$162+ Cheap flights from Madison (MSN) to Connecticut
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — BDL
Oct 26 — Nov 21
Round-trip
1 adult, Economy
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Find cheap flights from Madison to Connecticut with Cheapflights
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Cheapest flights from Madison to ConnecticutExplore the most affordable flight options available from Madison to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 26, 2026.
Explore the most affordable flight options available from Madison to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 26, 2026.
This Delta deal was found by Cheapflights users on 9/23. 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.
Tue 11/1011:35 am -
1 stop5h 22m
Sun 11/155:30 am -
1 stop4h 48m
Deal found 9/23![Delta logo]()
$339
This United Airlines deal was found by Cheapflights users on 9/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/108:15 am -
2 stops10h 02m
Mon 12/146:02 am -
1 stop4h 59m
Deal found 9/23![United Airlines logo]()
$344
This United Airlines deal was found by Cheapflights users on 9/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/144:10 pm -
2 stops6h 49m
Sat 10/1710:33 am -
2 stops7h 41m
Deal found 9/23![United Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 9/22. 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.
Wed 10/146:00 pm -
1 stop4h 32m
Mon 10/265:20 pm -
1 stop6h 43m
Deal found 9/22![Delta logo]()
$359
This American Airlines deal was found by Cheapflights users on 9/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/96:17 pm -
1 stop4h 42m
Tue 10/137:06 am -
1 stop6h 26m
Deal found 9/24![American Airlines logo]()
$369
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:00 pm -
2 stops22h 08m
Mon 11/163:15 pm -
1 stop19h 35m
Deal found 9/23![Multiple Airlines logo]()
$376
This United Airlines deal was found by Cheapflights users on 9/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/102:49 pm -
2 stops8h 10m
Wed 10/146:00 am -
2 stops6h 53m
Deal found 9/25![United Airlines logo]()
$379
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1110:38 am -
1 stop25h 16m
Mon 11/163:13 pm -
2 stops19h 37m
Deal found 9/23![Breeze Airways logo]()
$382
This American Airlines deal was found by Cheapflights users on 9/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/85:31 pm -
1 stop5h 05m
Mon 10/125:37 am -
1 stop7h 17m
Deal found 9/26![American Airlines logo]()
$399
This United Airlines deal was found by Cheapflights users on 9/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:25 am -
2 stops6h 39m
Tue 11/176:00 am -
2 stops6h 49m
Deal found 9/23![United Airlines logo]()
$408
Best flights from Madison to ConnecticutDiscover carefully curated flight deals from Madison to Connecticut that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 26, 2026.
Discover carefully curated flight deals from Madison to Connecticut that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 26, 2026.
This Delta deal was found by Cheapflights users on 9/23. 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.
Sun 11/85:51 am -
1 stop6h 02m
Mon 11/165:15 pm -
1 stop6h 35m
Deal found 9/23![Delta logo]()
$339
This United Airlines deal was found by Cheapflights users on 9/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/242:49 pm -
2 stops8h 10m
Thu 10/296:00 am -
1 stop5h 01m
Deal found 9/25![United Airlines logo]()
$344
This United Airlines deal was found by Cheapflights users on 9/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:25 am -
2 stops6h 39m
Tue 11/176:00 am -
2 stops6h 49m
Deal found 9/23![United Airlines logo]()
$408
This United Airlines deal was found by Cheapflights users on 9/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:25 am -
1 stop6h 53m
Mon 11/95:02 pm -
1 stop5h 03m
Deal found 9/26![United Airlines logo]()
$439
This Delta deal was found by Cheapflights users on 9/24. 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.
Thu 10/85:51 am -
1 stop6h 02m
Thu 10/156:00 am -
1 stop5h 19m
Deal found 9/24![Delta logo]()
$498
This United Airlines deal was found by Cheapflights users on 9/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:49 am -
1 stop6h 40m
Thu 10/156:00 am -
2 stops8h 37m
Deal found 9/24![United Airlines logo]()
$459
This United Airlines deal was found by Cheapflights users on 9/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/144:10 pm -
2 stops6h 49m
Mon 10/265:02 pm -
1 stop5h 03m
Deal found 9/22![United Airlines logo]()
$503
Last-minute flights from Madison to ConnecticutDiscover last-minute flight deals from Madison to Connecticut. Data last updated September 26, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Connecticut. Data last updated September 26, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/24:23 pm -
1 stop6h 33m
Sat 10/38:10 am -
1 stop7h 17m
Deal found 9/22![American Airlines logo]()
$429
This American Airlines deal was found by Cheapflights users on 9/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/85:31 pm -
1 stop5h 05m
Mon 10/125:37 am -
1 stop7h 17m
Deal found 9/26![American Airlines logo]()
$399
This American Airlines deal was found by Cheapflights users on 9/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/96:17 pm -
1 stop4h 42m
Tue 10/137:06 am -
1 stop6h 26m
Deal found 9/24![American Airlines logo]()
$369
This United Airlines deal was found by Cheapflights users on 9/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/92:49 pm -
1 stop5h 48m
Sun 10/119:44 am -
1 stop4h 53m
Deal found 9/25![United Airlines logo]()
$414
This United Airlines deal was found by Cheapflights users on 9/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/102:49 pm -
2 stops8h 10m
Wed 10/146:00 am -
2 stops6h 53m
Deal found 9/25![United Airlines logo]()
$379
This United Airlines deal was found by Cheapflights users on 9/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:17 am -
1 stop5h 12m
Sat 10/1712:38 pm -
1 stop5h 36m
Deal found 9/23![United Airlines logo]()
$339
This Delta deal was found by Cheapflights users on 9/22. 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.
Wed 10/146:00 pm -
1 stop4h 32m
Mon 10/265:20 pm -
1 stop6h 43m
Deal found 9/22![Delta logo]()
$359
This Delta deal was found by Cheapflights users on 9/23. 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.
Wed 10/145:51 am -
1 stop6h 02m
Sun 10/185:23 am -
1 stop4h 24m
Deal found 9/23![Delta logo]()
$409
This United Airlines deal was found by Cheapflights users on 9/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/242:49 pm -
2 stops8h 10m
Thu 10/296:00 am -
2 stops6h 54m
Deal found 9/25![United Airlines logo]()
$417
One-way flights from Madison to ConnecticutSearch for one-way flight options from Madison to Connecticut. Find affordable one-way fares based on user searches. Data last updated September 26, 2026.
Search for one-way flight options from Madison to Connecticut. Find affordable one-way fares based on user searches. Data last updated September 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1510:30 am -
1 stop25h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Breeze Airways logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 9/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/136:10 pm -
2 stops48h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Multiple Airlines logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 9/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1510:30 am -
3 stops35h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Multiple Airlines logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 9/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/166:04 pm -
2 stops27h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Breeze Airways logo]()
$266
This United Airlines deal was found by Cheapflights users on 9/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/159:12 am -
1 stop7h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![United Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 9/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1610:38 am -
3 stops34h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Multiple Airlines logo]()
$290
This American Airlines deal was found by Cheapflights users on 9/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/125:31 pm -
1 stop5h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![American Airlines logo]()
$319
Find flight deals from Madison to Connecticut
Keep the following information in mind while searching for Madison to Connecticut flight deals. Data was last updated September 26, 2026.
Round-trip from | $339 (United Airlines) |
|---|---|
One-way from | $162 (Kiwi.com) |
Popular in | December |
Cheapest in | March |
Average price | $428 |
Cheapflights Fare Finder
Customize your flight search to find flights from Madison 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 7,457,451 searches. Data last updated September 26, 2026.
Use the filters below to find and compare flights from Madison to Connecticut that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MadisonHartford
MSN Madison Truax Field - BDL Hartford Bradley Intl
MSNBDL
Madison Truax Field
Sun 12/13
6:10 pm-10:49 pm
3 stops27h 39m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$214
MadisonHartford
MSN Madison Truax Field - BDL Hartford Bradley Intl
MSNBDL
Madison Truax Field
Tue 12/15
10:30 am-11:08 pm
3 stops35h 38m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$215
MadisonHartford
MSN Madison Truax Field - BDL Hartford Bradley Intl
MSNBDL
Madison Truax Field
Wed 12/16
6:04 pm-10:07 pm
2 stops27h 03m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$266
MadisonHartford
MSN Madison Truax Field - BDL Hartford Bradley Intl
MSNBDL
Madison Truax Field
Tue 12/15
12:17 pm-7:16 pm
1 stop5h 59m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$279
MadisonHartford
MSN Madison Truax Field - BDL Hartford Bradley Intl
MSNBDL
Madison Truax Field
Wed 12/16
5:30 am-12:23 pm
1 stop5h 53m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$279
MadisonHartford
MSN Madison Truax Field - BDL Hartford Bradley Intl
MSNBDL
Madison Truax Field
Tue 12/15
9:12 am-5:33 pm
1 stop7h 21m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$279
MadisonHartford
MSN Madison Truax Field - BDL Hartford Bradley Intl
MSNBDL
Madison Truax Field
Wed 12/16
5:00 am-11:25 am
1 stop5h 25m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$279
MadisonHartford
MSN Madison Truax Field - BDL Hartford Bradley Intl
MSNBDL
Madison Truax Field
Wed 12/16
8:15 am-11:44 pm
3 stops14h 29m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$329
MadisonHartford
MSN Madison Truax Field - BDL Hartford Bradley Intl
MSNBDL
Madison Truax Field
Sun 11/8
5:51 am-12:53 pm
1 stop6h 02m
Hartford Bradley Intl
Mon 11/16
5:15 pm-10:50 pm
1 stop6h 35m
$339
MadisonHartford
MSN Madison Truax Field - BDL Hartford Bradley Intl
MSNBDL
Madison Truax Field
Sat 12/19
7:00 am-2:08 pm
1 stop6h 08m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$343
Showing 1-10 of 18 resultsSorted by cheapest first
Best time to book a flight from Madison to Connecticut
Have a flexible travel schedule? Discover the best time to fly to Connecticut from Madison with our price prediction graph.
MSN-BDL
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Madison to Connecticut
MSN-USCT
MSN-BDL
What is the cheapest month to book a flight from Madison to Connecticut?
Currently, March is the cheapest month in which you can book a flight from Madison to Connecticut (average of $358). Flying from Madison to Connecticut in December is currently the most expensive (average of $550). 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.
How much does it cost to fly round-trip from Madison to Connecticut?
Airfare is typical for this route at the moment.
Madison to Connecticut flights typically cost between $318 and $426 in November.The cheapest round-trip price found within the last 5 days was $339 on Delta (Nov 10-Nov 18).
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 September 26, 2026.
Read through reviews of airlines operating flights from Madison to Connecticut, such as Delta,United Airlines, andAmerican Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.2
Crew
8.5
Boarding
8.1
Overall
7.8
Entertainment
7.8
Comfort
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Food
7.2
Crew
8.5
Boarding
8.1
Overall
7.8
Entertainment
7.8
Comfort
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Food
7.2
Crew
8.5
Boarding
8.1
Overall
7.8
Entertainment
7.8
Comfort
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Food
7.2
Crew
8.5
Boarding
8.1
Overall
7.8
Entertainment
7.8
Comfort
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Related info for your journey
Find useful and relevant information for your journey from Madison 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 Madison to Connecticut
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Complete your trip
Complete your trip to Connecticut by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Madison to Connecticut, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Madison and Connecticut flights
Browse other Madison and Connecticut flight options. Last updated on September 26, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Madison to Connecticut flights
Consider these flights traveling from Madison to Connecticut.
Top 3 airlines flying from Madison to Connecticut
Discover the top 3 airlines that operate flights from Madison 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 7,457,451 searches. Data last updated September 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$269 | Average$397 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$273 | Average$426 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$278 | Average$408 | FlexibilityNo cancel fee | On-timeN/A |