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$44+ 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 11/20. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — BDL
nov. 1 — nov. 81
sáb. 11/1
sáb. 11/8
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 octubre 2, 2025.

Round-trip from

$100
(CheapOair)

One-way from

$44
(Cheapflightsfares)

Popular in

December

Cheapest in

August

Average price

$365

Good round-trip deal

$256 or less

Good one-way deal

$69 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 ($10 potential savings vs. average RT price).
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Average for round-trip flights in October 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 octubre 2, 2025.

This CheapOair deal was found by Cheapflights users on 10/1. 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.
jue. 11/136:05 pmORD - HVN
Nonstop2h 04mAvelo Airlines
dom. 11/163:50 pmHVN - ORD
Nonstop2h 30mAvelo Airlines
Deal found 10/1$100
This Cheapflightsfares deal was found by Cheapflights users on 10/2. 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.
sáb. 11/811:35 amORD - LGA
Nonstop2h 01mSpirit Airlines
mar. 11/114:59 pmLGA - ORD
Nonstop2h 35mSpirit Airlines
Deal found 10/2$109
This Lucky2Go deal was found by Cheapflights users on 9/30. 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 Lucky2Go is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/66:05 pmORD - HVN
Nonstop2h 04mAvelo Airlines
dom. 11/93:50 pmHVN - ORD
Nonstop2h 30mAvelo Airlines
Deal found 9/30$109
This Cheapflightsfares deal was found by Cheapflights users on 10/2. 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.
sáb. 10/2511:55 amORD - LGA
1 stop10h 30mSpirit Airlines
sáb. 11/112:59 pmLGA - ORD
Nonstop2h 46mSpirit Airlines
Deal found 10/2$110
This Kiwi.com deal was found by Cheapflights users on 10/1. 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.
dom. 11/25:40 amORD - JFK
Nonstop2h 23mFrontier
sáb. 11/811:00 amJFK - ORD
Nonstop2h 45mFrontier
Deal found 10/1$110
This Cheapflightsfares deal was found by Cheapflights users on 10/2. 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. 10/1511:13 amORD - LGA
Nonstop1h 55mSpirit Airlines
mié. 10/157:59 pmLGA - ORD
1 stop14h 23mSpirit Airlines
Deal found 10/2$111
This Priceline deal was found by Cheapflights users on 10/1. 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.
mar. 10/285:05 amORD - LGA
1 stop9h 54mSpirit Airlines
mié. 10/2911:59 amLGA - ORD
1 stop7h 39mSpirit Airlines
Deal found 10/1$112
This Trip.com deal was found by Cheapflights users on 10/1. 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.
sáb. 10/256:40 amORD - JFK
Nonstop2h 23mFrontier
lun. 10/2711:00 amJFK - ORD
Nonstop2h 45mFrontier
Deal found 10/1$112
This Kiwi.com deal was found by Cheapflights users on 10/2. 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.
mar. 10/284:03 pmORD - LGA
Nonstop1h 57mMultiple Airlines
lun. 11/35:30 pmLGA - ORD
1 stop7h 41mMultiple Airlines
Deal found 10/2$113
This Cheapflightsfares deal was found by Cheapflights users on 9/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/126:40 amORD - JFK
Nonstop2h 23mFrontier
jue. 11/1311:00 amJFK - ORD
Nonstop2h 45mFrontier
Deal found 9/30$113
This Cheapflightsfares deal was found by Cheapflights users on 10/2. 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. 10/294:03 pmORD - LGA
Nonstop1h 57mSpirit Airlines
jue. 10/306:30 amLGA - ORD
1 stop12h 19mSpirit Airlines
Deal found 10/2$114
This Priceline deal was found by Cheapflights users on 9/30. 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.
mar. 10/213:12 pmORD - JFK
1 stop8h 21mFrontier
sáb. 10/2511:00 amJFK - ORD
Nonstop2h 45mFrontier
Deal found 9/30$114

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 octubre 2, 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

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

jue. 11/13

6:05 pm-9:09 pm

Nonstop2h 04m

Tweed-New Haven

dom. 11/16

3:50 pm-5:20 pm

Nonstop2h 30m

$100

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

jue. 11/6

6:05 pm-9:09 pm

Nonstop2h 04m

Tweed-New Haven

dom. 11/9

3:50 pm-5:20 pm

Nonstop2h 30m

$109

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

mié. 11/12

4:57 pm-8:00 pm

Nonstop2h 03m

New York LaGuardia

jue. 11/13

12:59 pm-2:31 pm

Nonstop2h 32m

$120

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

sáb. 11/1

11:08 am-2:03 pm

Nonstop1h 55m

New York LaGuardia

mié. 11/5

4:59 pm-6:34 pm

Nonstop2h 35m

$135

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

vie. 10/24

8:00 pm-11:24 pm

Nonstop2h 24m

New York LaGuardia

sáb. 10/25

6:30 pm-8:07 pm

Nonstop2h 37m

$138

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

mié. 12/10

7:00 am-10:17 am

Nonstop2h 17m

New York John F Kennedy Intl

jue. 12/11

8:00 pm-9:52 pm

Nonstop2h 52m

$139

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

sáb. 12/6

7:00 am-10:17 am

Nonstop2h 17m

New York John F Kennedy Intl

jue. 12/11

8:00 pm-9:52 pm

Nonstop2h 52m

$139

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

jue. 12/4

7:00 am-10:17 am

Nonstop2h 17m

New York John F Kennedy Intl

mié. 12/10

8:00 pm-9:52 pm

Nonstop2h 52m

$139

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

jue. 10/30

3:51 pm-6:59 pm

Nonstop2h 08m

Tweed-New Haven

dom. 11/2

1:45 pm-3:06 pm

Nonstop2h 21m

$141

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

jue. 10/23

8:50 am-2:14 pm

1 stop4h 24m

New York LaGuardia

jue. 10/23

8:30 pm-10:07 pm

Nonstop2h 37m

$157

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/29

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, November is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Connecticut (average of $287). Flying from Chicago O'Hare Intl Airport 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 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 octubre 2, 2025.

When flying from Chicago O'Hare Intl Airport 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.

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 octubre 2, 2025.

The most flights from ORD to USCT are scheduled on a Thursday (21 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 octubre 2, 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
7.5
Good

Comfort

7.1

Crew

8.2

Food

5.0

Entertainment

5.0

Overall

7.5

Boarding

7.7

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
7.5
Good
Avelo Airlines
7.5
Good

Comfort

7.1

Crew

8.2

Food

5.0

Entertainment

5.0

Overall

7.5

Boarding

7.7

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
8,933 reviews
Avelo Airlines
7.5
Good

Comfort

7.1

Crew

8.2

Food

5.0

Entertainment

5.0

Overall

7.5

Boarding

7.7

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
11,033 reviews
Avelo Airlines
7.5
Good

Comfort

7.1

Crew

8.2

Food

5.0

Entertainment

5.0

Overall

7.5

Boarding

7.7

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 Avelo Airlines, Spirit Airlines, and United Airlines fly from Chicago O'Hare Intl Airport to Connecticut in about 2h 03m. 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 731 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 $53. Delta flights start at $79 while deals on United Airlines start at $84 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: Republic Airways (93%), Envoy Air (88%), United Airlines( 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 $253, our data shows the cheapest flight currently is $82. When looking at the most popular route, (Chicago O'Hare Intl - New York John F Kennedy Intl), you can expect to pay $106 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, November is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Connecticut (average of $287). Flying from Chicago O'Hare Intl Airport 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.

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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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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 octubre 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$85Average$138FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$171Average$369FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$206Average$406FlexibilityNo cancel feeOn-time69%

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