O'Hare Intl

$52+ 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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — ORD
May 4 — May 111
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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 April 4, 2026.

This Expedia deal was found by Cheapflights users on 3/31. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/73:50 pm
HVN
-
ORD
Nonstop2h 53m
Avelo Airlines
Thu 6/116:35 pm
ORD
-
HVN
Nonstop2h 32m
Avelo Airlines
Deal found 3/31$103
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 4/216:15 pm
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Wed 4/292:09 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/31$108
This CheapOair deal was found by Cheapflights users on 4/3. 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.
Mon 5/44:20 pm
HVN
-
ORD
Nonstop2h 53m
Avelo Airlines
Thu 5/76:35 pm
ORD
-
HVN
Nonstop2h 32m
Avelo Airlines
Deal found 4/3$110
This CheapOair deal was found by Cheapflights users on 4/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/44:20 pm
HVN
-
ORD
Nonstop2h 53m
Avelo Airlines
Mon 5/117:07 pm
ORD
-
HVN
Nonstop2h 32m
Avelo Airlines
Deal found 4/2$111
This Trip.com deal was found by Cheapflights users on 3/31. 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.
Wed 4/296:15 pm
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Wed 5/61:49 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/31$111
This Cheapflightsfares deal was found by Cheapflights users on 3/31. 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 4/236:15 pm
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Sat 4/2510:33 am
ORD
-
LGA
Nonstop2h 10m
Spirit Airlines
Deal found 3/31$112
This Mytrip deal was found by Cheapflights users on 3/31. 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 4/166:15 pm
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Mon 4/202:09 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/31$113
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 4/226:15 pm
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Mon 4/272:09 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/31$114
This Cheapflightsfares deal was found by Cheapflights users on 3/31. 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 4/156:15 pm
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Sat 4/1810:33 am
ORD
-
LGA
Nonstop2h 10m
Spirit Airlines
Deal found 3/31$117
This Cheapflightsfares deal was found by Cheapflights users on 3/31. 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.
Mon 4/1310:54 pm
EWR
-
ORD
Nonstop2h 28m
Spirit Airlines
Sun 4/1912:47 pm
ORD
-
EWR
Nonstop2h 07m
Spirit Airlines
Deal found 3/31$118
This Cheapflightsfares deal was found by Cheapflights users on 4/3. 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.
Tue 4/146:30 am
LGA
-
ORD
Nonstop2h 31m
Spirit Airlines
Tue 4/212:09 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 4/3$118
This American Airlines deal was found by Cheapflights users on 4/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/111:50 pm
JFK
-
ORD
Nonstop2h 56m
American Airlines
Wed 7/154:26 pm
ORD
-
JFK
Nonstop2h 34m
American Airlines
Deal found 4/1$119

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 April 4, 2026.

Round-trip from

$103
(Expedia)

One-way from

$52
(Cheapflightsfares)

Popular in

April

Cheapest in

January

Average price

$423

Good round-trip deal

$150 or less

Good one-way deal

$209 or less
From Connecticut to Chicago O'Hare Intl
One-way flight from Connecticut to Chicago O'Hare Intl
Highest demand for flights based on searches. 13% potential increase in price ($54 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in April 2026
Price to beat on a round-trip flight from Connecticut to Chicago O'Hare Intl.
Price to beat on a one-way flight from Connecticut to Chicago O'Hare Intl.

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 April 4, 2026.
Use the filters below to find and compare flights from Connecticut to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Mon 6/8

4:20 pm-6:13 pm

Nonstop2h 53m

Chicago O'Hare Intl

Thu 6/11

6:35 pm-10:07 pm

Nonstop2h 32m

$110

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Fri 5/8

4:20 pm-6:13 pm

Nonstop2h 53m

Chicago O'Hare Intl

Sun 5/10

6:35 pm-10:07 pm

Nonstop2h 32m

$132

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Fri 5/1

4:20 pm-6:13 pm

Nonstop2h 53m

Chicago O'Hare Intl

Fri 5/8

7:07 pm-10:39 pm

Nonstop2h 32m

$133
Quickest round-trip

NewarkChicago

EWR - ORD

EWRORD

Newark

Mon 4/13

10:54 pm-12:22 am

Nonstop2h 28m

Chicago O'Hare Intl

Tue 4/14

6:01 pm-9:09 pm

Nonstop2h 08m

$138

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Fri 6/5

4:20 pm-6:13 pm

Nonstop2h 53m

Chicago O'Hare Intl

Mon 6/8

7:07 pm-10:39 pm

Nonstop2h 32m

$141

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Mon 4/27

4:20 pm-6:13 pm

Nonstop2h 53m

Chicago O'Hare Intl

Thu 4/30

7:15 pm-1:11 pm

2 stops16h 56m

$169

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 4/30

8:05 am-9:44 am

Nonstop2h 39m

Chicago O'Hare Intl

Sun 5/3

6:00 am-9:13 am

Nonstop2h 13m

$177

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 5/19

6:25 pm-8:07 pm

Nonstop2h 42m

Chicago O'Hare Intl

Sun 5/24

6:00 am-9:11 am

Nonstop2h 11m

$177

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Thu 5/7

3:50 pm-5:43 pm

Nonstop2h 53m

Chicago O'Hare Intl

Sun 5/10

6:35 pm-10:07 pm

Nonstop2h 32m

$181

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Fri 5/1

4:20 pm-6:13 pm

Nonstop2h 53m

Chicago O'Hare Intl

Sun 5/3

6:35 pm-10:07 pm

Nonstop2h 32m

$181

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

Showing 1-10 of 60 resultsSorted by cheapest first
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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, February is the cheapest month in which you can book a flight from Connecticut to Chicago O'Hare Intl Airport (average of $76). Flying from Connecticut to Chicago O'Hare Intl Airport in April is currently the most expensive (average of $313). 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 April 4, 2026.

It’s typically best to fly out from Connecticut to Chicago O'Hare Intl Airport in the afternoon. Doing so could potentially save you 23% on the flight price compared to flying in the evening, 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 April 4, 2026.

Travelers seeking maximum savings on their Connecticut to Chicago O'Hare Intl Airport flight should consider departing on Tuesday mornings 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 April 4, 2026.

The most flights from USCT to ORD are scheduled on a Friday (14 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (7 on average).

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

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 28m. The distance from Connecticut to Chicago O'Hare Intl Airport is about 716 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 $37. American Airlines flights start at $78 while deals on Frontier start at $84 one-way.

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

  • 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: Copa Airlines (89%), ANA (78%), Qatar Airways( 78%).

  • 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 $921, our data indicates the cheapest price to be $142. The most popular route (New York John F Kennedy Intl - Chicago O'Hare Intl), is priced around $172.

  • 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, February is the cheapest month in which you can book a flight from Connecticut to Chicago O'Hare Intl Airport (average of $76). Flying from Connecticut to Chicago O'Hare Intl Airport in April is currently the most expensive (average of $313). 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
Naperville
Lake Geneva
Hoffman Estates
Delavan
Downers Grove
Des Plaines
Elgin
Oakbrook Terrace
South Holland
Elk Grove Village
Libertyville
Warrenville
Oak Brook
Bridgeview
Beloit
Great Lakes
Lansing

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.

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 April 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$76Average$143FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$167Average$361FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$218Average$401FlexibilityNo cancel feeOn-time69%

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