Cheap flights from Connecticut to Chicago (CHI) from $55

This is the cheapest one-way flight price, found on 12/10. Prices may vary by date and flight preferences.
BDL — CHI
Dec 16 — Dec 231

Were you looking for Flights from Chicago to Connecticut?

When is the cheapest time to fly from Connecticut to Chicago (CT - CHI)?

When flying from Connecticut to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap Spirit Airlines flights from Connecticut to Chicago

Explore cheap flight options specifically provided by Spirit Airlines for the route between Connecticut and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,571,918 searches. Data last updated December 11, 2023.
Take a look at some of the lowest-priced Spirit Airlines flights heading from Connecticut to Chicago. Be sure to come back soon if the deals available don't appeal to you at this time.

Cheap Frontier flights from Connecticut to Chicago

Explore cheap flight options specifically provided by Frontier for the route between Connecticut and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,571,918 searches. Data last updated December 11, 2023.
To aid your search, here are some of the cheapest Frontier flights we've found from Connecticut to Chicago. Make sure to examine the flight information before completing your reservation.

Cheap Connecticut to Chicago flights in December & January 2023

Find cheap flight options from Connecticut to Chicago specifically for the months of December and January 2023. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,571,918 searches. Prices were last updated on December 11, 2023.
Listed are some of the best fares we've found on flights departing from Connecticut to Chicago in 2023. More deals are always being added, so be sure to check back regularly.

Connecticut to Chicago 2023 flight deals

Discover exclusive flight deals for travel between Connecticut and Chicago in 2023. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,571,918 searches. Data last updated December 11, 2023.
Listed are some of the best fares we've found on flights departing from Connecticut to Chicago in 2023. More deals are always being added, so be sure to check back regularly.

Non-stop flights to Chicago from Connecticut

Discover non-stop flight options from Connecticut to Chicago. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,571,918 searches. Data last updated December 11, 2023.
For a shorter flight, select one of these non-stop flights from Connecticut to Chicago. If you're looking for other options for flights from Connecticut to Chicago, make sure to update the search form at the top of page.

Connecticut to Chicago flights leaving soon

Find last-minute flight options from Connecticut to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,571,918 searches. Data last updated December 11, 2023.
Check out these flights departing soon from Connecticut to Chicago. To prevent any unwanted surprises, users should verify their flight info before booking.

One-way flights to Chicago from Connecticut

Search for one-way flight options from Connecticut to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,571,918 searches. Data last updated December 11, 2023.
Take a look at some of the one-way flights we've detected from Connecticut to Chicago. Users can also find round-trip Connecticut to Chicago flights by using the search form above.

Find flights from Connecticut to Chicago within your budget

Customize your flight search to find flights from Connecticut to Chicago 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 2,571,918 searches. Data last updated December 11, 2023.

Fly from

Any airport

Fly to

Any airport

Budget

$98 - $217

Route

Depart

Return

Price

Hartford Bradley IntlChicago Midway

BDL - MDW

BDLMDW

Hartford Bradley Intl

Sat 1/20

1 stop12h 05m

Chicago Midway

Thu 1/25

1 stop12h 12m

$98

Hartford Bradley IntlChicago O'Hare Intl

BDL - ORD

BDLORD

Hartford Bradley Intl

Wed 1/31

1 stop13h 01m

Chicago O'Hare Intl

Sat 2/10

1 stop14h 19m

$98

Hartford Bradley IntlChicago Midway

BDL - MDW

BDLMDW

Hartford Bradley Intl

Thu 1/25

1 stop12h 05m

Chicago Midway

Sun 1/28

1 stop12h 12m

$108

Hartford Bradley IntlChicago O'Hare Intl

BDL - ORD

BDLORD

Hartford Bradley Intl

Thu 1/25

1 stop13h 01m

Chicago O'Hare Intl

Sun 1/28

1 stop14h 19m

$108

Hartford Bradley IntlChicago O'Hare Intl

BDL - ORD

BDLORD

Hartford Bradley Intl

Thu 1/11

1 stop16h 52m

Chicago O'Hare Intl

Tue 1/16

1 stop12h 49m

$152

Hartford Bradley IntlChicago O'Hare Intl

BDL - ORD

BDLORD

Hartford Bradley Intl

Thu 1/18

1 stop23h 40m

Chicago O'Hare Intl

Sun 1/21

1 stop19h 45m

$173

Hartford Bradley IntlChicago O'Hare Intl

BDL - ORD

BDLORD

Hartford Bradley Intl

Wed 2/7

Nonstop2h 48m

Chicago O'Hare Intl

Wed 2/14

Nonstop2h 05m

$198

Hartford Bradley IntlChicago O'Hare Intl

BDL - ORD

BDLORD

Hartford Bradley Intl

Wed 2/7

1 stop8h 21m

Chicago O'Hare Intl

Wed 2/14

Nonstop2h 06m

$206

Hartford Bradley IntlChicago Midway

BDL - MDW

BDLMDW

Hartford Bradley Intl

Wed 1/3

1 stop4h 18m

Chicago Midway

Fri 1/5

1 stop3h 55m

$217

Flights are sorted by cheapest first

Deals found on 12/11

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated December 11, 2023.
Peruse reviews from past customers who have flown with Spirit Airlines, Frontier and United Airlines from Connecticut to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
7.9
Good
3,035 reviews

Entertainment

7.8

Comfort

7.9

Boarding

8.0

Overall

7.9

Crew

8.5

Food

7.2

Reviews

1 / 10

Most importantly it was on time, then great crew, great service and comfortable.

7.9
Good
3,035 reviews
7.9
Good
3,035 reviews

Entertainment

7.8

Comfort

7.9

Boarding

8.0

Overall

7.9

Crew

8.5

Food

7.2

Reviews

1 / 10

Most importantly it was on time, then great crew, great service and comfortable.

7.4
Good
1,902 reviews
7.9
Good
3,035 reviews

Entertainment

7.8

Comfort

7.9

Boarding

8.0

Overall

7.9

Crew

8.5

Food

7.2

Reviews

1 / 10

Most importantly it was on time, then great crew, great service and comfortable.

7.2
Good
2,646 reviews
7.9
Good
3,035 reviews

Entertainment

7.8

Comfort

7.9

Boarding

8.0

Overall

7.9

Crew

8.5

Food

7.2

Reviews

1 / 10

Most importantly it was on time, then great crew, great service and comfortable.

6.3
Okay
1,498 reviews
7.9
Good
3,035 reviews

Entertainment

7.8

Comfort

7.9

Boarding

8.0

Overall

7.9

Crew

8.5

Food

7.2

Reviews

1 / 10

Most importantly it was on time, then great crew, great service and comfortable.

5.8
Fair
762 reviews
7.9
Good
3,035 reviews

Entertainment

7.8

Comfort

7.9

Boarding

8.0

Overall

7.9

Crew

8.5

Food

7.2

Reviews

1 / 10

Most importantly it was on time, then great crew, great service and comfortable.

Related info for your journey

Find useful and relevant information for your journey from Connecticut to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

Can I find flights from Connecticut to Chicago for under $100 on Cheapflights?

Yes, there are multiple flights from Connecticut to Chicago for under $100. The cheapest flight booked recently is on Frontier for just $98, but on average you can expect to pay $152.

Are there nonstop flights from Connecticut to Chicago for under $200 on Cheapflights?

Cheapflights has at least 20 direct flights from Connecticut to Chicago under $200. A good price for a nonstop flight from Connecticut to Chicago is less than $290.

Are there last-minute flights available from Connecticut to Chicago for under $300?

There are currently 20+ open flights from Connecticut to Chicago within the next 7 days for less than $300.

What days are nonstop flights available from Connecticut to Chicago?

You can find nonstop flights on the following days: Tuesday, Wednesday, Thursday, Friday, Saturday.

How many flights depart from Connecticut to Chicago on average per day?

19 flight departures from Connecticut to Chicago per day on average.
Morning (6am - Noon) - 32% of flight departures
Afternoon (Noon - 6pm) - 68% of flight departures

How long is the flight from Connecticut to Chicago?

A quick flight from Connecticut to Chicago can take about 2h 48m. Frontier provides one of the quickest options available for as low as $98. Airlines will cover a distance of 785 mi. This flight may include one or multiple stops.

What are the cheapest airlines to fly from Connecticut to Chicago one-way?

For one-way options, check prices for Frontier. According to our data, you can fly for as low as $55. Users have also found prices from $109 and $134 on Delta and United Airlines, respectively.

What are the most popular routes from Connecticut to Chicago?

What are the most popular airlines that fly from Connecticut to Chicago?

What are the most reliable airlines from Connecticut to Chicago?

Before booking your flight to Chicago from Connecticut, check out the most reliable airlines to get you to your destination on time: SkyWest Airlines (100%), Qatar Airways (96%), Emirates( 91%).

What are the cheapest flights from Connecticut to Chicago?

On average you can expect to pay $716 for a flight from Connecticut to Chicago. The cheapest flight overall is $133 while the most popular route, (Hartford Bradley Intl - Chicago O'Hare Intl) is currently priced at $152.

What does BDL to ORD mean?

BDL and ORD are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. BDL to ORD refers to a flight route from Hartford Bradley Intl Airport to Chicago O'Hare Intl Airport. While you’re still figuring out your travel plans, it’s not a bad idea to learn the names and codes of other airports around these areas: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 6 airlines flying from Connecticut to Chicago

Discover the top 6 airlines that operate flights from Connecticut to Chicago. 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 2,571,918 searches. Data last updated December 11, 2023.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$109Average$295FlexibilityNo cancel feeOn-timeN/A
Search Avelo Airlines flights
FrontierCheapest$125Average$195FlexibilityNo cancel feeOn-time62%
Search Frontier flights
United AirlinesCheapest$137Average$373FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Spirit AirlinesCheapest$174Average$274FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
American AirlinesCheapest$177Average$396FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapest$178Average$386FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Search flights to Chicago by cabin class

Hourly flight availability from Connecticut to Chicago

Find hourly flight availability from Connecticut to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 11, 2023.
9%of flight departuresEarly morningMidnight to 6 am
56%of flight departuresMorning6 am to noon
27%of flight departuresAfternoonNoon to 6 pm
8%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

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User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Connecticut to Chicago?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Chicago from Connecticut today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Connecticut to Chicago?

Cheapflights simply makes it quick and affordable to book flights from Connecticut to Chicago by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Connecticut to Chicago with no change fees?

Certainly. Search results for flights to Chicago from Connecticut shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Connecticut to Chicago become cheaper?

Yes! Start tracking prices for Connecticut to Chicago flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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