Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Chicago Midway Airport to Connecticut from $61

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 3/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago Midway Airport to Connecticut

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
2:19 pm - 1:08 am
MDW
-
EWR
9h 49m
1 stop
Frontier Logo
11:30 am - 1:02 pm
EWR
-
MDW
2h 32mnonstop
$102Frontier
Mo, Mrz 2 - Di, Mrz 10
Frontier Logo
7:30 am - 10:30 am
MDW
-
EWR
2h 00mnonstop
Frontier Logo
11:30 am - 1:02 pm
EWR
-
MDW
2h 32mnonstop
$103Frontier
Do, Mrz 19 - Di, Mrz 24
Frontier Logo
7:30 am - 10:38 am
MDW
-
EWR
2h 08mnonstop
Frontier Logo
11:30 am - 1:00 pm
EWR
-
MDW
2h 30mnonstop
$104Frontier
Fr, Apr 17 - Sa, Apr 25
Multiple Airlines Logo
7:30 am - 10:30 am
MDW
-
EWR
2h 00mnonstop
Multiple Airlines Logo
5:15 am - 10:19 pm
EWR
-
MDW
18h 04m
1 stop
$105Multiple Airlines
So, Mrz 8 - Mi, Mrz 11
Frontier Logo
6:00 am - 9:48 pm
MDW
-
EWR
14h 48m
1 stop
Frontier Logo
11:30 am - 1:02 pm
EWR
-
MDW
2h 32mnonstop
$107Frontier
Sa, Mrz 7 - So, Mrz 8
Multiple Airlines Logo
6:15 am - 4:00 pm
MDW
-
EWR
8h 45m
1 stop
Multiple Airlines Logo
11:30 am - 1:02 pm
EWR
-
MDW
2h 32mnonstop
$111Multiple Airlines
Do, Mrz 5 - So, Mrz 8
Southwest Logo
5:55 pm - 9:00 pm
MDW
-
LGA
2h 05mnonstop
Southwest Logo
6:00 am - 7:40 am
LGA
-
MDW
2h 40mnonstop
$121Southwest
Di, Feb 24 - Mi, Feb 25
Southwest Logo
8:30 am - 11:40 am
MDW
-
LGA
2h 10mnonstop
Southwest Logo
6:00 am - 7:40 am
LGA
-
MDW
2h 40mnonstop
$129Southwest
Mi, Feb 25 - Sa, Feb 28
Delta Logo
6:00 am - 11:58 am
MDW
-
PVD
4h 58m
1 stop
Delta Logo
12:53 pm - 5:45 pm
PVD
-
MDW
5h 52m
1 stop
$327Delta
Do, Feb 19 - Mi, Feb 25
Delta Logo
9:34 am - 4:07 pm
MDW
-
PVD
5h 33m
1 stop
Delta Logo
5:20 am - 8:54 am
PVD
-
MDW
4h 34m
1 stop
$329Delta
Mo, Mrz 2 - Di, Mrz 3

Frontier flights from Chicago Midway Airport to Connecticut

Our best Frontier deals on Chicago Midway Airport to Connecticut flight tickets
Frontier
Mar 2
MDW2:19 pmChicago Midway
9h 49m
1 stop
EWR1:08 amNewark
Mar 10
EWR11:30 amNewark
2h 32m
MDW1:02 pmChicago Midway
$102
Frontier
Mar 19
MDW7:30 amChicago Midway
2h 00m
EWR10:30 amNewark
Mar 24
EWR11:30 amNewark
2h 32m
MDW1:02 pmChicago Midway
$103
Frontier
Apr 17
MDW7:30 amChicago Midway
2h 08m
EWR10:38 amNewark
Apr 25
EWR11:30 amNewark
2h 30m
MDW1:00 pmChicago Midway
$104

Delta flights from Chicago Midway Airport to Connecticut

Our best Delta deals on Chicago Midway Airport to Connecticut flight tickets
Delta
Feb 14
MDW9:34 amChicago Midway
5h 28m
1 stop
EWR4:02 pmNewark
Feb 21
EWR6:00 amNewark
6h 03m
1 stop
MDW11:03 amChicago Midway
$187
Delta
Feb 14
MDW9:34 amChicago Midway
5h 28m
1 stop
EWR4:02 pmNewark
Feb 17
EWR7:05 amNewark
5h 54m
1 stop
MDW11:59 amChicago Midway
$197
Delta
Feb 11
MDW10:46 amChicago Midway
5h 43m
1 stop
EWR5:29 pmNewark
Feb 18
EWR9:47 amNewark
3h 59m
1 stop
MDW12:46 pmChicago Midway
$217

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated Jänner 31, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Connecticut that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Mo 3/2

2:19 pm-1:08 am

1 stop9h 49m

Newark

Di 3/10

11:30 am-1:02 pm

Nonstop2h 32m

$102

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Do 3/19

7:30 am-10:30 am

Nonstop2h 00m

Newark

Di 3/24

11:30 am-1:02 pm

Nonstop2h 32m

$103

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Fr 4/17

7:30 am-10:38 am

Nonstop2h 08m

Newark

Sa 4/25

11:30 am-1:00 pm

Nonstop2h 30m

$104

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

So 3/8

7:30 am-10:30 am

Nonstop2h 00m

Newark

Mi 3/11

5:15 am-10:19 pm

1 stop18h 04m

$105

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Sa 3/7

6:00 am-9:48 pm

1 stop14h 48m

Newark

So 3/8

11:30 am-1:02 pm

Nonstop2h 32m

$107

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Do 3/5

6:15 am-4:00 pm

1 stop8h 45m

Newark

So 3/8

11:30 am-1:02 pm

Nonstop2h 32m

$111

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Di 2/24

5:55 pm-9:00 pm

Nonstop2h 05m

New York LaGuardia

Mi 2/25

6:00 am-7:40 am

Nonstop2h 40m

$121

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Mi 2/25

8:30 am-11:40 am

Nonstop2h 10m

New York LaGuardia

Sa 2/28

6:00 am-7:40 am

Nonstop2h 40m

$129

ChicagoProvidence

MDW - PVD

MDWPVD

Chicago Midway

Do 2/19

6:00 am-11:58 am

1 stop4h 58m

Providence-TFGreen

Mi 2/25

12:53 pm-5:45 pm

1 stop5h 52m

$327

ChicagoProvidence

MDW - PVD

MDWPVD

Chicago Midway

Mo 3/2

9:34 am-4:07 pm

1 stop5h 33m

Providence-TFGreen

Di 3/3

5:20 am-8:54 am

1 stop4h 34m

$329

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 Hartford Bradley Intl for the best Chicago Midway - Connecticut flight prices

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

There is only 1 cabin class 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?

No. A direct flight is the cheapest option for a flight between Chicago Midway Airport to Connecticut.

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

Fastest flight time

1h 55m

Direct flights

Every day

Airports in Connecticut

90 airports
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 90 airports in Connecticut. From Chicago Midway Airport there are direct flights to Newark (EWR), New York LaGuardia (LGA), Hartford Bradley Intl (BDL).
Search flight deals

  • 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
SouthwestPriceFrom $197Free CancellationRating
8.0
4,267 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.

An easier way to manage your Connecticut trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Mo 3/2
Mo 3/9
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Connecticut

Popular cities in Connecticut

Popular flights according to clicks in the last 7 days on momondo
Flights to New Yorkfrom $49
Flights to Los Angelesfrom $46
Flights to Miamifrom $49
Flights to Chicagofrom $49
Flights to Orlandofrom $49
Flights to San Franciscofrom $67
Flights to Las Vegasfrom $40
Flights to Washington, D.C.from $46
Flights to Bostonfrom $52
Flights to Atlantafrom $42
Flights to Dallasfrom $51
Flights to Seattlefrom $73