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Cheap flights from Chicago Midway Airport to Connecticut from $49

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Connecticut departing on 2/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Connecticut

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago Midway Airport to Connecticut that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago Midway Airport to Connecticut.

Cheap last minute flights

Planning a quick getaway from Chicago Midway Airport to Connecticut? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Connecticut, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago Midway Airport to Connecticut

Find recent round-trip train or bus tickets from Chicago Midway Airport to Connecticut.

All round-trip flight deals to Connecticut

The cheapest plane tickets to Connecticut found on KAYAK recently.
7:25 am - 5:00 pmMDW-LGA
8h 35m1 stop
10:59 am - 4:16 pmLGA-MDW
6h 17m1 stop
$104Frontier
Find Deal
Thu, Jan 23 - Tue, Jan 28
12:43 pm - 6:30 amMDW-JFK
16h 47m1 stop
11:00 am - 3:43 pmJFK-MDW
5h 43m1 stop
$108Frontier
Find Deal
Thu, Jan 30 - Mon, Feb 3
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
$148Southwest
Find Deal
Tue, Jan 7 - Mon, Jan 13
7:55 pm - 11:00 pmMDW-LGA
2h 05mnonstop
6:55 pm - 8:25 pmLGA-MDW
2h 30mnonstop
$163Southwest
Find Deal
Mon, Dec 16 - Tue, Dec 31
6:00 am - 12:10 pmMDW-EWR
5h 10m1 stop
9:37 am - 1:08 pmEWR-MDW
4h 31m1 stop
$166Delta
Find Deal
Tue, Jan 7 - Mon, Jan 13
9:34 am - 5:00 pmMDW-EWR
6h 26m1 stop
9:37 am - 1:08 pmEWR-MDW
4h 31m1 stop
$167Delta
Find Deal
Sat, Jan 11 - Mon, Jan 13
12:51 pm - 2:00 pmMDW-EWR
24h 09m1 stop
10:00 pm - 11:29 pmEWR-MDW
26h 29m1 stop
Fri, Jan 17 - Fri, Jan 31
12:57 pm - 10:55 amMDW-EWR
20h 58m1 stop
10:14 am - 11:41 amEWR-MDW
26h 27m2 stops
Tue, Dec 10 - Thu, Dec 12
5:35 pm - 8:15 amMDW-EWR
13h 40m1 stop
6:50 am - 4:40 pmEWR-MDW
10h 50m1 stop
$503Porter Airlines
Find Deal
Mon, Dec 16 - Wed, Dec 18
12:05 pm - 7:50 pmMDW-EWR
6h 45m1 stop
12:15 pm - 4:40 pmEWR-MDW
5h 25m1 stop
$505Porter Airlines
Find Deal
Wed, Dec 11 - Fri, Dec 13
8:12 am - 3:00 pmMDW-LGA
5h 48m1 stop
$49Frontier
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Wed, Feb 12
8:12 am - 3:00 pmMDW-LGA
5h 48m1 stop
$51Frontier
Find Deal
Wed, Feb 12
6:00 am - 9:05 amMDW-LGA
2h 05mnonstop
$74Southwest
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Mon, Dec 16
6:28 pm - 11:09 pmMDW-EWR
3h 41m1 stop
$83Delta
Find Deal
Tue, Jan 21
4:58 pm - 12:28 amMDW-EWR
6h 30m1 stop
$88Delta
Find Deal
Sat, Dec 7
7:55 pm - 11:00 pmMDW-LGA
2h 05mnonstop
$89Southwest
Find Deal
Tue, Dec 24
6:22 pm - 9:19 amMDW-EWR
13h 57m1 stop
Mon, Dec 16
6:25 pm - 9:17 amMDW-PVD
13h 52m1 stop
$136Allegiant Air
Find Deal
Tue, Mar 4
6:26 pm - 10:17 amMDW-PVD
14h 51m1 stop
$140Allegiant Air
Find Deal
Thu, Mar 6
2:20 pm - 9:00 amMDW-EWR
17h 40m1 stop
Tue, Dec 31
6:30 am - 5:00 pmMDW-LGA
9h 30m1 stop
10:59 am - 4:16 pmLGA-MDW
6h 17m1 stop
$214Frontier
Find Deal
Sun, Nov 24 - Tue, Feb 11
6:05 am - 1:22 pmMDW-BDL
6h 17m1 stop
2:12 pm - 11:15 pmBDL-MDW
10h 03m1 stop
$225Frontier
Find Deal
Tue, Nov 26 - Thu, Nov 28
6:05 am - 1:57 pmMDW-BDL
6h 52m1 stop
2:12 pm - 11:15 pmBDL-MDW
10h 03m1 stop
$247Frontier
Find Deal
Sun, Nov 24 - Thu, Nov 28
6:00 pm - 9:05 pmMDW-LGA
2h 05mnonstop
6:00 am - 7:30 amLGA-MDW
2h 30mnonstop
$260Southwest
Find Deal
Tue, Nov 26 - Thu, Nov 28
6:00 am - 9:05 amMDW-LGA
2h 05mnonstop
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
$293Southwest
Find Deal
Sun, Nov 24 - Tue, Feb 11
9:31 am - 4:27 pmMDW-EWR
5h 56m1 stop
6:00 am - 8:50 amEWR-MDW
3h 50m1 stop
$386Delta
Find Deal
Mon, Nov 25 - Wed, Dec 25
12:43 pm - 9:13 pmMDW-JFK
7h 30m1 stop
7:00 am - 1:35 pmJFK-MDW
7h 35m1 stop
$426Delta
Find Deal
Mon, Nov 25 - Wed, Nov 27
9:09 pm - 7:30 amMDW-LGA
33h 21m3 stops
5:45 am - 8:41 amLGA-MDW
27h 56m2 stops
Fri, Nov 22 - Mon, Nov 25
9:09 pm - 7:30 amMDW-LGA
33h 21m3 stops
5:45 am - 8:41 amLGA-MDW
27h 56m2 stops
Fri, Nov 22 - Mon, Nov 25
9:09 pm - 10:05 amMDW-EWR
11h 56m1 stop
11:55 am - 7:25 pmEWR-MDW
8h 30m1 stop
$727Allegiant Air
Find Deal
Fri, Nov 22 - Sun, Dec 1
7:55 pm - 11:00 pmMDW-LGA
2h 05mnonstop
9:55 pm - 11:20 pmLGA-MDW
2h 25mnonstop
$148Southwest
Find Deal
Mon, Dec 9 - Tue, Dec 10
2:20 pm - 5:20 pmMDW-LGA
2h 00mnonstop
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
$163Southwest
Find Deal
Tue, Mar 4 - Wed, Mar 5
5:00 pm - 8:05 pmMDW-LGA
2h 05mnonstop
9:35 pm - 11:05 pmLGA-MDW
2h 30mnonstop
$168Southwest
Find Deal
Sat, Jan 25 - Wed, Jan 29
6:00 am - 9:05 amMDW-LGA
2h 05mnonstop
9:35 pm - 11:05 pmLGA-MDW
2h 30mnonstop
$169Southwest
Find Deal
Sun, Jan 5 - Tue, Jan 7
8:00 pm - 11:00 pmMDW-LGA
2h 00mnonstop
6:15 am - 7:40 amLGA-MDW
2h 25mnonstop
$190Southwest
Find Deal
Tue, Mar 11 - Wed, Mar 12
7:55 pm - 11:00 pmMDW-LGA
2h 05mnonstop
9:50 pm - 11:15 pmLGA-MDW
2h 25mnonstop
$192Southwest
Find Deal
Mon, Dec 9 - Fri, Dec 13
6:00 am - 9:05 amMDW-LGA
2h 05mnonstop
9:50 pm - 11:15 pmLGA-MDW
2h 25mnonstop
$193Southwest
Find Deal
Thu, Dec 12 - Fri, Dec 13
7:55 pm - 11:00 pmMDW-LGA
2h 05mnonstop
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
$195Southwest
Find Deal
Wed, Dec 4 - Sat, Dec 7
5:50 pm - 9:00 pmMDW-LGA
2h 10mnonstop
9:55 pm - 11:20 pmLGA-MDW
2h 25mnonstop
$198Southwest
Find Deal
Sun, Dec 8 - Tue, Dec 10
1:00 pm - 4:00 pmMDW-LGA
2h 00mnonstop
9:50 pm - 11:15 pmLGA-MDW
2h 25mnonstop
$207Southwest
Find Deal
Sat, Dec 7 - Fri, Dec 13

Frontier flights from Chicago Midway Airport to Connecticut

Our best Frontier deals on Chicago Midway Airport to Connecticut flight tickets
Frontier
Jan 23
MDW7:25 amChicago Midway
8h 35m
1 stop
LGA5:00 pmNew York LaGuardia
Jan 28
LGA10:59 amNew York LaGuardia
6h 17m
1 stop
MDW4:16 pmChicago Midway
Frontier
Jan 30
MDW12:43 pmChicago Midway
16h 47m
1 stop
JFK6:30 amNew York John F Kennedy Intl
Feb 3
JFK11:00 amNew York John F Kennedy Intl
5h 43m
1 stop
MDW3:43 pmChicago Midway
Frontier
Jan 20
MDW7:15 amChicago Midway
25h 50m
1 stop
JFK10:05 amNew York John F Kennedy Intl
Jan 22
JFK11:00 amNew York John F Kennedy Intl
9h 06m
1 stop
MDW7:06 pmChicago Midway

Delta flights from Chicago Midway Airport to Connecticut

Our best Delta deals on Chicago Midway Airport to Connecticut flight tickets
Delta
Jan 7
MDW6:00 amChicago Midway
5h 10m
1 stop
EWR12:10 pmNewark
Jan 13
EWR9:37 amNewark
4h 31m
1 stop
MDW1:08 pmChicago Midway
Delta
Jan 11
MDW9:34 amChicago Midway
6h 26m
1 stop
EWR5:00 pmNewark
Jan 13
EWR9:37 amNewark
4h 31m
1 stop
MDW1:08 pmChicago Midway
Delta
Dec 10
MDW2:15 pmChicago Midway
8h 28m
1 stop
EWR11:43 pmNewark
Dec 12
EWR6:00 amNewark
3h 58m
1 stop
MDW8:58 amChicago Midway

See travel insights to Connecticut from

How to get the cheapest flight ticket from Chicago Midway Airport to Connecticut

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest Chicago Midway to Connecticut flight route?

Fly from Chicago Midway to Tweed-New Haven for the best Chicago Midway - Connecticut flight prices

What cabin class options are available on Chicago Midway to Connecticut flights?

There are 1 cabin classes available to choose from on Chicago Midway to Connecticut flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago Midway Airport to Connecticut flights?

You could potentially save up to 33% on your flight if you consider stops on a Chicago Midway Airport to Connecticut flight.

Cheap Chicago Midway Airport to Connecticut flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Connecticut

Best Price Found

$49

Fastest flight time

1h 55m

Direct flights

Every day

Airports in Connecticut

4 airports
The best one-way flight to Connecticut from Chicago Midway Airport in the past 72 hours is $49. The best round-trip flight deal from Chicago Midway Airport to Connecticut found on momondo in the last 72 hours is $104.
The fastest flight from Chicago Midway Airport to Connecticut takes 1h 55m
Direct flights go from Chicago Midway Airport to Connecticut every day.
There are 4 airports near Connecticut: Newark (EWR), New York LaGuardia (LGA), Hartford Bradley Intl (BDL), New York John F Kennedy Intl (JFK)

  • When did momondo last update prices for flights from Chicago Midway Airport to Connecticut?

    Prices for flights from Chicago Midway Airport to Connecticut refresh daily.

  • How many operators does momondo search for flights from Chicago Midway Airport to Connecticut?

  • How old do you have to be to fly from Chicago Midway Airport to Connecticut?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Connecticut.

  • What documentation or ID do you need to fly to Connecticut?

    The required travel and health documents for your Connecticut trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Connecticut. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Chicago Midway Airport to Connecticut?


Best airlines flying from Chicago Midway Airport to Connecticut

Compare and see reviews for airlines that fly from Chicago Midway Airport to Connecticut with momondo
Airline
Rating
Free Cancellation
Price
Avelo AirlinesPriceFrom $84Free CancellationRating
7.5
74 reviews
Search Avelo Airlines flights
SouthwestPriceFrom $191Free CancellationRating
8.1
5,005 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Connecticut?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Connecticut for you.

Can I find flights from Chicago to Connecticut with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Connecticut flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Connecticut?

momondo helps you find the best flight between Chicago and Connecticut by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Connecticut right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Connecticut flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


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