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$39+ 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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — BDL
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
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 January 8, 2026.

Round-trip from

$77
(Kiwi.com)

One-way from

$39
(Booking.com)

Popular in

November

Cheapest in

August

Average price

$298

Good round-trip deal

$132 or less

Good one-way deal

$37 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. 4% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 8, 2026.

This Super.com deal was found by Cheapflights users on 1/6. 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.
Thu 1/155:20 pmORD - HVN
Nonstop2h 06mAvelo Airlines
Sun 1/183:05 pmHVN - ORD
Nonstop2h 32mAvelo Airlines
Deal found 1/6$76
This Kiwi.com deal was found by Cheapflights users on 1/7. 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.
Wed 2/185:58 pmORD - LGA
Nonstop2h 01mSpirit Airlines
Thu 2/267:40 amLGA - ORD
Nonstop2h 42mSpirit Airlines
Deal found 1/7$77
This Frontier deal was found by Cheapflights users on 1/7. 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.
Sun 2/156:40 amORD - JFK
Nonstop2h 24mFrontier
Mon 2/2311:03 amJFK - ORD
Nonstop3h 00mFrontier
Deal found 1/7$77
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
Tue 2/105:53 pmORD - LGA
Nonstop2h 06mSpirit Airlines
Thu 2/197:40 amLGA - ORD
Nonstop2h 42mSpirit Airlines
Deal found 1/6$78
This Booking.com deal was found by Cheapflights users on 1/7. 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.
Thu 1/225:20 pmORD - HVN
Nonstop2h 06mAvelo Airlines
Sun 1/253:05 pmHVN - ORD
Nonstop2h 32mAvelo Airlines
Deal found 1/7$78
This Priceline deal was found by Cheapflights users on 1/7. 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.
Wed 1/1412:00 pmORD - JFK
Nonstop2h 24mFrontier
Wed 1/144:24 pmJFK - ORD
Nonstop3h 00mFrontier
Deal found 1/7$78
This Cheapflightsfares deal was found by Cheapflights users on 1/7. 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.
Thu 1/225:53 pmORD - LGA
Nonstop2h 06mSpirit Airlines
Thu 1/297:30 amLGA - ORD
Nonstop2h 42mSpirit Airlines
Deal found 1/7$79
This Super.com deal was found by Cheapflights users on 1/6. 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 3/1112:05 pmORD - JFK
Nonstop2h 24mFrontier
Sat 3/144:29 pmJFK - ORD
Nonstop3h 00mFrontier
Deal found 1/6$79
This Super.com deal was found by Cheapflights users on 1/8. 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.
Mon 1/265:53 pmORD - LGA
Nonstop2h 06mSpirit Airlines
Sat 1/317:30 amLGA - ORD
Nonstop2h 42mSpirit Airlines
Deal found 1/8$80
This Frontier deal was found by Cheapflights users on 1/7. 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.
Fri 3/612:05 pmORD - JFK
Nonstop2h 24mFrontier
Thu 3/124:29 pmJFK - ORD
Nonstop3h 00mFrontier
Deal found 1/7$80
This Kiwi.com deal was found by Cheapflights users on 1/8. 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.
Tue 2/105:53 pmORD - LGA
Nonstop2h 06mSpirit Airlines
Wed 2/187:40 amLGA - ORD
Nonstop2h 42mSpirit Airlines
Deal found 1/8$81
This Priceline deal was found by Cheapflights users on 1/6. 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 2/811:55 amORD - JFK
Nonstop2h 24mFrontier
Mon 2/1611:03 amJFK - ORD
Nonstop3h 00mFrontier
Deal found 1/6$81

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 January 8, 2026.
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

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Thu 1/22

5:20 pm-8:26 pm

Nonstop2h 06m

Tweed-New Haven

Sun 1/25

3:05 pm-4:37 pm

Nonstop2h 32m

$78

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Tue 1/27

10:48 am-10:45 pm

1 stop10h 57m

New York LaGuardia

Fri 1/30

7:30 am-9:12 am

Nonstop2h 42m

$94

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Thu 3/5

6:00 pm-9:34 pm

Nonstop2h 34m

Tweed-New Haven

Sun 3/8

3:20 pm-5:05 pm

Nonstop2h 45m

$102

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 2/4

11:00 am-2:18 pm

Nonstop2h 18m

New York LaGuardia

Wed 2/11

11:15 am-1:11 pm

Nonstop2h 56m

$111

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Thu 2/12

2:00 pm-5:13 pm

Nonstop2h 13m

New York LaGuardia

Sat 2/14

6:15 pm-8:00 pm

Nonstop2h 45m

$111

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 2/11

6:00 am-9:08 am

Nonstop2h 08m

New York LaGuardia

Wed 2/11

3:20 pm-5:08 pm

Nonstop2h 48m

$111

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Sat 1/24

7:10 am-10:24 am

Nonstop2h 14m

Newark

Wed 1/28

6:00 am-7:54 am

Nonstop2h 54m

$111

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Wed 1/28

6:13 pm-9:29 pm

Nonstop2h 16m

Newark

Wed 2/4

11:30 am-1:15 pm

Nonstop2h 45m

$111

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Sat 2/14

11:00 am-2:34 pm

Nonstop2h 34m

Tweed-New Haven

Mon 2/16

3:25 pm-5:10 pm

Nonstop2h 45m

$125

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Thu 1/29

5:15 am-3:10 pm

1 stop8h 55m

Newark

Sat 1/31

1:00 pm-10:03 pm

1 stop10h 03m

$126

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

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 January 8, 2026.

It’s typically best to fly out from Chicago O'Hare Intl Airport to Connecticut in the evening. Doing so could potentially save you 27% 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 January 3, 2026.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Connecticut flight should consider departing on Wednesday evenings when fares are most often at their lowest. Tuesday evenings 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 January 8, 2026.

The most flights from ORD to USCT are scheduled on a Tuesday (17 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (12 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 January 8, 2026.
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

Overall

7.6

Comfort

7.1

Crew

8.2

Entertainment

5.0

Boarding

7.7

Food

5.0

Reviews

1 / 7
8.0
Excellent

Anonymous,Dec 2025

USA - ROC

The Customer Service department, particularly the baggage claim process, needs significant improvement. Currently, this department is only accessible via email, which makes resolving urgent issues difficult and frustrating. On December 8th, while traveling from Rochester, NY to Concord, NC, my elderly parent’s walker was never boarded onto the aircraft. This caused considerable frustration, stress, and disappointment during our travel. A mobility aid such as a walker is not optional—it is essential for my parent’s safety and independence. The failure to properly handle this item created a serious and avoidable issue. This situation significantly impacted our travel experience and highlights the need for better communication, accountability, and handling of mobility assistance devices. I hope this matter is taken seriously and that improvements are made to prevent similar incidents in the future.
Avelo Airlines
7.6
Good
Avelo Airlines
7.6
Good

Overall

7.6

Comfort

7.1

Crew

8.2

Entertainment

5.0

Boarding

7.7

Food

5.0

Reviews

1 / 7
8.0
Excellent

Anonymous,Dec 2025

USA - ROC

The Customer Service department, particularly the baggage claim process, needs significant improvement. Currently, this department is only accessible via email, which makes resolving urgent issues difficult and frustrating. On December 8th, while traveling from Rochester, NY to Concord, NC, my elderly parent’s walker was never boarded onto the aircraft. This caused considerable frustration, stress, and disappointment during our travel. A mobility aid such as a walker is not optional—it is essential for my parent’s safety and independence. The failure to properly handle this item created a serious and avoidable issue. This situation significantly impacted our travel experience and highlights the need for better communication, accountability, and handling of mobility assistance devices. I hope this matter is taken seriously and that improvements are made to prevent similar incidents in the future.
United Airlines
7.4
Good
9,139 reviews
Avelo Airlines
7.6
Good

Overall

7.6

Comfort

7.1

Crew

8.2

Entertainment

5.0

Boarding

7.7

Food

5.0

Reviews

1 / 7
8.0
Excellent

Anonymous,Dec 2025

USA - ROC

The Customer Service department, particularly the baggage claim process, needs significant improvement. Currently, this department is only accessible via email, which makes resolving urgent issues difficult and frustrating. On December 8th, while traveling from Rochester, NY to Concord, NC, my elderly parent’s walker was never boarded onto the aircraft. This caused considerable frustration, stress, and disappointment during our travel. A mobility aid such as a walker is not optional—it is essential for my parent’s safety and independence. The failure to properly handle this item created a serious and avoidable issue. This situation significantly impacted our travel experience and highlights the need for better communication, accountability, and handling of mobility assistance devices. I hope this matter is taken seriously and that improvements are made to prevent similar incidents in the future.
American Airlines
7.2
Good
11,097 reviews
Avelo Airlines
7.6
Good

Overall

7.6

Comfort

7.1

Crew

8.2

Entertainment

5.0

Boarding

7.7

Food

5.0

Reviews

1 / 7
8.0
Excellent

Anonymous,Dec 2025

USA - ROC

The Customer Service department, particularly the baggage claim process, needs significant improvement. Currently, this department is only accessible via email, which makes resolving urgent issues difficult and frustrating. On December 8th, while traveling from Rochester, NY to Concord, NC, my elderly parent’s walker was never boarded onto the aircraft. This caused considerable frustration, stress, and disappointment during our travel. A mobility aid such as a walker is not optional—it is essential for my parent’s safety and independence. The failure to properly handle this item created a serious and avoidable issue. This situation significantly impacted our travel experience and highlights the need for better communication, accountability, and handling of mobility assistance devices. I hope this matter is taken seriously and that improvements are made to prevent similar incidents in the future.

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 Avelo Airlines, Spirit 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 can typically vary by up to 8h 51m. The distance from Chicago O'Hare Intl Airport to Connecticut is about 776 mi. This flight may include one or multiple stops.

  • 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 $40. Frontier flights start at $52 while deals on American Airlines start at $88 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 - New York LaGuardia or Chicago O'Hare Intl - Newark 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: SkyWest Airlines (80%), Envoy Air (75%), Alaska Airlines( 70%).

  • 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 $420, our data shows the cheapest flight currently is $59. When looking at the most popular route, (Chicago O'Hare Intl - New York John F Kennedy Intl), you can expect to pay $78 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 LaGuardia flights
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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 January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$78Average$135FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$177Average$365FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$186Average$397FlexibilityNo cancel feeOn-time69%

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