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O'Hare Intl

$49+ Cheap flights from Connecticut to O'Hare Intl (ORD)

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 3/7. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — ORD
Nov 21 — Nov 281
Fri 11/21
Fri 11/28
1 adult, Economy
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Cheap flight deals from Connecticut to O'Hare Intl

Keep the following information in mind while searching for Connecticut to O'Hare Intl flight deals. Data was last updated October 22, 2025.

Round-trip from

$110
(Priceline)

One-way from

$49
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$319

Good round-trip deal

$346 or less

Good one-way deal

$197 or less
From Connecticut to Chicago O'Hare Intl
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One-way flight from Connecticut to Chicago O'Hare Intl
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Highest demand for flights based on searches. 4% potential increase in price ($15 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 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 Connecticut to Chicago O'Hare Intl.
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Price to beat on a one-way flight from Connecticut to Chicago O'Hare Intl.
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Find flight deals from Connecticut to O'Hare Intl

Cheapest flights from Connecticut to O'Hare Intl
Explore the most affordable flight options available from Connecticut to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 22, 2025.

This Priceline deal was found by Cheapflights users on 10/22. 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.
Tue 11/411:00 amJFK - ORD
Nonstop2h 45mFrontier
Fri 11/76:40 amORD - JFK
Nonstop2h 23mFrontier
Deal found 10/22$110
This Mytrip deal was found by Cheapflights users on 10/22. 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.
Thu 11/206:00 amLGA - ORD
1 stop12h 11mSpirit Airlines
Sun 11/233:53 pmORD - LGA
Nonstop2h 07mSpirit Airlines
Deal found 10/22$110
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 11/410:00 pmLGA - ORD
1 stop13h 07mMultiple Airlines
Wed 11/57:34 pmORD - LGA
Nonstop2h 08mMultiple Airlines
Deal found 10/22$111
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 11/56:20 amJFK - ORD
1 stop5h 54mFrontier
Mon 11/176:40 amORD - JFK
Nonstop2h 23mFrontier
Deal found 10/22$112
This Cheapflightsfares deal was found by Cheapflights users on 10/21. 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.
Fri 10/319:59 amLGA - ORD
1 stop9h 47mSpirit Airlines
Mon 11/37:34 pmORD - LGA
Nonstop2h 08mSpirit Airlines
Deal found 10/21$112
This Frontier deal was found by Cheapflights users on 10/21. 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.
Mon 11/310:00 amJFK - ORD
1 stop7h 56mFrontier
Thu 11/66:40 amORD - JFK
Nonstop2h 23mFrontier
Deal found 10/21$113
This Cheapflightsfares deal was found by Cheapflights users on 10/22. 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.
Sat 11/810:59 amLGA - ORD
1 stop14h 28mSpirit Airlines
Tue 11/1110:52 amORD - LGA
1 stop7h 08mSpirit Airlines
Deal found 10/22$113
This Frontier deal was found by Cheapflights users on 10/21. 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.
Mon 11/311:00 amJFK - ORD
Nonstop2h 45mFrontier
Wed 11/512:37 pmORD - JFK
1 stop10h 56mFrontier
Deal found 10/21$114
This Priceline deal was found by Cheapflights users on 10/21. 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 11/124:59 pmLGA - ORD
Nonstop2h 35mMultiple Airlines
Sun 11/165:01 amORD - LGA
1 stop5h 28mMultiple Airlines
Deal found 10/21$114
This Frontier deal was found by Cheapflights users on 10/21. 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 11/811:00 amJFK - ORD
Nonstop2h 45mFrontier
Mon 11/106:40 amORD - JFK
Nonstop2h 23mFrontier
Deal found 10/21$115
This Kiwi.com deal was found by Cheapflights users on 10/21. 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.
Sun 11/2312:59 pmLGA - ORD
Nonstop2h 32mMultiple Airlines
Wed 12/34:01 pmORD - LGA
1 stop6h 04mMultiple Airlines
Deal found 10/21$115
This Gotogate deal was found by Cheapflights users on 10/20. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/811:00 amJFK - ORD
Nonstop2h 45mFrontier
Sun 11/910:43 pmORD - JFK
1 stop30h 47mFrontier
Deal found 10/20$116

Cheapflights Fare Finder

 
Customize your flight search to find flights from Connecticut to O'Hare Intl 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 October 22, 2025.
Use the filters below to find and compare flights from Connecticut to Chicago O'Hare Intl Airport that are best for you.

Fly from

Connecticut

Fly to

O'Hare Intl

Route

Depart

Return

Price

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Thu 12/11

1:50 pm-3:20 pm

Nonstop2h 30m

Chicago O'Hare Intl

Wed 12/24

7:25 pm-10:30 pm

Nonstop2h 05m

$118

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 11/27

12:59 pm-2:31 pm

Nonstop2h 32m

Chicago O'Hare Intl

Tue 12/2

10:59 am-2:04 pm

Nonstop2h 05m

$124

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Mon 12/15

8:00 pm-9:52 pm

Nonstop2h 52m

Chicago O'Hare Intl

Tue 1/6

2:05 pm-5:26 pm

Nonstop2h 21m

$125

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 12/12

7:15 pm-8:57 pm

Nonstop2h 42m

Chicago O'Hare Intl

Sun 12/14

7:00 am-10:07 am

Nonstop2h 07m

$125

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sun 11/2

5:15 am-6:57 am

Nonstop2h 42m

Chicago O'Hare Intl

Wed 11/12

8:55 am-12:10 pm

Nonstop2h 15m

$133

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 12/16

8:30 am-10:09 am

Nonstop2h 39m

Chicago O'Hare Intl

Mon 1/5

7:00 am-10:22 am

Nonstop2h 22m

$137

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 11/22

8:30 pm-10:21 pm

Nonstop2h 51m

Chicago O'Hare Intl

Thu 11/27

1:43 pm-4:59 pm

Nonstop2h 16m

$138

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Wed 12/17

5:10 pm-6:40 pm

Nonstop2h 30m

Chicago O'Hare Intl

Sun 12/21

4:35 pm-7:40 pm

Nonstop2h 05m

$138

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 1/13

6:05 am-12:15 pm

1 stop7h 10m

Chicago O'Hare Intl

Sat 1/17

1:45 pm-9:05 pm

1 stop6h 20m

$141

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Thu 12/11

1:50 pm-3:20 pm

Nonstop2h 30m

Chicago O'Hare Intl

Sun 12/14

4:05 pm-7:10 pm

Nonstop2h 05m

$146

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/22

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

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

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

Currently, September is the cheapest month in which you can book a flight from Connecticut to Chicago O'Hare Intl Airport (average of $115). Flying from Connecticut to Chicago O'Hare Intl Airport in May is currently the most expensive (average of $278). 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 CT to ORD?

Find hourly flight availability from Connecticut to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 22, 2025.

It’s typically best to fly out from Connecticut to Chicago O'Hare Intl Airport in the evening. Doing so could potentially save you 20% on the flight price compared to flying at noon, which is usually more expensive.

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

Use this chart to determine the cheapest time to fly round-trip from Connecticut to O'Hare Intl. Price data was last updated on October 19, 2025.

Travelers seeking maximum savings on their Connecticut to Chicago O'Hare Intl Airport flight should consider departing on Sunday afternoons when fares are most often at their lowest. Wednesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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

Explore weekly flight availability from Connecticut to O'Hare Intl. 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 October 22, 2025.

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

Related info for your journey

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

    Departing from Connecticut to Chicago O'Hare Intl Airport will take you 2h 30m. The distance from Connecticut to Chicago O'Hare Intl Airport is about 776 mi. All flights are typically nonstop.

  • What are the cheapest airlines to fly from Connecticut to Chicago O'Hare Intl Airport one-way?

    To fly one-way, consider booking your trip with Avelo Airlines, which is currently one of the cheapest options available, starting at $49. JetBlue flights start at $69 while deals on United Airlines start at $69 one-way.

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

    The most popular flight routes from Connecticut to Chicago O'Hare Intl Airport are New York John F Kennedy Intl - Chicago O'Hare Intl, New York LaGuardia - Chicago O'Hare Intl and Newark - Chicago O'Hare Intl.

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

    Before booking your flight to Chicago O'Hare Intl Airport from Connecticut, check out the most reliable airlines to get you to your destination on time: Republic Airways (93%), ANA (87%), Qatar Airways( 85%).

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

    Looking for the cheapest flight from Connecticut to Chicago O'Hare Intl Airport? While on average our users pay $1,035, our data indicates the cheapest price to be $124. The most popular route (New York John F Kennedy Intl - Chicago O'Hare Intl), is priced around $88.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Connecticut to Chicago O'Hare Intl Airport (average of $115). Flying from Connecticut to Chicago O'Hare Intl Airport in May is currently the most expensive (average of $278). 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

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Skokie
Des Plaines
Gurnee
Hoffman Estates
Elgin
Oak Brook
Elk Grove Village
Beloit
Rockford
Naperville
Racine
Downers Grove
Orland Park
Merrillville
Bridgeview
Warrenville
Joliet
Waukegan

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Connecticut to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to O'Hare Intl flights
Dallas/Fort Worth to O'Hare Intl flights
Newark to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Baltimore to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
Philadelphia to O'Hare Intl flights
Atlanta to O'Hare Intl flights
Seattle to O'Hare Intl flights
Denver to O'Hare Intl flights
John F Kennedy Intl to Midway flights
Boston to O'Hare Intl flights
LaGuardia to Midway flights
Minneapolis to O'Hare Intl flights
Atlanta to Midway flights
Newark to Midway flights
Hobby to Midway flights
Ontario to O'Hare Intl flights
Sky Harbor Intl to O'Hare Intl flights
Minneapolis to Midway flights
Charlotte to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
Orlando to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Dulles Intl to Midway flights
Baltimore to Midway flights
Denver to Midway flights
George Bush Intcntl to O'Hare Intl flights
Tampa to O'Hare Intl flights
Hobby to O'Hare Intl flights
Austin to O'Hare Intl flights
Raleigh to O'Hare Intl flights
Portland to O'Hare Intl flights
San Jose to O'Hare Intl flights
Seattle to Midway flights
Love Field to O'Hare Intl flights
Orlando to Midway flights
San Diego to O'Hare Intl flights
Hartford to O'Hare Intl flights
Reagan-National to Midway flights
Cleveland to O'Hare Intl flights
San Francisco to Midway flights
Miami to O'Hare Intl flights
Los Angeles to Midway flights
Philadelphia to Midway flights
Columbus to O'Hare Intl flights

Top 3 airlines flying from Connecticut to O'Hare Intl

Discover the top 3 airlines that operate flights from Connecticut to O'Hare Intl. 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 October 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$97Average$182FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$195Average$357FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$228Average$398FlexibilityNo cancel feeOn-time69%

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