Connecticut

$104+ Cheap flights from O'Hare Intl (ORD) to Connecticut

ORD — BDL
Dec 4 — Dec 111
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Cheap flight deals from O'Hare Intl to Connecticut

Cheapest flights from O'Hare Intl to Connecticut

Thu 12/107:07 pm -
Nonstop2h 23m
Sun 1/104:35 pm -
Nonstop2h 53m
Deal found 11/2$172
Thu 12/37:07 pm -
Nonstop2h 23m
Thu 12/104:25 pm -
Nonstop2h 53m
Deal found 11/3$199
Tue 12/17:03 pm -
Nonstop2h 23m
Thu 12/34:25 pm -
Nonstop2h 53m
Deal found 11/3$213
Fri 11/137:17 pm -
Nonstop2h 22m
Sun 11/154:45 pm -
Nonstop2h 39m
Deal found 11/1$214
Mon 11/167:17 pm -
Nonstop2h 22m
Sun 12/64:25 pm -
Nonstop2h 53m
Deal found 11/3$218
Thu 11/127:09 pm -
Nonstop2h 20m
Mon 11/164:45 pm -
Nonstop2h 43m
Deal found 11/2$222
Fri 11/137:17 pm -
Nonstop2h 22m
Mon 11/164:45 pm -
Nonstop2h 43m
Deal found 11/2$224
Thu 12/177:13 pm -
Nonstop2h 23m
Thu 12/244:15 pm -
Nonstop2h 53m
Deal found 11/2$237
Thu 11/267:00 pm -
Nonstop2h 23m
Tue 12/14:10 pm -
Nonstop2h 53m
Deal found 11/2$239
Mon 11/97:17 pm -
Nonstop2h 22m
Fri 11/134:45 pm -
Nonstop2h 43m
Deal found 11/2$247
Thu 11/199:51 am -
1 stop24h 40m
Mon 11/231:43 pm -
1 stop12h 00m
Deal found 10/31$330
Mon 11/162:59 pm -
1 stop8h 00m
Fri 11/2011:59 am -
1 stop12h 39m
Deal found 10/31$335

Find flight deals from O'Hare Intl to Connecticut

Round-trip from

$172
(CheapOair)

One-way from

$104
(CheapOair)

Popular in

April

Cheapest in

January

Average price

$463

Good round-trip deal

$166 or less

Good one-way deal

$263 or less
From Chicago O'Hare Intl to Connecticut
One-way flight from Chicago O'Hare Intl to Connecticut
Highest demand for flights based on searches. 12% potential increase in price ($59 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Chicago O'Hare Intl to Connecticut.
Price to beat on a one-way flight from Chicago O'Hare Intl to Connecticut.

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Connecticut that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoNew Haven

ORD Chicago O'Hare Intl - HVN Tweed-New Haven

ORDHVN

Chicago O'Hare Intl

Sun 2/7

7:28 pm-10:46 pm

Nonstop2h 18m

Tweed-New Haven

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$104

ChicagoNew Haven

ORD Chicago O'Hare Intl - HVN Tweed-New Haven

ORDHVN

Chicago O'Hare Intl

Thu 11/12

7:09 pm-10:29 pm

Nonstop2h 20m

Tweed-New Haven

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$107

ChicagoNew Haven

ORD Chicago O'Hare Intl - HVN Tweed-New Haven

ORDHVN

Chicago O'Hare Intl

Tue 12/1

7:03 pm-10:26 pm

Nonstop2h 23m

Tweed-New Haven

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$110

ChicagoNew Haven

ORD Chicago O'Hare Intl - HVN Tweed-New Haven

ORDHVN

Chicago O'Hare Intl

Sun 12/6

7:07 pm-10:30 pm

Nonstop2h 23m

Tweed-New Haven

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$110

ChicagoHartford

ORD Chicago O'Hare Intl - BDL Hartford Bradley Intl

ORDBDL

Chicago O'Hare Intl

Wed 11/25

2:56 pm-6:14 pm

Nonstop2h 18m

Hartford Bradley Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$149
Quickest round-trip

ChicagoHartford

ORD Chicago O'Hare Intl - BDL Hartford Bradley Intl

ORDBDL

Chicago O'Hare Intl

Mon 11/23

2:20 pm-5:33 pm

Nonstop2h 13m

Hartford Bradley Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$149

ChicagoNew Haven

ORD Chicago O'Hare Intl - HVN Tweed-New Haven

ORDHVN

Chicago O'Hare Intl

Thu 12/10

7:07 pm-10:30 pm

Nonstop2h 23m

Tweed-New Haven

Sun 1/10

4:35 pm-6:28 pm

Nonstop2h 53m

$172

ChicagoHartford

ORD Chicago O'Hare Intl - BDL Hartford Bradley Intl

ORDBDL

Chicago O'Hare Intl

Wed 12/2

8:04 am-4:04 pm

1 stop7h 00m

Hartford Bradley Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$176

ChicagoNew Haven

ORD Chicago O'Hare Intl - HVN Tweed-New Haven

ORDHVN

Chicago O'Hare Intl

Sat 12/5

8:30 am-10:10 pm

2 stops12h 40m

Tweed-New Haven

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$183

ChicagoHartford

ORD Chicago O'Hare Intl - BDL Hartford Bradley Intl

ORDBDL

Chicago O'Hare Intl

Wed 12/2

6:20 pm-9:40 pm

Nonstop2h 20m

Hartford Bradley Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$192

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 36 resultsSorted by cheapest first
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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

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, December is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Connecticut (average of $351). Flying from Chicago O'Hare Intl Airport to Connecticut in July is currently the most expensive (average of $527). 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?

It’s typically best to fly out from Chicago O'Hare Intl Airport to Connecticut in the morning. Doing so could potentially save you 21% on the flight price compared to flying in the afternoon, which is usually more expensive.

Weekly flight availability from Chicago O'Hare Intl Airport to Connecticut

The most flights from ORD to USCT are scheduled on a Monday (19 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (5 on average).

How much does it cost to fly round-trip from Chicago O'Hare Intl Airport to Connecticut?

Airfare is below average for this route at the moment.
Chicago O'Hare Intl Airport to Connecticut flights typically cost between $382 and $574 in November.
The cheapest round-trip price found within the last 5 days was $330 on Frontier (Nov 19-Nov 23).

How far ahead should I book a flight from Chicago O'Hare Intl Airport to Connecticut?

To ensure you get the cheapest price possible for a flight from Chicago O'Hare Intl Airport to Connecticut, you should look to book at least 51 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

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. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Connecticut

Peruse reviews from past customers who have flown with Avelo Airlines,United Airlines, andAmerican 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

Comfort

7.1

Crew

8.2

Overall

7.6

Boarding

7.8

Food

5.0

Entertainment

4.9

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

Comfort

7.1

Crew

8.2

Overall

7.6

Boarding

7.8

Food

5.0

Entertainment

4.9

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

Comfort

7.1

Crew

8.2

Overall

7.6

Boarding

7.8

Food

5.0

Entertainment

4.9

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

Comfort

7.1

Crew

8.2

Overall

7.6

Boarding

7.8

Food

5.0

Entertainment

4.9

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

  • How long is the flight from Chicago O'Hare Intl Airport to Connecticut?

    Airlines like Avelo Airlines, United Airlines, and Delta fly from Chicago O'Hare Intl Airport to Connecticut in about 2h 23m. The time it takes to get you to your destination can typically vary by up to 2h 15m. 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 $67. Frontier flights start at $90 while deals on JetBlue start at $130 one-way.

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

  • 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: Emirates (100%), SkyWest Airlines (85%), American Airlines( 84%).

  • 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 $403, our data shows the cheapest flight currently is $134. When looking at the most popular route, (Chicago O'Hare Intl - New York LaGuardia), you can expect to pay $247 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, December is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Connecticut (average of $351). Flying from Chicago O'Hare Intl Airport to Connecticut in July is currently the most expensive (average of $527). 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 O'Hare Intl to Connecticut

Top 3 airlines flying from O'Hare Intl to Connecticut

AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$88Average$150FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$252Average$449FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$277Average$508FlexibilityNo cancel feeOn-time69%

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