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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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — ORD
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This Super.com deal was found by Cheapflights users on 1/27. 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.
Tue 3/1011:05 pm
EWR
-
ORD
Nonstop2h 35m
Spirit Airlines
Thu 3/126:16 pm
ORD
-
EWR
Nonstop2h 08m
Spirit Airlines
Deal found 1/27$89
This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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.
Sun 3/811:05 pm
EWR
-
ORD
Nonstop2h 35m
Spirit Airlines
Sat 3/146:16 pm
ORD
-
EWR
Nonstop2h 08m
Spirit Airlines
Deal found 1/27$90
This Priceline deal was found by Cheapflights users on 1/28. 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 2/117:30 am
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Sat 2/145:58 pm
ORD
-
LGA
Nonstop2h 01m
Spirit Airlines
Deal found 1/28$90
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Fri 2/2711:03 am
JFK
-
ORD
Nonstop3h 00m
Frontier
Wed 3/411:51 am
ORD
-
JFK
1 stop12h 12m
Frontier
Deal found 1/27$91
This Spirit deal was found by Cheapflights users on 1/27. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2612:02 pm
EWR
-
ORD
1 stop8h 09m
Spirit Airlines
Fri 2/276:51 pm
ORD
-
EWR
Nonstop2h 09m
Spirit Airlines
Deal found 1/27$91
This Expedia deal was found by Cheapflights users on 1/29. 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.
Sat 2/287:40 am
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Sat 3/710:44 am
ORD
-
LGA
1 stop11h 37m
Spirit Airlines
Deal found 1/29$91
This Flightnetwork deal was found by Cheapflights users on 1/29. 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.
Thu 2/54:29 pm
JFK
-
ORD
Nonstop3h 00m
Frontier
Sun 2/811:55 am
ORD
-
JFK
Nonstop2h 24m
Frontier
Deal found 1/29$92
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/285:15 am
EWR
-
ORD
1 stop6h 36m
Multiple Airlines
Sun 3/16:51 pm
ORD
-
EWR
Nonstop2h 09m
Multiple Airlines
Deal found 1/28$92
This Super.com deal was found by Cheapflights users on 1/28. 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 2/117:30 am
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Mon 2/165:58 pm
ORD
-
LGA
Nonstop2h 01m
Spirit Airlines
Deal found 1/28$92
This Frontier deal was found by Cheapflights users on 1/27. 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.
Tue 2/246:05 am
JFK
-
ORD
1 stop11h 47m
Frontier
Sun 3/16:40 am
ORD
-
JFK
Nonstop2h 24m
Frontier
Deal found 1/27$93
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/285:55 am
EWR
-
ORD
1 stop17h 44m
Multiple Airlines
Mon 3/26:51 pm
ORD
-
EWR
Nonstop2h 09m
Multiple Airlines
Deal found 1/28$93
This Cheapflightsfares deal was found by Cheapflights users on 1/28. 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 2/57:30 am
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Mon 2/165:58 pm
ORD
-
LGA
Nonstop2h 01m
Spirit Airlines
Deal found 1/28$93

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 January 29, 2026.

Round-trip from

$89
(Super.com)

One-way from

$51
(Super.com)

Popular in

May

Cheapest in

October

Average price

$331

Good round-trip deal

$378 or less

Good one-way deal

$182 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. 10% potential increase in price ($39 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 January 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 January 29, 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

Connecticut

Fly to

O'Hare Intl

Route

Depart

Return

Price

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 2/26

12:02 pm-7:11 pm

1 stop8h 09m

Chicago O'Hare Intl

Fri 2/27

6:51 pm-10:00 pm

Nonstop2h 09m

$91

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sun 3/8

7:40 am-9:22 am

Nonstop2h 42m

Chicago O'Hare Intl

Wed 3/11

12:44 pm-11:21 pm

1 stop9h 37m

$98

NewarkChicago

EWR - ORD

EWRORD

Newark

Tue 4/14

10:39 pm-12:07 am

Nonstop2h 28m

Chicago O'Hare Intl

Tue 4/21

4:47 pm-7:55 pm

Nonstop2h 08m

$100

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Sun 3/15

3:20 pm-5:05 pm

Nonstop2h 45m

Chicago O'Hare Intl

Thu 3/19

6:00 pm-9:34 pm

Nonstop2h 34m

$111

NewarkChicago

EWR - ORD

EWRORD

Newark

Fri 5/1

9:05 pm-10:43 pm

Nonstop2h 38m

Chicago O'Hare Intl

Mon 5/4

4:47 pm-7:55 pm

Nonstop2h 08m

$113

NewarkChicago

EWR - ORD

EWRORD

Newark

Mon 5/18

9:05 pm-10:43 pm

Nonstop2h 38m

Chicago O'Hare Intl

Tue 5/26

4:47 pm-7:55 pm

Nonstop2h 08m

$118

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 2/13

7:40 am-9:22 am

Nonstop2h 42m

Chicago O'Hare Intl

Mon 2/16

5:58 pm-8:59 pm

Nonstop2h 01m

$123

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 2/25

7:59 pm-9:57 pm

Nonstop2h 58m

Chicago O'Hare Intl

Wed 3/4

2:12 pm-5:44 pm

Nonstop2h 32m

$137

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 3/25

11:32 am-1:15 pm

Nonstop2h 43m

Chicago O'Hare Intl

Wed 3/25

9:23 pm-12:28 am

Nonstop2h 05m

$137

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 3/24

8:05 am-10:00 am

Nonstop2h 55m

Chicago O'Hare Intl

Sun 3/29

10:40 am-1:59 pm

Nonstop2h 19m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

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 $246). 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 January 29, 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 22% 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 January 24, 2026.

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 January 29, 2026.

The most flights from USCT to ORD are scheduled on a Thursday (15 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (9 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 45m. The distance from Connecticut to Chicago O'Hare Intl Airport is about 776 mi. This flight may include one or multiple stops.

  • 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. 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 (80%), American Airlines (75%), Japan Airlines( 75%).

  • 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 $846, our data indicates the cheapest price to be $125. The most popular route (New York John F Kennedy Intl - Chicago O'Hare Intl), is priced around $81.

  • 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 $246). 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
Naperville
Gurnee
Elgin
Hoffman Estates
Beloit
Delavan
Oak Brook
Des Plaines
Downers Grove
Elk Grove Village
Skokie
Libertyville
Lake Geneva
Waukegan
Bridgeview
Kenosha
Warrenville
Aurora

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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LaGuardia to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Baltimore to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Seattle to O'Hare Intl flights
Philadelphia to O'Hare Intl flights
Atlanta to O'Hare Intl flights
Denver to O'Hare Intl flights
Boston to O'Hare Intl flights
John F Kennedy Intl to Midway flights
Newark to Midway flights
Sky Harbor Intl to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
Austin to O'Hare Intl flights
Dulles Intl to Midway flights
Los Angeles to Midway flights
Ontario to O'Hare Intl flights
Minneapolis to O'Hare Intl flights
Hobby to Midway flights
Charlotte to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
LaGuardia to Midway flights
Reagan-National to Midway flights
Atlanta to Midway flights
Raleigh to O'Hare Intl flights
Baltimore to Midway flights
Cleveland to O'Hare Intl flights
George Bush Intcntl to O'Hare Intl flights
San Diego to O'Hare Intl flights
Philadelphia to Midway flights
Orlando to O'Hare Intl flights
Denver to Midway flights
Tampa to O'Hare Intl flights
Hartford to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Sky Harbor Intl to Midway flights
Love Field to O'Hare Intl flights
San Francisco to Midway flights
Sacramento to O'Hare Intl flights
Hobby to O'Hare Intl flights
Minneapolis to Midway flights
San Antonio to O'Hare Intl flights
Kansas City to O'Hare Intl flights
Miami to O'Hare Intl flights
Detroit to O'Hare Intl flights

Top 5 airlines flying from Connecticut to O'Hare Intl

Discover the top 5 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$94Average$124FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$104Average$199FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$176Average$353FlexibilityNo cancel feeOn-time71%
DeltaCheapest$176Average$196FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$216Average$390FlexibilityNo cancel feeOn-time69%

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