am-10:17 am

Nonstop2h 17m

New York John F Kennedy Intl

Thu 12/18

8:00 pm-10:04 pm

Nonstop3h 04m

$137

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Wed 12/10

7:00 am-10:23 am

Nonstop2h 23m

New York John F Kennedy Intl

Wed 12/10

3:50 pm-5:46 pm

Nonstop2h 56m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/16

Showing 1-10 of 60 results
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Best time to book a flight from O'Hare Intl to Connecticut

Have a flexible travel schedule? Discover the best time to fly to Connecticut from O'Hare Intl 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 Chicago O'Hare Intl Airport to Connecticut

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Connecticut?

Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Connecticut (average of $23). Flying from Chicago O'Hare Intl Airport 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 ORD to CT?

Find hourly flight availability from O'Hare Intl 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 November 18, 2025.

It’s typically best to fly out from Chicago O'Hare Intl Airport to Connecticut in the morning. Doing so could potentially save you 37% on the flight price compared to flying at noon, which is usually more expensive.

What is the cheapest day to fly from Chicago O'Hare Intl Airport to Connecticut?

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Connecticut. Price data was last updated on November 2, 2025.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Connecticut flight should consider departing on Friday mornings 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 Chicago O'Hare Intl Airport to Connecticut

Explore weekly flight availability from O'Hare Intl 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 November 18, 2025.

The most flights from ORD to USCT are scheduled on a Tuesday (21 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (14 on average).

How much does it cost to fly round-trip from Chicago O'Hare Intl Airport 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 November 18, 2025.
Peruse reviews from past customers who have flown with Avelo Airlines, United Airlines, and American Airlines from Chicago O'Hare Intl Airport to Connecticut to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Avelo Airlines
7.6
Good

Entertainment

5.0

Food

5.0

Overall

7.6

Crew

8.3

Comfort

7.1

Boarding

7.8

Reviews

1 / 6
2.0
Mediocre

Cindy,Sep 2023

MCO - DAY

I was emailed and told that if I check my luggage early I get a 10 dollar discount, also on the website, if it's under 50 lbs. it would be $40.00 I was charged $65.00 on first flight and $60.00 on second flight (second flight I checked in early, did not receive the discount, both flights my luggage was under 40 lbs.). Avelo destroyed my luggage, wheels were tore off, and plastic was ripped off.
Avelo Airlines
7.6
Good
Avelo Airlines
7.6
Good

Entertainment

5.0

Food

5.0

Overall

7.6

Crew

8.3

Comfort

7.1

Boarding

7.8

Reviews

1 / 6
2.0
Mediocre

Cindy,Sep 2023

MCO - DAY

I was emailed and told that if I check my luggage early I get a 10 dollar discount, also on the website, if it's under 50 lbs. it would be $40.00 I was charged $65.00 on first flight and $60.00 on second flight (second flight I checked in early, did not receive the discount, both flights my luggage was under 40 lbs.). Avelo destroyed my luggage, wheels were tore off, and plastic was ripped off.
United Airlines
7.4
Good
9,019 reviews
Avelo Airlines
7.6
Good

Entertainment

5.0

Food

5.0

Overall

7.6

Crew

8.3

Comfort

7.1

Boarding

7.8

Reviews

1 / 6
2.0
Mediocre

Cindy,Sep 2023

MCO - DAY

I was emailed and told that if I check my luggage early I get a 10 dollar discount, also on the website, if it's under 50 lbs. it would be $40.00 I was charged $65.00 on first flight and $60.00 on second flight (second flight I checked in early, did not receive the discount, both flights my luggage was under 40 lbs.). Avelo destroyed my luggage, wheels were tore off, and plastic was ripped off.
American Airlines
7.2
Good
11,048 reviews
Avelo Airlines
7.6
Good

Entertainment

5.0

Food

5.0

Overall

7.6

Crew

8.3

Comfort

7.1

Boarding

7.8

Reviews

1 / 6
2.0
Mediocre

Cindy,Sep 2023

MCO - DAY

I was emailed and told that if I check my luggage early I get a 10 dollar discount, also on the website, if it's under 50 lbs. it would be $40.00 I was charged $65.00 on first flight and $60.00 on second flight (second flight I checked in early, did not receive the discount, both flights my luggage was under 40 lbs.). Avelo destroyed my luggage, wheels were tore off, and plastic was ripped off.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl 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 Chicago O'Hare Intl Airport to Connecticut?

    Airlines like Spirit Airlines, Avelo Airlines, and United Airlines fly from Chicago O'Hare Intl Airport to Connecticut in about 2h 06m. The time it takes to get you to your destination is usually consistent. The distance from Chicago O'Hare Intl Airport to Connecticut is about 776 mi. All flights are typically nonstop.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport 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 $44. Delta flights start at $69 while deals on United Airlines start at $69 one-way.

  • What are the most popular routes from Chicago O'Hare Intl Airport to Connecticut?

    When deciding which route to take from Chicago O'Hare Intl Airport to Connecticut consider Chicago O'Hare Intl - New York John F Kennedy Intl, Chicago O'Hare Intl - Newark or Chicago O'Hare Intl - New York LaGuardia as they are the most popular.

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to Connecticut?

    Before booking your flight to Connecticut from Chicago O'Hare Intl Airport, check out the most reliable airlines to get you to your destination on time: United Airlines (89%), SkyWest Airlines (88%), Envoy Air( 87%).

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Connecticut?

    While on average a flight from Chicago O'Hare Intl Airport to Connecticut is generally $340, our data shows the cheapest flight currently is $114. When looking at the most popular route, (Chicago O'Hare Intl - New York John F Kennedy Intl), you can expect to pay $73 for that flight.

  • Can I find deals for flights from O'Hare Intl to Connecticut that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Connecticut flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Connecticut?

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

  • Can I find deals for business class flights from O'Hare Intl to Connecticut?

    Yes. Cheapflights offers flight deals from O'Hare Intl 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 O'Hare Intl Airport to Connecticut?

    Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Connecticut (average of $23). Flying from Chicago O'Hare Intl Airport 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.

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Alternative routes for O'Hare Intl to Connecticut

See prices for flight routes from nearby airports that may be better suited for you.
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Midway to Los Angeles flights
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Midway to Fort Lauderdale flights
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Midway to LaGuardia flights
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Midway to Tampa flights
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Midway to Denver flights

Top 3 airlines flying from O'Hare Intl to Connecticut

Discover the top 3 airlines that operate flights from O'Hare Intl 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 November 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$85Average$148FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$177Average$372FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$192Average$410FlexibilityNo cancel feeOn-time69%

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