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O'Hare Intl

$51+ 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — ORD
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap 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 December 12, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/318:37 pmLGA - ORD
Nonstop2h 30mSpirit Airlines
Tue 1/135:53 pmORD - LGA
Nonstop2h 06mSpirit Airlines
Deal found 12/10$83
This Super.com deal was found by Cheapflights users on 12/11. 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 12/318:37 pmLGA - ORD
Nonstop2h 30mSpirit Airlines
Thu 1/155:53 pmORD - LGA
Nonstop2h 06mSpirit Airlines
Deal found 12/11$84
This Booking.com deal was found by Cheapflights users on 12/9. 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 12/131:00 pmJFK - ORD
Nonstop2h 57mFrontier
Mon 12/158:36 amORD - JFK
Nonstop2h 24mFrontier
Deal found 12/9$90
This Cheapflightsfares deal was found by Cheapflights users on 12/10. 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 12/318:37 pmLGA - ORD
Nonstop2h 30mSpirit Airlines
Mon 1/57:57 pmORD - LGA
1 stop14h 03mSpirit Airlines
Deal found 12/10$98
This Cheapflightsfares deal was found by Cheapflights users on 12/10. 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 12/318:37 pmLGA - ORD
Nonstop2h 30mSpirit Airlines
Sat 1/37:20 amORD - LGA
Nonstop2h 01mSpirit Airlines
Deal found 12/10$100
This Super.com deal was found by Cheapflights users on 12/8. 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.
Sat 12/131:00 pmJFK - ORD
Nonstop2h 57mFrontier
Sat 1/1712:00 pmORD - JFK
Nonstop2h 24mFrontier
Deal found 12/8$102
This Cheapflightsfares deal was found by Cheapflights users on 12/10. 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 12/256:55 amEWR - ORD
Nonstop2h 36mSpirit Airlines
Sun 1/254:38 pmORD - EWR
Nonstop2h 08mSpirit Airlines
Deal found 12/10$105
This Frontier deal was found by Cheapflights users on 12/10. 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.
Wed 12/3111:00 amJFK - ORD
Nonstop2h 57mFrontier
Wed 1/1412:00 pmORD - JFK
Nonstop2h 24mFrontier
Deal found 12/10$107
This Super.com deal was found by Cheapflights users on 12/9. 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 12/256:55 amEWR - ORD
Nonstop2h 36mSpirit Airlines
Mon 1/59:34 amORD - EWR
Nonstop2h 16mSpirit Airlines
Deal found 12/9$109
This Super.com deal was found by Cheapflights users on 12/9. 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 12/316:55 amEWR - ORD
Nonstop2h 36mSpirit Airlines
Wed 1/712:09 pmORD - EWR
1 stop11h 20mSpirit Airlines
Deal found 12/9$111
This Frontier deal was found by Cheapflights users on 12/10. 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.
Wed 12/3111:00 amJFK - ORD
Nonstop2h 57mFrontier
Mon 1/128:35 amORD - JFK
Nonstop2h 24mFrontier
Deal found 12/10$112
This Priceline deal was found by Cheapflights users on 12/10. 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 12/316:55 amEWR - ORD
Nonstop2h 36mSpirit Airlines
Thu 1/157:20 amORD - EWR
1 stop6h 50mSpirit Airlines
Deal found 12/10$112

Find 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 December 12, 2025.

Round-trip from

$83
(Frontier)

One-way from

$51
(CheapOair)

Popular in

May

Cheapest in

October

Average price

$367

Good round-trip deal

$98 or less

Good one-way deal

$50 or less
From Connecticut to Chicago O'Hare Intl
Search Deals
One-way flight from Connecticut to Chicago O'Hare Intl
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Highest demand for flights based on searches. 10% potential increase in price ($42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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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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 December 12, 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 YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 4/11

7:30 am-9:10 am

Nonstop2h 40m

Chicago O'Hare Intl

Sat 4/18

9:04 am-12:04 pm

Nonstop2h 00m

$103

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Thu 1/15

11:20 am-1:14 pm

Nonstop2h 54m

Chicago O'Hare Intl

Thu 1/22

10:29 am-1:54 pm

Nonstop2h 25m

$139

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 1/9

2:30 pm-4:22 pm

Nonstop2h 52m

Chicago O'Hare Intl

Mon 1/12

9:35 am-1:00 pm

Nonstop2h 25m

$139

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 1/8

6:05 am-7:58 am

Nonstop2h 53m

Chicago O'Hare Intl

Sun 1/11

7:10 am-10:41 am

Nonstop2h 31m

$139

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Mon 4/6

8:45 pm-8:41 am

1 stop12h 56m

Chicago O'Hare Intl

Wed 4/8

5:51 pm-8:53 pm

Nonstop2h 02m

$141

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Mon 2/2

5:25 pm-7:36 pm

Nonstop3h 11m

Chicago O'Hare Intl

Wed 2/4

7:45 am-2:58 pm

1 stop6h 13m

$148

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 1/10

6:00 am-7:51 am

Nonstop2h 51m

Chicago O'Hare Intl

Mon 1/12

8:50 pm-11:58 pm

Nonstop2h 08m

$149

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 1/7

2:30 pm-4:22 pm

Nonstop2h 52m

Chicago O'Hare Intl

Tue 1/13

5:20 pm-8:30 pm

Nonstop2h 10m

$149

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Thu 1/15

3:05 pm-4:37 pm

Nonstop2h 32m

Chicago O'Hare Intl

Sun 1/18

5:20 pm-8:26 pm

Nonstop2h 06m

$152

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 1/9

9:21 pm-11:09 pm

Nonstop2h 48m

Chicago O'Hare Intl

Sun 1/11

6:00 am-9:08 am

Nonstop2h 08m

$153

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

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 $238). 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 December 12, 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 December 6, 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. Tuesday 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 December 12, 2025.

The most flights from USCT to ORD are scheduled on a Wednesday (14 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (8 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 40m. The distance from Connecticut to Chicago O'Hare Intl Airport is about 731 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 $40. Frontier flights start at $77 while deals on American Airlines start at $78 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, Newark - Chicago O'Hare Intl and New York LaGuardia - 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: ANA (87%), Qatar Airways (85%), Japan Airlines( 79%).

  • 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 $923, 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 $94.

  • 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 $238). 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
Gurnee
Elgin
Naperville
Hoffman Estates
Beloit
Delavan
Oak Brook
Downers Grove
Des Plaines
Elk Grove Village
Skokie
Lake Geneva
Bridgeview
Warrenville
Waukegan
Aurora
Kenosha
Evanston

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.
Dallas/Fort Worth to O'Hare Intl flights
John F Kennedy Intl to O'Hare Intl flights
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Dallas/Fort Worth to Midway flights
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San Francisco to O'Hare Intl flights
Philadelphia to O'Hare Intl flights
Atlanta to Midway flights
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Boston to O'Hare Intl flights
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John F Kennedy Intl to Midway flights
Sky Harbor Intl to O'Hare Intl flights
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LaGuardia to Midway flights
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Los Angeles to Midway flights
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Cleveland to O'Hare Intl flights
Austin to O'Hare Intl flights
Newark to Midway flights
Orlando to O'Hare Intl flights
Dulles Intl to Midway flights
Minneapolis to O'Hare Intl flights
San Diego to O'Hare Intl flights
Hobby to O'Hare Intl flights
Denver to Midway flights
George Bush Intcntl to O'Hare Intl flights
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Baltimore to Midway flights
Minneapolis to Midway flights
Detroit to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Boston to Midway flights
Love Field to Midway flights
Hartford to O'Hare Intl flights
San Francisco to Midway flights
Portland to O'Hare Intl flights
Seattle to Midway flights
Las Vegas to O'Hare Intl flights
Miami to O'Hare Intl flights
West Palm Beach to O'Hare Intl flights

Top 4 airlines flying from Connecticut to O'Hare Intl

Discover the top 4 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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$97Average$232FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$104Average$199FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$178Average$355FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$218Average$390FlexibilityNo cancel feeOn-time69%

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