Cheap flights from Chicago (CHI) to Connecticut from $58

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight to Connecticut departing on 5/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
CHI — BDL
Mar 5 — Mar 121

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

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

Cheap Frontier flights from Chicago to Connecticut

Explore cheap flight options specifically provided by Frontier for the route between Chicago and Connecticut. 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 3,314,962 searches. Data last updated February 29, 2024.
Check out some of the cheapest Frontier flights we've come across from Chicago to Connecticut. Make sure to double check the flight details before booking.
Mon 5/63:44 pmMDW - BDL
1 stop17h 28mFrontier
Sat 5/1111:02 amBDL - MDW
1 stop25h 50mFrontier
Deal found 2/28$146
Tue 3/197:46 amMDW - BDL
1 stop10h 34mFrontier
Mon 3/2512:06 pmBDL - MDW
1 stop8h 47mFrontier
Deal found 2/28$178
Thu 3/287:46 amMDW - BDL
1 stop10h 34mFrontier
Thu 4/410:41 amBDL - MDW
1 stop15h 03mFrontier
Deal found 2/28$183
Tue 3/126:21 pmORD - BDL
1 stop23h 59mFrontier
Thu 3/1412:06 pmBDL - ORD
1 stop14h 34mFrontier
Deal found 2/27$186
Wed 3/276:21 pmORD - BDL
1 stop23h 59mFrontier
Wed 4/312:06 pmBDL - ORD
1 stop14h 34mFrontier
Deal found 2/29$188
Thu 5/25:51 pmORD - BDL
1 stop23h 28mFrontier
Sun 5/511:32 amBDL - ORD
1 stop14h 27mFrontier
Deal found 2/28$196
Mon 3/116:21 pmORD - BDL
1 stop23h 59mFrontier
Tue 3/1912:06 pmBDL - ORD
1 stop14h 34mFrontier
Deal found 2/29$198
Fri 5/38:25 amORD - BDL
1 stop8h 54mFrontier
Sun 5/511:32 amBDL - ORD
1 stop14h 27mFrontier
Deal found 2/29$206
Tue 3/57:08 pmORD - BDL
1 stop21h 47mFrontier
Wed 3/68:55 pmBDL - ORD
1 stop29h 45mFrontier
Deal found 2/27$208

Cheap Delta flights from Chicago to Connecticut

Explore cheap flight options specifically provided by Delta for the route between Chicago and Connecticut. 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 3,314,962 searches. Data last updated February 29, 2024.
Browse through some of the cheapest Delta flights traveling from Chicago to Connecticut. Check back soon if you're not seeing flights that suit your needs.
Tue 4/25:55 pmORD - BDL
1 stop3h 51mDelta
Wed 4/35:40 amBDL - ORD
1 stop4h 51mDelta
Deal found 2/28$173
Sat 5/45:25 pmORD - BDL
1 stop5h 00mDelta
Sat 5/116:06 pmBDL - ORD
1 stop3h 47mDelta
Deal found 2/28$176
Thu 3/287:05 amORD - BDL
1 stop3h 54mDelta
Sun 3/315:40 amBDL - ORD
1 stop4h 52mDelta
Deal found 2/28$179
Thu 3/287:05 amORD - BDL
1 stop3h 54mDelta
Sat 3/305:40 amBDL - ORD
1 stop4h 52mDelta
Deal found 2/28$257
Thu 3/287:05 amORD - BDL
1 stop3h 54mDelta
Mon 4/15:40 amBDL - ORD
1 stop4h 51mDelta
Deal found 2/28$290
Thu 3/287:05 amORD - BDL
1 stop3h 54mDelta
Sun 3/315:40 amBDL - ORD
1 stop4h 52mDelta
Deal found 2/29$338
Sat 3/95:00 pmMDW - BDL
1 stop5h 54mDelta
Sun 3/178:00 amBDL - MDW
2 stops9h 31mDelta
Deal found 2/28$1,040
Tue 3/51:09 pmMDW - BDL
2 stops8h 24mDelta
Sat 3/91:01 pmBDL - MDW
1 stop4h 13mDelta
Deal found 2/27$1,253
Fri 3/81:09 pmMDW - BDL
2 stops8h 24mDelta
Mon 3/115:40 amBDL - MDW
1 stop4h 06mDelta
Deal found 2/29$1,385

Cheap Chicago to Connecticut flights in February & March 2024

Find cheap flight options from Chicago to Connecticut specifically for the months of February and March 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,314,962 searches. Prices were last updated on February 29, 2024.
Check out some of the best flight deals from Chicago to Connecticut in 2024. For more flight deals, be sure to check back very soon.
Tue 3/265:55 pmORD - BDL
1 stop3h 51mDelta
Wed 3/275:29 amBDL - ORD
1 stop4h 38mDelta
Deal found 2/28$176
Wed 3/276:19 amMDW - BDL
1 stop6h 36mDelta
Sun 3/315:40 amBDL - MDW
1 stop4h 06mDelta
Deal found 2/28$176
Tue 3/197:46 amMDW - BDL
1 stop10h 34mFrontier
Mon 3/2512:06 pmBDL - MDW
1 stop8h 47mFrontier
Deal found 2/28$178
Thu 3/287:05 amORD - BDL
1 stop3h 54mDelta
Sun 3/315:40 amBDL - ORD
1 stop4h 52mDelta
Deal found 2/28$179
Thu 3/285:45 pmMDW - BDL
1 stop4h 52mDelta
Sun 3/315:40 amBDL - MDW
1 stop4h 06mDelta
Deal found 2/28$179
Thu 3/287:46 amMDW - BDL
1 stop10h 34mFrontier
Thu 4/410:41 amBDL - MDW
1 stop15h 03mFrontier
Deal found 2/28$183
Tue 3/126:21 pmORD - BDL
1 stop23h 59mFrontier
Thu 3/1412:06 pmBDL - ORD
1 stop14h 34mFrontier
Deal found 2/27$186
Thu 3/77:46 amMDW - BDL
1 stop10h 34mFrontier
Sat 3/910:41 amBDL - MDW
1 stop15h 03mFrontier
Deal found 2/28$186
Thu 3/286:13 pmORD - BDL
Nonstop2h 12mUnited Airlines
Thu 4/46:06 amBDL - ORD
Nonstop2h 40mUnited Airlines
Deal found 2/28$187

Chicago to Connecticut 2024 flight deals

Discover exclusive flight deals for travel between Chicago and Connecticut in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,314,962 searches. Data last updated February 29, 2024.
Check out some of the best flight deals from Chicago to Connecticut in 2024. For more flight deals, be sure to check back very soon.
Wed 5/88:25 amORD - BDL
1 stop24h 47mFrontier
Sat 5/1111:02 amBDL - ORD
1 stop13h 41mFrontier
Deal found 2/27$99
Tue 5/75:51 pmORD - BDL
1 stop15h 21mFrontier
Sat 5/1111:02 amBDL - ORD
1 stop13h 41mFrontier
Deal found 2/28$106
Mon 5/68:25 amORD - BDL
1 stop8h 00mFrontier
Sat 5/1111:02 amBDL - ORD
1 stop13h 41mFrontier
Deal found 2/28$136
Tue 4/96:21 pmORD - BDL
1 stop14h 51mMultiple Airlines
Wed 4/105:22 pmBDL - ORD
1 stop7h 52mMultiple Airlines
Deal found 2/28$146
Wed 5/87:30 amORD - BDL
Nonstop2h 16mUnited Airlines
Sat 5/1112:45 pmBDL - ORD
Nonstop2h 37mUnited Airlines
Deal found 2/27$149
Sun 5/55:51 pmORD - BDL
1 stop22h 34mFrontier
Tue 5/711:12 amBDL - ORD
1 stop14h 47mFrontier
Deal found 2/27$152
Tue 4/25:55 pmORD - BDL
1 stop3h 51mDelta
Wed 4/35:40 amBDL - ORD
1 stop4h 51mDelta
Deal found 2/28$173
Tue 4/25:45 pmMDW - BDL
1 stop4h 52mDelta
Wed 4/35:40 amBDL - MDW
1 stop4h 06mDelta
Deal found 2/28$173
Sat 5/45:25 pmORD - BDL
1 stop5h 00mDelta
Sat 5/116:06 pmBDL - ORD
1 stop3h 47mDelta
Deal found 2/28$176

Non-stop flights to Connecticut from Chicago

Discover non-stop flight options from Chicago to Connecticut. 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 3,314,962 searches. Data last updated February 29, 2024.
Consider booking one of these non-stop flights heading from Chicago to Connecticut. Users can also choose from other Chicago to Connecticut flights by using the search form above.
Sat 4/277:30 amORD - BDL
Nonstop2h 16mUnited Airlines
Wed 5/16:06 amBDL - ORD
Nonstop2h 40mUnited Airlines
Deal found 2/29$135
Wed 5/87:30 amORD - BDL
Nonstop2h 16mUnited Airlines
Sat 5/1112:45 pmBDL - ORD
Nonstop2h 37mUnited Airlines
Deal found 2/27$149
Tue 5/78:25 amORD - BDL
Nonstop2h 07mAmerican Airlines
Sat 5/117:33 amBDL - ORD
Nonstop2h 41mAmerican Airlines
Deal found 2/28$177
Tue 5/78:25 amORD - BDL
Nonstop2h 07mAmerican Airlines
Tue 5/1412:23 pmBDL - ORD
Nonstop2h 41mAmerican Airlines
Deal found 2/28$179
Thu 5/307:15 amORD - BDL
Nonstop2h 16mUnited Airlines
Sun 6/26:10 amBDL - ORD
Nonstop2h 38mUnited Airlines
Deal found 2/29$183
Sun 4/77:30 amORD - BDL
Nonstop2h 16mUnited Airlines
Wed 4/1012:00 pmBDL - ORD
Nonstop2h 37mUnited Airlines
Deal found 2/29$184
Mon 4/157:15 pmORD - BDL
Nonstop2h 17mUnited Airlines
Tue 4/166:06 amBDL - ORD
Nonstop2h 40mUnited Airlines
Deal found 2/28$185
Thu 3/287:30 amORD - BDL
Nonstop2h 17mUnited Airlines
Sun 3/316:06 amBDL - ORD
Nonstop2h 40mUnited Airlines
Deal found 2/28$198
Tue 4/27:30 amORD - BDL
Nonstop2h 16mUnited Airlines
Wed 4/36:06 amBDL - ORD
Nonstop2h 40mUnited Airlines
Deal found 2/28$201

Chicago to Connecticut flights leaving soon

Find last-minute flight options from Chicago to Connecticut 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 3,314,962 searches. Data last updated February 29, 2024.
Users seeking a last-minute flight from Chicago to Connecticut should consider booking one of these fares. Users should double check the flight they book to ensure it matches the day, time, and destination they're looking for.
Thu 3/77:46 amMDW - BDL
1 stop10h 34mFrontier
Sat 3/910:41 amBDL - MDW
1 stop15h 03mFrontier
Deal found 2/28$186
Thu 3/77:46 amMDW - BDL
1 stop10h 34mFrontier
Mon 3/1112:06 pmBDL - MDW
1 stop8h 47mFrontier
Deal found 2/28$198
Tue 3/57:08 pmORD - BDL
1 stop21h 47mFrontier
Wed 3/68:55 pmBDL - ORD
1 stop29h 45mFrontier
Deal found 2/27$208
Wed 3/65:45 amMDW - BDL
1 stop11h 10mFrontier
Sun 3/1010:41 amBDL - MDW
1 stop15h 03mFrontier
Deal found 2/28$219
Thu 3/77:46 amMDW - BDL
1 stop10h 34mFrontier
Sun 3/1010:41 amBDL - MDW
1 stop15h 03mFrontier
Deal found 2/28$238
Sun 3/108:05 pmMDW - BDL
1 stop22h 15mFrontier
Mon 3/1812:06 pmBDL - MDW
1 stop8h 47mFrontier
Deal found 2/29$247
Tue 3/57:08 pmORD - BDL
1 stop13h 39mFrontier
Sat 3/912:06 pmBDL - ORD
1 stop14h 34mFrontier
Deal found 2/27$256
Thu 3/76:21 pmORD - BDL
1 stop23h 59mFrontier
Sat 3/912:06 pmBDL - ORD
1 stop14h 34mFrontier
Deal found 2/28$257
Fri 3/87:10 amMDW - BDL
1 stop25h 41mFrontier
Mon 3/1112:06 pmBDL - MDW
1 stop8h 47mFrontier
Deal found 2/29$257

One-way flights to Connecticut from Chicago

Search for one-way flight options from Chicago to Connecticut. 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 3,314,962 searches. Data last updated February 29, 2024.
If you're seeking multiple options on one-way flights from Chicago to Connecticut, be sure to check out these deals, which are updated often. Users in need of a round-trip flight from Chicago to Connecticut instead should update the search form at the top of page.
Wed 5/88:25 amORD - BDL
1 stop24h 47mFrontier
Deal found 2/28$58
Tue 4/96:21 pmORD - BDL
1 stop14h 51mFrontier
Deal found 2/28$59
Wed 4/1010:51 amORD - BDL
Nonstop2h 14mUnited Airlines
Deal found 2/28$68
Tue 4/239:32 amORD - BDL
1 stop28h 36mSpirit Airlines
Deal found 2/28$76
Thu 3/287:30 amORD - BDL
Nonstop2h 17mUnited Airlines
Deal found 2/28$82
Wed 4/105:00 amORD - BDL
1 stop10h 22mSpirit Airlines
Deal found 2/28$83
Wed 3/203:50 pmORD - BDL
1 stop7h 07mDelta
Deal found 2/28$88
Thu 3/285:45 pmMDW - BDL
1 stop4h 52mDelta
Deal found 2/27$88
Wed 4/38:35 amORD - BDL
Nonstop2h 14mAmerican Airlines
Deal found 2/28$90

Find flights from Chicago to Connecticut within your budget

Customize your flight search to find flights from Chicago to Connecticut 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 3,314,962 searches. Data last updated February 29, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$146 - $227

Route

Depart

Return

Price

Chicago MidwayHartford Bradley Intl

MDW - BDL

MDWBDL

Chicago Midway

Mon 5/6

1 stop17h 28m

Hartford Bradley Intl

Sat 5/11

1 stop25h 50m

$146

Chicago O'Hare IntlHartford Bradley Intl

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Tue 4/2

1 stop3h 51m

Hartford Bradley Intl

Wed 4/3

1 stop4h 51m

$173

Chicago MidwayHartford Bradley Intl

MDW - BDL

MDWBDL

Chicago Midway

Tue 4/2

1 stop4h 52m

Hartford Bradley Intl

Wed 4/3

1 stop4h 06m

$173

Chicago O'Hare IntlHartford Bradley Intl

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Tue 5/7

Nonstop2h 07m

Hartford Bradley Intl

Sat 5/11

Nonstop2h 41m

$177

Chicago O'Hare IntlHartford Bradley Intl

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Tue 5/7

Nonstop2h 07m

Hartford Bradley Intl

Sat 5/11

1 stop5h 32m

$178

Chicago O'Hare IntlHartford Bradley Intl

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Tue 4/23

1 stop10h 22m

Hartford Bradley Intl

Sun 4/28

1 stop17h 01m

$183

Chicago O'Hare IntlHartford Bradley Intl

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Mon 4/15

Nonstop2h 17m

Hartford Bradley Intl

Tue 4/16

Nonstop2h 40m

$185

Chicago O'Hare IntlHartford Bradley Intl

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Wed 4/3

1 stop10h 25m

Hartford Bradley Intl

Sun 4/7

1 stop8h 23m

$197

Chicago MidwayHartford Bradley Intl

MDW - BDL

MDWBDL

Chicago Midway

Tue 4/2

Nonstop2h 00m

Hartford Bradley Intl

Wed 4/3

Nonstop2h 30m

$227

Flights are sorted by cheapest first

Deals found on 2/28

Reviews of airlines servicing Connecticut

Get insights into the airlines that provide service to Connecticut. 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 Connecticut. Reviews last updated February 29, 2024.
Get a feel of what it's like to fly with Frontier, Delta and American Airlines from Chicago to Connecticut by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.2
Very good
6,486 reviews

Boarding

8.4

Overall

8.2

Comfort

8.1

Entertainment

7.9

Food

7.4

Crew

8.8

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

Southwest
8.2
Very good
6,486 reviews
Southwest
8.2
Very good
6,486 reviews

Boarding

8.4

Overall

8.2

Comfort

8.1

Entertainment

7.9

Food

7.4

Crew

8.8

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

8.1
Very good
11,818 reviews
Southwest
8.2
Very good
6,486 reviews

Boarding

8.4

Overall

8.2

Comfort

8.1

Entertainment

7.9

Food

7.4

Crew

8.8

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

7.4
Good
11,794 reviews
Southwest
8.2
Very good
6,486 reviews

Boarding

8.4

Overall

8.2

Comfort

8.1

Entertainment

7.9

Food

7.4

Crew

8.8

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

7.3
Good
15,571 reviews
Southwest
8.2
Very good
6,486 reviews

Boarding

8.4

Overall

8.2

Comfort

8.1

Entertainment

7.9

Food

7.4

Crew

8.8

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

7.3
Good
727 reviews
Southwest
8.2
Very good
6,486 reviews

Boarding

8.4

Overall

8.2

Comfort

8.1

Entertainment

7.9

Food

7.4

Crew

8.8

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

Related info for your journey

Find useful and relevant information for your journey from Chicago to Connecticut. 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 Chicago to Connecticut for under $200 on Cheapflights?

Yes, there are multiple flights from Chicago to Connecticut for under $200. The cheapest flight booked recently is on Frontier for just $146, but on average you can expect to pay $180.

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

Cheapflights has at least 20 direct flights from Chicago to Connecticut under $200. A good price for a nonstop flight from Chicago to Connecticut is less than $207.

Are there last-minute flights available from Chicago to Connecticut for under $200?

There are currently 20+ open flights from Chicago to Connecticut within the next 7 days for less than $200.

What days are nonstop flights available from Chicago to Connecticut?

Nonstop flights are available for this route on the following days: Sunday, Monday, Tuesday, Thursday, Friday, Saturday.

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

Travelers can expect 24 flights from Chicago to Connecticut on average per day.
Morning (6am - Noon) - 29% of flight departures
Afternoon (Noon - 6pm) - 13% of flight departures
Evening (6pm - Midnight) - 58% of flight departures

How long is the flight from Chicago to Connecticut?

Frontier, Delta, and American Airlines can get you from Chicago to Connecticut in just under 2h 07m. Your travel time can differ by up to 15h 21m. There are 785 mi between Chicago and Connecticut. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

$58 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on United Airlines and Spirit Airlines, with prices starting from $68 and $76, respectively.

What are the most popular routes from Chicago to Connecticut?

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

What are the most reliable airlines from Chicago to Connecticut?

No one likes to see their flight delayed. When booking a flight from Chicago to Connecticut consider choosing SkyWest Airlines (100%), Republic Airways (100%) or American Airlines (80%) as they are the most reliable in getting you off to your destination on time.

What are the cheapest flights from Chicago to Connecticut?

While on average a flight from Chicago to Connecticut is generally $303, our data shows the cheapest flight currently is $137. When looking at the most popular route, (Chicago O'Hare Intl - Hartford Bradley Intl), you can expect to pay $142 for that flight.

What does ORD to BDL mean?

Great question - ORD to BDL just means Chicago O'Hare Intl Airport to Hartford Bradley Intl Airport. Now you’ll know what these unique codes when you look for flights! Ready for more IATA code knowledge? These are related airports for your current travel destination: 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 5 airlines flying from Chicago to Connecticut

Discover the top 5 airlines that operate flights from Chicago to Connecticut. 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 3,314,962 searches. Data last updated February 29, 2024.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$119Average$281FlexibilityNo cancel feeOn-timeN/A
Search Avelo Airlines flights
FrontierCheapest$160Average$215FlexibilityNo cancel feeOn-time62%
Search Frontier flights
DeltaCheapest$182Average$347FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapest$198Average$398FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$207Average$399FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

Search flights from Chicago to Connecticut by cabin class

Find flights from Chicago to Connecticut, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Hourly flight availability from Chicago to Connecticut

Find hourly flight availability from Chicago to Connecticut. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 29, 2024.
1%of flight departuresEarly morningMidnight to 6 am
57%of flight departuresMorning6 am to noon
33%of flight departuresAfternoonNoon to 6 pm
9%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Book a flight to one of these trending destinations

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