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O'Hare Intl

$55+ 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 6/14. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — ORD
Jun 24 — Jul 11
Wed 6/24
Wed 7/1
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 May 25, 2026.

This Flightnetwork deal was found by Cheapflights users on 5/24. 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.
Mon 6/84:20 pm
HVN
-
ORD
Nonstop2h 53m
Avelo Airlines
Fri 6/127:07 pm
ORD
-
HVN
Nonstop2h 32m
Avelo Airlines
Deal found 5/24$110
This Trip.com deal was found by Cheapflights users on 5/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/14:20 pm
HVN
-
ORD
Nonstop2h 53m
Avelo Airlines
Fri 6/57:07 pm
ORD
-
HVN
Nonstop2h 32m
Avelo Airlines
Deal found 5/20$116
This CheapOair deal was found by Cheapflights users on 5/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/143:50 pm
HVN
-
ORD
Nonstop2h 53m
Avelo Airlines
Thu 6/186:27 pm
ORD
-
HVN
Nonstop2h 32m
Avelo Airlines
Deal found 5/21$145
This Super.com deal was found by Cheapflights users on 5/23. 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.
Mon 6/224:10 pm
HVN
-
ORD
Nonstop2h 53m
Avelo Airlines
Thu 6/256:27 pm
ORD
-
HVN
Nonstop2h 32m
Avelo Airlines
Deal found 5/23$148
This Super.com deal was found by Cheapflights users on 5/20. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/294:20 pm
HVN
-
ORD
Nonstop2h 53m
Avelo Airlines
Mon 6/17:07 pm
ORD
-
HVN
Nonstop2h 32m
Avelo Airlines
Deal found 5/20$149
This Expedia deal was found by Cheapflights users on 5/24. 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.
Fri 7/34:10 pm
HVN
-
ORD
Nonstop2h 53m
Avelo Airlines
Fri 7/106:48 pm
ORD
-
HVN
Nonstop2h 31m
Avelo Airlines
Deal found 5/24$150
This CheapOair deal was found by Cheapflights users on 5/24. 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 7/134:10 pm
HVN
-
ORD
Nonstop2h 53m
Avelo Airlines
Fri 7/176:48 pm
ORD
-
HVN
Nonstop2h 31m
Avelo Airlines
Deal found 5/24$162
This Flysmarter deal was found by Cheapflights users on 5/21. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/73:40 pm
JFK
-
ORD
Nonstop2h 54m
JetBlue
Fri 7/106:00 am
ORD
-
JFK
Nonstop2h 17m
JetBlue
Deal found 5/21$176
This Super.com deal was found by Cheapflights users on 5/21. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/283:50 pm
HVN
-
ORD
Nonstop2h 53m
Avelo Airlines
Thu 6/46:35 pm
ORD
-
HVN
Nonstop2h 32m
Avelo Airlines
Deal found 5/21$176
This Delta deal was found by Cheapflights users on 5/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/710:30 am
JFK
-
ORD
Nonstop2h 47m
Delta
Mon 7/136:00 am
ORD
-
JFK
Nonstop2h 24m
Delta
Deal found 5/20$177
This Delta deal was found by Cheapflights users on 5/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:50 pm
LGA
-
ORD
Nonstop3h 06m
Delta
Wed 7/156:00 am
ORD
-
LGA
Nonstop2h 09m
Delta
Deal found 5/20$177
This American Airlines deal was found by Cheapflights users on 5/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/87:59 am
JFK
-
ORD
Nonstop3h 03m
American Airlines
Tue 7/144:30 pm
ORD
-
JFK
Nonstop2h 34m
American Airlines
Deal found 5/21$180

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 May 25, 2026.

Round-trip from

$110
(Flightnetwork)

One-way from

$55
(Trip.com)

Popular in

May

Cheapest in

January

Average price

$428

Good round-trip deal

$200 or less

Good one-way deal

$247 or less
From Connecticut to Chicago O'Hare Intl
Search Deals
One-way flight from Connecticut to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($53 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Connecticut to Chicago O'Hare Intl.
Search Deals
Price to beat on a one-way flight from Connecticut to Chicago O'Hare Intl.
Search Deals

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 May 25, 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 7/20

4:10 pm-6:03 pm

Nonstop2h 53m

Chicago O'Hare Intl

Fri 7/31

6:48 pm-10:19 pm

Nonstop2h 31m

$162

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 6/20

10:30 am-12:20 pm

Nonstop2h 50m

Chicago O'Hare Intl

Wed 6/24

1:00 pm-4:37 pm

Nonstop2h 37m

$177

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 6/30

7:29 pm-9:29 pm

Nonstop3h 00m

Chicago O'Hare Intl

Thu 7/2

5:22 pm-9:00 pm

Nonstop2h 38m

$177

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 7/11

6:10 am-7:49 am

Nonstop2h 39m

Chicago O'Hare Intl

Wed 7/15

4:00 pm-7:22 pm

Nonstop2h 22m

$177

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 6/17

3:00 pm-5:11 pm

Nonstop3h 11m

Chicago O'Hare Intl

Tue 6/30

6:05 am-9:26 am

Nonstop2h 21m

$177

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 7/8

10:15 am-11:57 am

Nonstop2h 42m

Chicago O'Hare Intl

Sat 7/11

6:00 pm-9:25 pm

Nonstop2h 25m

$177

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 7/9

6:00 am-7:32 am

Nonstop2h 32m

Chicago O'Hare Intl

Mon 7/13

8:10 pm-11:44 pm

Nonstop2h 34m

$177

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 6/17

6:00 am-7:41 am

Nonstop2h 41m

Chicago O'Hare Intl

Wed 6/24

6:00 am-9:12 am

Nonstop2h 12m

$177

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sun 7/5

10:30 am-12:20 pm

Nonstop2h 50m

Chicago O'Hare Intl

Wed 7/8

10:00 am-1:20 pm

Nonstop2h 20m

$182

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 6/30

3:29 pm-5:21 pm

Nonstop2h 52m

Chicago O'Hare Intl

Thu 7/9

5:27 pm-9:00 pm

Nonstop2h 33m

$187

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/21

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 $215). 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 May 25, 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.

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 May 25, 2026.

The most flights from USCT to ORD are scheduled on a Wednesday (20 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (16 on average).

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

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

To ensure you get the cheapest price possible for a flight from Connecticut to Chicago O'Hare Intl Airport, you should look to book at least 83 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 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 May 23, 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. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 50m. The distance from Connecticut to Chicago O'Hare Intl Airport is about 738 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 $99 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 Newark - Chicago O'Hare Intl, New York LaGuardia - Chicago O'Hare Intl and New York John F Kennedy Intl - 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: Copa Airlines (100%), ANA (91%), Air New Zealand( 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 $894, our data indicates the cheapest price to be $177. The most popular route (Newark - Chicago O'Hare Intl), is priced around $177.

  • 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 $215). 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
Rosemont
Schaumburg
Benton Harbor
Naperville
Delavan
Oakbrook Terrace
Lake Geneva
Gurnee
Downers Grove
Des Plaines
Hoffman Estates
Oak Brook
South Holland
Libertyville
Warrenville
Great Lakes
Arlington Heights
Northbrook
Waukegan
Rockford

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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
Newark to O'Hare Intl flights
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Newark to Midway flights
Reagan-National to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Philadelphia to O'Hare Intl flights
Denver to O'Hare Intl flights
George Bush Intcntl to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
Atlanta to O'Hare Intl flights
Ontario to O'Hare Intl flights
Dulles Intl to Midway flights
Orlando to O'Hare Intl flights
Los Angeles to Midway flights
John F Kennedy Intl to Midway flights
Fort Lauderdale to O'Hare Intl flights
Boston to O'Hare Intl flights
Hobby to Midway flights
Sky Harbor Intl to O'Hare Intl flights
Tampa to O'Hare Intl flights
Austin to O'Hare Intl flights
Miami to O'Hare Intl flights
San Diego to O'Hare Intl flights
Atlanta to Midway flights
Charlotte to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
Baltimore to Midway flights
LaGuardia to Midway flights
Raleigh to O'Hare Intl flights
San Jose to O'Hare Intl flights
San Francisco to Midway flights
Philadelphia to Midway flights
Reagan-National to Midway flights
Minneapolis to Midway flights
Minneapolis to O'Hare Intl flights
Sacramento to O'Hare Intl flights
Sky Harbor Intl to Midway flights
George Bush Intcntl to Midway flights
Love Field to Midway flights
Hartford to O'Hare Intl flights
Miami to Midway flights
Orlando to Midway flights
Seattle to Midway 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 May 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$77Average$188FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$112Average$206FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$177Average$376FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$221Average$419FlexibilityNo cancel feeOn-time69%

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