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Cheap flights from Midway (MDW) to Connecticut from $57

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 5/29. 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.
MDW — BDL
May 20 — May 271
From?
To?
Mon 5/20
Mon 5/27
1 adult, Economy
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When is the cheapest time to fly from Chicago Midway Airport to Connecticut (MDW - CT)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Connecticut as you normally would.

Cheap Delta flights from Midway to Connecticut

Explore cheap flight options specifically provided by Delta for the route between Midway 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 2,644,845 searches. Data last updated May 15, 2024.
Check out some of the cheapest Delta flights we've come across from Chicago to Connecticut. It's recommended that users confirm their flight details before booking.
Tue 7/239:33 amMDW - EWR
1 stop5h 56mDelta
Tue 7/301:00 pmEWR - MDW
1 stop5h 04mDelta
Deal found 5/14$188
Wed 5/295:47 pmMDW - EWR
1 stop4h 37mDelta
Wed 6/56:00 amEWR - MDW
1 stop4h 06mDelta
Deal found 5/15$202
Sat 7/1312:35 pmMDW - EWR
1 stop5h 29mDelta
Tue 7/161:00 pmEWR - MDW
1 stop5h 04mDelta
Deal found 5/14$203
Wed 5/295:47 pmMDW - EWR
1 stop4h 37mDelta
Tue 6/119:38 amEWR - MDW
1 stop4h 05mDelta
Deal found 5/14$207
Wed 5/295:47 pmMDW - EWR
1 stop4h 37mDelta
Sun 6/26:00 amEWR - MDW
1 stop4h 06mDelta
Deal found 5/15$221
Thu 7/412:45 pmMDW - EWR
1 stop4h 46mDelta
Tue 7/161:00 pmEWR - MDW
1 stop5h 04mDelta
Deal found 5/14$222
Wed 5/295:47 pmMDW - EWR
1 stop4h 37mDelta
Sun 6/26:00 amEWR - MDW
1 stop4h 06mDelta
Deal found 5/14$226
Tue 8/61:10 pmMDW - EWR
1 stop5h 19mDelta
Wed 8/144:00 pmEWR - MDW
1 stop6h 47mDelta
Deal found 5/14$237
Sat 6/295:45 pmMDW - EWR
1 stop4h 16mDelta
Thu 7/43:15 pmEWR - MDW
1 stop21h 13mDelta
Deal found 5/15$260

Cheap Allegiant Air flights from Midway to Connecticut

Explore cheap flight options specifically provided by Allegiant Air for the route between Midway 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 2,644,845 searches. Data last updated May 15, 2024.
To aid your search, here are some of the cheapest Allegiant Air flights we've found from Chicago to Connecticut. Ensure the flight price, dates, time, and airline match your criteria before you book.
Fri 5/312:22 pmMDW - EWR
1 stop19h 43mAllegiant Air
Mon 6/310:55 amEWR - MDW
1 stop9h 48mAllegiant Air
Deal found 5/14$239
Mon 7/89:07 pmMDW - EWR
1 stop11h 58mAllegiant Air
Sun 7/1410:55 amEWR - MDW
1 stop27h 29mAllegiant Air
Deal found 5/14$251
Fri 6/149:08 pmMDW - EWR
1 stop10h 57mAllegiant Air
Fri 6/2110:55 amEWR - MDW
1 stop10h 23mAllegiant Air
Deal found 5/15$257
Mon 7/89:07 pmMDW - EWR
1 stop11h 58mAllegiant Air
Mon 7/1510:55 amEWR - MDW
1 stop10h 22mAllegiant Air
Deal found 5/14$263
Fri 6/149:08 pmMDW - EWR
1 stop10h 57mAllegiant Air
Fri 6/2110:55 amEWR - MDW
1 stop10h 23mAllegiant Air
Deal found 5/14$264
Fri 6/149:08 pmMDW - EWR
1 stop10h 57mAllegiant Air
Mon 6/1710:55 amEWR - MDW
1 stop10h 23mAllegiant Air
Deal found 5/14$268

Cheap Midway to Connecticut flights in May & June 2024

Find cheap flight options from Midway to Connecticut specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,644,845 searches. Prices were last updated on May 15, 2024.
These are some of the most attractive deals on flights from Chicago to Connecticut in 2024. Check back in a little while for more flight options.
Wed 6/512:57 pmMDW - LGA
1 stop9h 46mFrontier
Wed 6/126:00 amLGA - MDW
1 stop17h 58mFrontier
Deal found 5/14$109
Wed 6/512:57 pmMDW - LGA
1 stop9h 46mFrontier
Wed 6/126:00 amLGA - MDW
1 stop17h 58mFrontier
Deal found 5/14$110
Wed 6/512:57 pmMDW - LGA
1 stop9h 46mFrontier
Tue 6/116:00 amLGA - MDW
2 stops16h 20mFrontier
Deal found 5/14$115
Wed 6/1212:57 pmMDW - LGA
1 stop9h 46mFrontier
Wed 6/196:00 amLGA - MDW
1 stop17h 58mFrontier
Deal found 5/13$121
Wed 6/1212:57 pmMDW - LGA
1 stop9h 46mFrontier
Wed 6/196:00 amLGA - MDW
1 stop17h 58mFrontier
Deal found 5/15$123
Wed 6/512:57 pmMDW - LGA
1 stop9h 46mFrontier
Tue 6/115:59 pmLGA - MDW
1 stop6h 07mFrontier
Deal found 5/14$125
Thu 5/307:49 amMDW - BDL
1 stop10h 17mFrontier
Tue 6/46:45 pmBDL - MDW
1 stop6h 46mFrontier
Deal found 5/14$125
Wed 5/2912:09 pmMDW - LGA
1 stop10h 10mFrontier
Mon 6/310:50 pmLGA - MDW
1 stop15h 59mFrontier
Deal found 5/13$127
Wed 6/512:57 pmMDW - LGA
1 stop9h 46mFrontier
Fri 6/710:50 pmLGA - MDW
1 stop13h 57mFrontier
Deal found 5/15$129

Midway to Connecticut 2024 flight deals

Discover exclusive flight deals for travel between Midway and Connecticut in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,644,845 searches. Data last updated May 15, 2024.
These are some of the most attractive deals on flights from Chicago to Connecticut in 2024. Check back in a little while for more flight options.
Wed 8/2112:15 pmMDW - LGA
1 stop10h 03mFrontier
Sat 8/244:20 pmLGA - MDW
1 stop6h 32mFrontier
Deal found 5/14$98
Wed 9/49:44 pmMDW - LGA
1 stop11h 22mFrontier
Sat 9/710:56 amLGA - MDW
1 stop10h 53mFrontier
Deal found 5/14$108
Wed 6/512:57 pmMDW - LGA
1 stop9h 46mFrontier
Wed 6/126:00 amLGA - MDW
1 stop17h 58mFrontier
Deal found 5/14$109
Wed 6/512:57 pmMDW - LGA
1 stop9h 46mFrontier
Wed 6/126:00 amLGA - MDW
1 stop17h 58mFrontier
Deal found 5/14$110
Wed 8/1412:15 pmMDW - LGA
1 stop10h 03mFrontier
Tue 8/2010:56 amLGA - MDW
1 stop11h 14mFrontier
Deal found 5/14$111
Wed 6/512:57 pmMDW - LGA
1 stop9h 46mFrontier
Tue 6/116:00 amLGA - MDW
2 stops16h 20mFrontier
Deal found 5/14$115
Wed 9/49:44 pmMDW - LGA
1 stop11h 22mFrontier
Tue 9/104:20 pmLGA - MDW
1 stop5h 29mFrontier
Deal found 5/14$116
Fri 9/69:44 pmMDW - LGA
1 stop11h 22mFrontier
Tue 9/104:20 pmLGA - MDW
1 stop5h 29mFrontier
Deal found 5/14$118
Wed 8/1412:15 pmMDW - LGA
1 stop10h 03mFrontier
Wed 8/216:00 amLGA - MDW
1 stop16h 55mFrontier
Deal found 5/14$120

Non-stop flights to Connecticut from Midway

Discover non-stop flight options from Midway 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 2,644,845 searches. Data last updated May 15, 2024.
For a shorter flight, select one of these non-stop flights from Chicago to Connecticut. Users seeking other options on flights from Chicago to Connecticut should update the search form at the top of the page.
Mon 6/107:55 amMDW - LGA
Nonstop2h 10mSouthwest
Thu 6/139:50 pmLGA - MDW
Nonstop2h 25mSouthwest
Deal found 5/15$170
Thu 6/135:55 amMDW - LGA
Nonstop2h 05mSouthwest
Fri 6/149:50 pmLGA - MDW
Nonstop2h 25mSouthwest
Deal found 5/14$227
Tue 5/288:20 pmMDW - LGA
Nonstop2h 05mSouthwest
Thu 5/309:00 amLGA - MDW
Nonstop2h 35mSouthwest
Deal found 5/14$257
Thu 6/65:55 amMDW - LGA
Nonstop2h 05mSouthwest
Fri 6/79:10 amLGA - MDW
Nonstop2h 25mSouthwest
Deal found 5/14$293
Wed 6/55:55 amMDW - LGA
Nonstop2h 05mSouthwest
Thu 6/66:35 amLGA - MDW
Nonstop2h 20mSouthwest
Deal found 5/14$314
Fri 5/317:30 pmMDW - BDL
Nonstop2h 05mSouthwest
Mon 6/37:25 pmBDL - MDW
Nonstop2h 20mSouthwest
Deal found 5/15$336
Sat 6/87:00 pmMDW - BDL
Nonstop2h 00mSouthwest
Tue 6/117:05 pmBDL - MDW
Nonstop2h 30mSouthwest
Deal found 5/14$339

Midway to Connecticut flights leaving soon

Find last-minute flight options from Midway 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 2,644,845 searches. Data last updated May 15, 2024.
Check out these flights departing soon from Chicago to Connecticut. It's wise to confirm all flight details are correct before booking.
Wed 5/227:53 amMDW - LGA
1 stop8h 08mFrontier
Sat 5/2510:50 pmLGA - MDW
1 stop13h 19mFrontier
Deal found 5/14$139
Wed 5/227:53 amMDW - LGA
1 stop8h 08mFrontier
Wed 5/296:00 amLGA - MDW
1 stop16h 53mFrontier
Deal found 5/14$147
Wed 5/227:53 amMDW - LGA
1 stop8h 08mFrontier
Wed 6/126:00 amLGA - MDW
1 stop17h 58mFrontier
Deal found 5/14$149
Wed 5/227:53 amMDW - LGA
1 stop8h 08mFrontier
Thu 5/3010:57 amLGA - MDW
1 stop7h 20mFrontier
Deal found 5/14$161
Wed 5/227:53 amMDW - LGA
1 stop8h 08mFrontier
Tue 5/2810:50 pmLGA - MDW
1 stop13h 19mFrontier
Deal found 5/15$164
Wed 5/227:53 amMDW - LGA
1 stop8h 08mFrontier
Thu 5/3010:57 amLGA - MDW
1 stop10h 20mFrontier
Deal found 5/14$165
Tue 5/217:05 amMDW - LGA
1 stop12h 54mFrontier
Wed 5/296:00 amLGA - MDW
1 stop16h 53mFrontier
Deal found 5/14$167
Wed 5/227:53 amMDW - LGA
1 stop8h 08mFrontier
Tue 6/115:59 pmLGA - MDW
1 stop6h 07mFrontier
Deal found 5/14$169
Fri 5/241:15 pmMDW - BDL
1 stop28h 39mFrontier
Tue 5/287:56 pmBDL - MDW
1 stop26h 57mFrontier
Deal found 5/15$171

One-way flights to Connecticut from Midway

Search for one-way flight options from Midway 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 2,644,845 searches. Data last updated May 15, 2024.
Users traveling one-way from Chicago to Connecticut can select one of these great deals. Those needing a return flight from Chicago to Connecticut can use the search form above.
Wed 5/2912:09 pmMDW - LGA
1 stop10h 10mFrontier
Deal found 5/14$57
Wed 9/1112:15 pmMDW - LGA
1 stop10h 03mFrontier
Deal found 5/14$59
Wed 8/2112:15 pmMDW - LGA
1 stop10h 03mFrontier
Deal found 5/14$60
Wed 8/2112:15 pmMDW - LGA
1 stop10h 03mFrontier
Deal found 5/14$61
Wed 8/1412:15 pmMDW - LGA
1 stop10h 03mFrontier
Deal found 5/14$64
Fri 9/69:44 pmMDW - LGA
1 stop11h 22mFrontier
Deal found 5/14$74
Mon 8/1212:15 pmMDW - LGA
1 stop10h 03mFrontier
Deal found 5/14$79
Thu 6/136:56 amMDW - LGA
1 stop9h 12mFrontier
Deal found 5/14$81
Thu 5/3010:22 pmMDW - LGA
1 stop22h 38mFrontier
Deal found 5/14$82

Find flights from Midway to Connecticut within your budget

Customize your flight search to find flights from Midway 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 2,644,845 searches. Data last updated May 15, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$98 - $266

Route

Depart

Return

Price

Chicago MidwayNew York LaGuardia

MDW - LGA

MDWLGA

Chicago Midway

Wed 8/21

1 stop10h 03m

New York LaGuardia

Sat 8/24

1 stop6h 32m

$98

Chicago MidwayNew York LaGuardia

MDW - LGA

MDWLGA

Chicago Midway

Wed 9/4

1 stop11h 22m

New York LaGuardia

Sat 9/7

1 stop10h 53m

$108

Chicago MidwayNew York LaGuardia

MDW - LGA

MDWLGA

Chicago Midway

Wed 6/5

1 stop9h 46m

New York LaGuardia

Wed 6/12

1 stop17h 58m

$109

Chicago MidwayNew York LaGuardia

MDW - LGA

MDWLGA

Chicago Midway

Wed 6/5

1 stop9h 46m

New York LaGuardia

Wed 6/12

1 stop17h 58m

$110

Chicago MidwayNew York LaGuardia

MDW - LGA

MDWLGA

Chicago Midway

Wed 8/14

1 stop10h 03m

New York LaGuardia

Tue 8/20

1 stop11h 14m

$111

Chicago MidwayNew York LaGuardia

MDW - LGA

MDWLGA

Chicago Midway

Mon 6/10

Nonstop2h 10m

New York LaGuardia

Thu 6/13

Nonstop2h 25m

$170

Chicago MidwayNewark

MDW - EWR

MDWEWR

Chicago Midway

Tue 7/23

1 stop5h 56m

Newark

Tue 7/30

1 stop5h 04m

$188

Chicago MidwayNewark

MDW - EWR

MDWEWR

Chicago Midway

Fri 5/31

1 stop19h 43m

Newark

Mon 6/3

1 stop9h 48m

$239

Chicago MidwayNewark

MDW - EWR

MDWEWR

Chicago Midway

Mon 6/3

3 stops24h 41m

Newark

Fri 6/7

1 stop9h 49m

$266

Flights are sorted by cheapest first

Deals found on 5/14

No data available for this route at this time. Please check back soon.

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 May 15, 2024.
To help decide which airline to fly from Chicago to Connecticut, see what other customers have to say about Delta, Allegiant Air and Porter Airlines. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.2
Very good
6,040 reviews
Check prices

Boarding

8.3

Entertainment

7.8

Food

7.3

Comfort

8.1

Overall

8.2

Crew

8.7

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Southwest
8.2
Very good
6,040 reviews
Southwest
8.2
Very good
6,040 reviews
Check prices

Boarding

8.3

Entertainment

7.8

Food

7.3

Comfort

8.1

Overall

8.2

Crew

8.7

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Delta
8.0
Very good
10,691 reviews
Southwest
8.2
Very good
6,040 reviews
Check prices

Boarding

8.3

Entertainment

7.8

Food

7.3

Comfort

8.1

Overall

8.2

Crew

8.7

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Allegiant Air
7.5
Good
1,020 reviews
Southwest
8.2
Very good
6,040 reviews
Check prices

Boarding

8.3

Entertainment

7.8

Food

7.3

Comfort

8.1

Overall

8.2

Crew

8.7

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Porter Airlines
7.4
Good
416 reviews
Southwest
8.2
Very good
6,040 reviews
Check prices

Boarding

8.3

Entertainment

7.8

Food

7.3

Comfort

8.1

Overall

8.2

Crew

8.7

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Volaris
6.7
Okay
1,499 reviews
Southwest
8.2
Very good
6,040 reviews
Check prices

Boarding

8.3

Entertainment

7.8

Food

7.3

Comfort

8.1

Overall

8.2

Crew

8.7

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Related info for your journey

Find useful and relevant information for your journey from Midway 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 Midway Airport to Connecticut for under $100 on Cheapflights?

    Yes, there are multiple flights from Chicago Midway Airport to Connecticut for under $100. The cheapest flight booked recently is on Frontier for just $98, but on average you can expect to pay $121.

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

    Cheapflights has at least 7 direct flights from Chicago Midway Airport to Connecticut under $200. A good price for a nonstop flight from Chicago Midway Airport to Connecticut is less than $276.

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

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

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

    One-way options have recently been found by users for as low as $57 on Frontier. Other airlines that offer cheap prices include Delta from $94 and Allegiant Air from $98 one-way.

  • What are the most popular routes from Chicago Midway Airport to Connecticut?

    While some choose either Chicago Midway - New York John F Kennedy Intl or Chicago Midway - New York LaGuardia, Chicago Midway - Newark is the most popular route from Chicago Midway Airport to Connecticut.

  • What does MDW to BDL mean?

    MDW and BDL 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. MDW to BDL refers to a flight route from Chicago Midway Airport to Hartford Bradley 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: Tweed-New Haven Airport (HVN).

  • Can I find deals for flights from Midway to Connecticut that include extra baggage allowance?

    The amount of baggage you can bring on your Midway to Connecticut flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Midway to Connecticut with specific airlines?

    Yes, Cheapflights allows you to browse and filter Midway to Connecticut flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Midway to Connecticut that include hotel bookings?

    Yes. In addition to deals on Midway to Connecticut flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Connecticut?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Connecticut.

  • Can I find deals for business class flights from Midway to Connecticut?

    Yes. Cheapflights offers flight deals from Midway to Connecticut by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Midway to Connecticut that allow pets onboard?

    Many airlines flying from Midway to Connecticut offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Midway to Connecticut?

    Yes, you can often find last-minute deals on Midway to Connecticut flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago Midway Airport to Connecticut flight deals updated?

    The Chicago Midway Airport to Connecticut flight deals you see on this page were last updated on 5/14.

See more FAQs

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Alternative routes for Midway to Connecticut
See prices for flight routes from nearby airports that may be better suited for you.

O'Hare Intl to LaGuardia flights
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Midway to Newark flights
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Midway to Seattle flights
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Midway to John F Kennedy Intl flights
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O'Hare Intl to Baltimore flights
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Midway to Dulles Intl flights
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O'Hare Intl to Dulles Intl flights
Midway to Fort Lauderdale flights
Midway to Ontario flights
O'Hare Intl to Knoxville flights
O'Hare Intl to Minneapolis flights

Top 2 airlines flying from Midway to Connecticut

Discover the top 2 airlines that operate flights from Midway 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 2,644,845 searches. Data last updated May 15, 2024.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$130Average$293FlexibilityNo cancel feeOn-timeN/A
Search Avelo Airlines flights
DeltaCheapest$278Average$496FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
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Dallas to Philadelphia flights
Chicago to Guadalajara flights
Minneapolis to Nashville flights
Chicago to Puerto Rico flights
Dallas to Miami flights
Los Angeles to New York flights
Los Angeles to Sydney flights
Chicago Midway Airport to District of Columbia flights

Search flights from Midway to Connecticut by cabin class

Find flights from Midway to Connecticut, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Hourly flight availability from Midway to Connecticut

Find hourly flight availability from Midway 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 May 15, 2024.
1%of flight departuresEarly morningMidnight to 6 am
18%of flight departuresMorning6 am to noon
27%of flight departuresAfternoonNoon to 6 pm
54%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

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