$79+ Cheap flights from Midway (MDW) to Connecticut
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 8/6. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Midway to Connecticut with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Connecticut
Keep the following information in mind while searching for Midway to Connecticut flight deals. Data was last updated June 12, 2025.
Round-trip from | $117 (Southwest) |
|---|---|
One-way from | $79 (Southwest) |
Good round-trip deal | $243 or less |
Good one-way deal | $118 or less |
Find flight deals from Midway to Connecticut
Cheapest flights from Midway to ConnecticutExplore the most affordable flight options available from Midway to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.
Explore the most affordable flight options available from Midway to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This FlightHub deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This FlightHub deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cheapflights Fare Finder
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 2,558,603 searches. Data last updated June 12, 2025.
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
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Tue 7/8
2:20 pm-5:25 pm
Nonstop2h 05m
New York LaGuardia
Tue 7/15
9:35 pm-10:55 pm
Nonstop2h 20m
ChicagoNewark
MDW - EWR
MDWEWR
Chicago Midway
Wed 7/2
9:24 am-3:59 pm
1 stop5h 35m
Newark
Tue 7/8
6:00 am-8:44 am
1 stop3h 44m
ChicagoNew York
MDW - JFK
MDWJFK
Chicago Midway
Wed 8/13
11:39 am-12:42 am
1 stop12h 03m
New York John F Kennedy Intl
Wed 8/20
6:00 am-2:01 pm
1 stop9h 01m
ChicagoNewark
MDW - EWR
MDWEWR
Chicago Midway
Fri 8/1
1:11 pm-9:05 am
1 stop18h 54m
Newark
Sun 8/3
9:55 am-12:21 pm
1 stop27h 26m
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Tue 8/26
8:00 am-11:20 pm
1 stop14h 20m
New York LaGuardia
Wed 8/27
6:30 am-2:01 pm
1 stop8h 31m
ChicagoNewark
MDW - EWR
MDWEWR
Chicago Midway
Wed 7/23
11:39 am-12:44 am
1 stop12h 05m
Newark
Wed 7/30
5:59 am-10:40 am
1 stop5h 41m
ChicagoHartford
MDW - BDL
MDWBDL
Chicago Midway
Thu 8/7
9:45 am-12:50 pm
Nonstop2h 05m
Hartford Bradley Intl
Wed 8/13
2:15 pm-8:25 pm
1 stop7h 10m
ChicagoHartford
MDW - BDL
MDWBDL
Chicago Midway
Tue 7/1
1:09 pm-5:42 pm
1 stop3h 33m
Hartford Bradley Intl
Sat 7/5
5:35 am-8:41 am
1 stop4h 06m
ChicagoProvidence
MDW - PVD
MDWPVD
Chicago Midway
Thu 8/14
6:20 pm-9:35 pm
Nonstop2h 15m
Providence-TFGreen
Mon 8/18
5:15 am-6:45 am
Nonstop2h 30m
ChicagoHartford
MDW - BDL
MDWBDL
Chicago Midway
Thu 6/26
9:12 pm-7:48 pm
1 stop21h 36m
Hartford Bradley Intl
Sun 6/29
12:38 pm-11:18 pm
1 stop11h 40m
Best time to book a flight from Midway to Connecticut
Have a flexible travel schedule? Discover the best time to fly to Connecticut from Midway with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to Connecticut
What is the cheapest month to book a flight from Chicago Midway Airport to Connecticut?
Currently, November is the cheapest month in which you can book a flight from Chicago Midway Airport to Connecticut (average of $287). Flying from Chicago Midway Airport to Connecticut in December is currently the most expensive (average of $351). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from MDW to CT?
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 June 12, 2025.
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.
Rainfall in Connecticut by month
Plan your trip to Connecticut by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Connecticut ranges from 3.1 - 4.1 inches per month. September is typically the wettest month, when rainfall can reach 4.1 in. February is typically the driest time to visit Connecticut when rainfall is around 3.1 in.
Temperature in Connecticut by month
Plan your trip to Connecticut by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Connecticut, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 24.8 F).
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 June 12, 2025.
To help decide which airline to fly from Chicago to Connecticut, see what other customers have to say about Southwest, Delta and Allegiant Air. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
Food
Boarding
Comfort
Entertainment
Crew
Reviews
John,May 2025
PVD - BNA
Overall
Food
Boarding
Comfort
Entertainment
Crew
Reviews
John,May 2025
PVD - BNA
Overall
Food
Boarding
Comfort
Entertainment
Crew
Reviews
John,May 2025
PVD - BNA
Overall
Food
Boarding
Comfort
Entertainment
Crew
Reviews
John,May 2025
PVD - BNA
Overall
Food
Boarding
Comfort
Entertainment
Crew
Reviews
John,May 2025
PVD - BNA
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.
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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.
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 2,558,603 searches. Data last updated June 12, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$84 | Average$168 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$197 | Average$351 | FlexibilityNo cancel fee | On-time63% |