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O'Hare Intl

$44+ 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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — ORD
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
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 August 20, 2025.

Round-trip from

$85
(Mytrip)

One-way from

$44
(Cheapflightsfares)

Popular in

April

Cheapest in

September

Average price

$316

Good round-trip deal

$199 or less

Good one-way deal

$101 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. 3% potential increase in price ($15 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 20, 2025.

This Mytrip deal was found by Cheapflights users on 8/19. 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 12/41:50 pmHVN - ORD
Nonstop2h 30mAvelo Airlines
Thu 12/114:05 pmORD - HVN
Nonstop2h 05mAvelo Airlines
Deal found 8/19$85
This Flightnetwork deal was found by Cheapflights users on 8/20. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/121:45 pmHVN - ORD
Nonstop2h 21mAvelo Airlines
Thu 10/163:51 pmORD - HVN
Nonstop2h 08mAvelo Airlines
Deal found 8/20$110
This Booking.com deal was found by Cheapflights users on 8/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/213:50 pmHVN - ORD
Nonstop2h 21mAvelo Airlines
Sun 9/286:02 pmORD - HVN
Nonstop2h 08mAvelo Airlines
Deal found 8/20$128
This Cheapflightsfares deal was found by Cheapflights users on 8/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/811:00 amJFK - ORD
Nonstop2h 45mFrontier
Sun 10/125:05 amORD - JFK
1 stop5h 54mFrontier
Deal found 8/20$139
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 9/133:12 pmLGA - ORD
Nonstop2h 38mSpirit Airlines
Tue 9/167:09 pmORD - LGA
3 stops24h 20mSpirit Airlines
Deal found 8/19$139
This Cheapflightsfares deal was found by Cheapflights users on 8/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2411:00 amJFK - ORD
Nonstop2h 45mFrontier
Mon 10/275:05 amORD - JFK
1 stop5h 54mFrontier
Deal found 8/20$140
This Booking.com deal was found by Cheapflights users on 8/19. 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.
Sat 9/131:29 pmLGA - ORD
1 stop9h 29mSpirit Airlines
Mon 9/155:05 amORD - LGA
1 stop9h 54mSpirit Airlines
Deal found 8/19$140
This Justfly.com deal was found by Cheapflights users on 8/18. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3111:00 amJFK - ORD
Nonstop2h 45mFrontier
Tue 11/412:37 pmORD - JFK
1 stop10h 56mFrontier
Deal found 8/18$141
This FlightHub deal was found by Cheapflights users on 8/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2712:59 pmLGA - ORD
Nonstop2h 44mSpirit Airlines
Thu 10/3011:08 amORD - LGA
Nonstop1h 55mSpirit Airlines
Deal found 8/19$141
This Frontier deal was found by Cheapflights users on 8/19. 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 10/261:01 pmJFK - ORD
1 stop12h 10mFrontier
Sun 11/25:40 amORD - JFK
Nonstop2h 23mFrontier
Deal found 8/19$142
This American Airlines deal was found by Cheapflights users on 8/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/25:45 amLGA - ORD
Nonstop2h 38mAmerican Airlines
Tue 9/3011:16 amORD - LGA
Nonstop2h 14mAmerican Airlines
Deal found 8/19$142
This FlightHub deal was found by Cheapflights users on 8/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/811:00 amJFK - ORD
Nonstop2h 45mFrontier
Mon 10/136:37 pmORD - JFK
1 stop14h 47mFrontier
Deal found 8/20$143

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 August 20, 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 12/4

1:50 pm-3:20 pm

Nonstop2h 30m

Chicago O'Hare Intl

Thu 12/11

4:05 pm-7:10 pm

Nonstop2h 05m

$85

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Sun 10/12

1:45 pm-3:06 pm

Nonstop2h 21m

Chicago O'Hare Intl

Thu 10/16

3:51 pm-6:59 pm

Nonstop2h 08m

$110

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Sun 9/21

3:50 pm-5:11 pm

Nonstop2h 21m

Chicago O'Hare Intl

Sun 9/28

6:02 pm-9:10 pm

Nonstop2h 08m

$128

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 9/13

7:30 am-9:02 am

Nonstop2h 32m

Chicago O'Hare Intl

Mon 9/15

8:20 pm-11:38 pm

Nonstop2h 18m

$138

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Thu 9/4

10:30 am-12:10 pm

Nonstop2h 40m

Chicago O'Hare Intl

Tue 9/16

6:45 am-9:59 am

Nonstop2h 14m

$142

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 11/6

1:24 pm-2:56 pm

Nonstop2h 32m

Chicago O'Hare Intl

Tue 11/11

8:41 am-7:11 pm

1 stop9h 30m

$142

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 9/2

5:45 am-7:23 am

Nonstop2h 38m

Chicago O'Hare Intl

Tue 9/9

1:02 pm-4:14 pm

Nonstop2h 12m

$142

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 9/20

6:25 am-8:02 am

Nonstop2h 37m

Chicago O'Hare Intl

Sat 9/20

5:00 pm-8:17 pm

Nonstop2h 17m

$142

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 10/1

3:13 pm-4:51 pm

Nonstop2h 38m

Chicago O'Hare Intl

Thu 10/9

6:00 am-4:29 pm

1 stop9h 29m

$142

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 11/1

11:59 am-6:24 pm

1 stop7h 25m

Chicago O'Hare Intl

Mon 11/3

4:03 pm-7:00 pm

Nonstop1h 57m

$142

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

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, August is the cheapest month in which you can book a flight from Connecticut to Chicago O'Hare Intl Airport (average of $245). Flying from Connecticut to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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 August 20, 2025.

When flying from Connecticut to Chicago O'Hare Intl Airport, 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 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 August 20, 2025.

The most flights from USCT to ORD are scheduled on a Monday (24 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 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 $44. Frontier flights start at $77 while deals on JetBlue start at $79 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 (90%), ANA (89%), Envoy Air( 83%).

  • 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 $730, our data indicates the cheapest price to be $99. The most popular route (New York John F Kennedy Intl - Chicago O'Hare Intl), is priced around $90.

  • 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, August is the cheapest month in which you can book a flight from Connecticut to Chicago O'Hare Intl Airport (average of $245). Flying from Connecticut to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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
Hoffman Estates
Beloit
Skokie
Des Plaines
Elgin
Gurnee
Arlington Heights
Racine
Rockford
Great Lakes
Orland Park
Naperville
Merrillville
Elk Grove Village
Downers Grove
Evanston
Lake Geneva
Joliet

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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.
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John F Kennedy Intl to Midway flights
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Ontario to O'Hare Intl flights
Newark to Midway flights
Boston to O'Hare Intl flights
Austin to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
Baltimore to Midway flights
Los Angeles to Midway flights
Dulles Intl to Midway flights
Sky Harbor Intl to O'Hare Intl flights
Atlanta to Midway flights
Hobby to Midway flights
Orlando to O'Hare Intl flights
San Francisco to Midway flights
LaGuardia to Midway flights
Hobby to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Burbank to O'Hare Intl flights
Portland to O'Hare Intl flights
Philadelphia to Midway flights
George Bush Intcntl to O'Hare Intl flights
Raleigh to O'Hare Intl flights
Minneapolis to O'Hare Intl flights
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Reagan-National to Midway flights
Nashville to O'Hare Intl flights
Denver to Midway flights
Orlando to Midway flights
Minneapolis to Midway flights
San Jose to O'Hare Intl flights
Tampa to O'Hare Intl flights
San Diego to O'Hare Intl flights
Miami to O'Hare Intl flights
Austin to Midway flights
Love Field 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 August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$115Average$192FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$185Average$357FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$234Average$416FlexibilityNo cancel feeOn-time69%

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