MDW

$62 Find Cheap Flights from Connecticut to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Midway departing on 3/24. 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.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Useful Info
Flight Deals

Cheap Flights from Connecticut to Midway

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Connecticut to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Connecticut to Midway

Tue, Apr 14 - Wed, Apr 22
Frontier Logo
10:29 pm - 7:31 pm
EWR
-
MDW
22h 02m
1 stop
Frontier Logo
7:30 am - 10:38 am
MDW
-
EWR
2h 08mnonstop
$112Frontier
Thu, Apr 30 - Sun, May 3
Frontier Logo
11:30 am - 1:00 pm
EWR
-
MDW
2h 30mnonstop
Frontier Logo
7:30 am - 10:38 am
MDW
-
EWR
2h 08mnonstop
$114Frontier
Thu, Apr 30 - Mon, May 4
Frontier Logo
11:30 am - 1:00 pm
EWR
-
MDW
2h 30mnonstop
Frontier Logo
7:30 am - 10:38 am
MDW
-
EWR
2h 08mnonstop
$115Frontier
Thu, Apr 16 - Sun, Apr 19
Frontier Logo
11:30 am - 1:00 pm
EWR
-
MDW
2h 30mnonstop
Frontier Logo
7:30 am - 10:38 am
MDW
-
EWR
2h 08mnonstop
$116Frontier
Thu, Apr 16 - Mon, Apr 20
Frontier Logo
11:30 am - 1:00 pm
EWR
-
MDW
2h 30mnonstop
Frontier Logo
2:15 pm - 1:16 am
MDW
-
EWR
10h 01m
1 stop
$117Frontier
Thu, Apr 9 - Mon, Apr 13
Southwest Logo
6:05 pm - 10:35 pm
PVD
-
MDW
5h 30m
1 stop
Southwest Logo
6:05 am - 12:25 pm
MDW
-
PVD
5h 20m
1 stop
$311Southwest
Mon, Apr 13 - Thu, Apr 16
Southwest Logo
2:30 pm - 8:05 pm
PVD
-
MDW
6h 35m
2 stops
Southwest Logo
9:00 am - 1:50 pm
MDW
-
PVD
3h 50m
1 stop
$312Southwest
Thu, May 7 - Tue, May 12
Southwest Logo
11:30 am - 6:00 pm
PVD
-
MDW
7h 30m
2 stops
Southwest Logo
2:35 pm - 10:20 pm
MDW
-
PVD
6h 45m
2 stops
$314Southwest
Mon, Apr 27 - Wed, Apr 29
Delta Logo
3:41 pm - 10:28 pm
PVD
-
MDW
7h 47m
1 stop
Delta Logo
6:38 pm - 11:31 pm
MDW
-
PVD
3h 53m
1 stop
$331Delta
Tue, Jun 2 - Wed, Jun 3
Delta Logo
1:02 pm - 6:33 pm
BDL
-
MDW
6h 31m
1 stop
Delta Logo
10:59 am - 4:53 pm
MDW
-
BDL
4h 54m
1 stop
$337Delta
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$61
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Newark Liberty Airport to Chicago Midway Airport

FAQs for booking Connecticut to Chicago Midway Airport flights

  • How does KAYAK find such low prices on flights from Connecticut to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Connecticut to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Connecticut to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Connecticut is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Connecticut to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Connecticut with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Connecticut to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Connecticut up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Midway?

Book flights to Midway if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Midway

Information on your arrival and departure airports

Chicago Midway Airport (MDW)