$251+ Cheap flights from Connecticut to Madison (MSN)
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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — MSN
Nov 6 — Nov 131
Round-trip
1 adult, Economy
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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
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Cheapest flights from Connecticut to MadisonExplore the most affordable flight options available from Connecticut to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 7, 2026.
Explore the most affordable flight options available from Connecticut to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 7, 2026.
This Delta deal was found by Cheapflights users on 10/5. 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 12/39:39 am -
1 stop3h 59m
Sun 12/65:25 pm -
1 stop5h 50m
Deal found 10/5![Delta logo]()
$339
This American Airlines deal was found by Cheapflights users on 10/6. 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 12/35:20 am -
1 stop7h 40m
Sun 12/63:12 pm -
2 stops7h 35m
Deal found 10/6![American Airlines logo]()
$344
This American Airlines deal was found by Cheapflights users on 10/4. 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.
Tue 11/311:55 am -
2 stops7h 26m
Tue 11/106:00 am -
2 stops7h 21m
Deal found 10/4![American Airlines logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 10/2. 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.
Mon 11/93:13 pm -
2 stops19h 37m
Wed 11/1110:38 am -
1 stop25h 16m
Deal found 10/2![Breeze Airways logo]()
$391
This Delta deal was found by Cheapflights users on 10/3. 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.
Fri 10/166:00 am -
1 stop5h 19m
Sun 10/1811:14 am -
1 stop5h 45m
Deal found 10/3![Delta logo]()
$399
This Delta deal was found by Cheapflights users on 10/7. 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 11/55:23 am -
1 stop4h 24m
Wed 11/116:30 am -
1 stop6h 24m
Deal found 10/7![Delta logo]()
$409
This United Airlines deal was found by Cheapflights users on 10/3. 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 11/2012:18 pm -
1 stop6h 36m
Mon 11/236:10 am -
2 stops6h 52m
Deal found 10/3![United Airlines logo]()
$413
This American Airlines deal was found by Cheapflights users on 10/3. 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.
Tue 11/2412:10 pm -
1 stop7h 19m
Mon 11/303:29 pm -
1 stop7h 24m
Deal found 10/3![American Airlines logo]()
$432
This American Airlines deal was found by Cheapflights users on 10/5. 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 12/216:38 am -
2 stops7h 44m
Wed 12/306:10 am -
1 stop4h 28m
Deal found 10/5![American Airlines logo]()
$437
This Delta deal was found by Cheapflights users on 10/4. 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 10/75:23 am -
1 stop4h 24m
Thu 10/156:00 pm -
1 stop4h 32m
Deal found 10/4![Delta logo]()
$444
Best flights from Connecticut to MadisonDiscover carefully curated flight deals from Connecticut to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 7, 2026.
Discover carefully curated flight deals from Connecticut to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 7, 2026.
This United Airlines deal was found by Cheapflights users on 10/5. 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 12/96:00 am -
2 stops6h 57m
Sat 12/122:43 pm -
2 stops8h 01m
Deal found 10/5![United Airlines logo]()
$349
This United Airlines deal was found by Cheapflights users on 10/3. 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 11/2012:18 pm -
1 stop6h 36m
Mon 11/236:10 am -
2 stops6h 52m
Deal found 10/3![United Airlines logo]()
$413
This United Airlines deal was found by Cheapflights users on 10/2. 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 1/65:07 pm -
1 stop6h 12m
Sat 1/96:35 am -
1 stop6h 39m
Deal found 10/2![United Airlines logo]()
$439
This United Airlines deal was found by Cheapflights users on 10/2. 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 10/1712:38 pm -
1 stop7h 49m
Wed 10/216:49 am -
1 stop6h 40m
Deal found 10/2![United Airlines logo]()
$469
This United Airlines deal was found by Cheapflights users on 10/4. 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 11/255:02 pm -
1 stop7h 05m
Sun 11/297:00 pm -
1 stop7h 12m
Deal found 10/4![United Airlines logo]()
$498
Last-minute flights from Connecticut to MadisonDiscover last-minute flight deals from Connecticut to Madison. Data last updated October 7, 2026 and is based on user searches.
Discover last-minute flight deals from Connecticut to Madison. Data last updated October 7, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 10/4. 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 10/75:23 am -
1 stop4h 24m
Thu 10/156:00 pm -
1 stop4h 32m
Deal found 10/4![Delta logo]()
$444
This United Airlines deal was found by Cheapflights users on 10/5. 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 10/76:00 am -
2 stops8h 37m
Thu 10/155:00 am -
1 stop4h 49m
Deal found 10/5![United Airlines logo]()
$449
This Delta deal was found by Cheapflights users on 10/3. 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.
Fri 10/166:00 am -
1 stop5h 19m
Sun 10/1811:14 am -
1 stop5h 45m
Deal found 10/3![Delta logo]()
$399
This American Airlines deal was found by Cheapflights users on 10/4. 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.
Tue 11/311:55 am -
2 stops7h 26m
Tue 11/106:00 am -
2 stops7h 21m
Deal found 10/4![American Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 10/7. 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 11/55:23 am -
1 stop4h 24m
Wed 11/116:30 am -
1 stop6h 24m
Deal found 10/7![Delta logo]()
$409
This American Airlines deal was found by Cheapflights users on 10/6. 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 11/66:26 pm -
1 stop6h 47m
Thu 11/126:00 am -
1 stop4h 25m
Deal found 10/6![American Airlines logo]()
$339
This Kiwi.com deal was found by Cheapflights users on 10/2. 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.
Mon 11/93:13 pm -
2 stops19h 37m
Wed 11/1110:38 am -
1 stop25h 16m
Deal found 10/2![Breeze Airways logo]()
$391
This American Airlines deal was found by Cheapflights users on 10/3. 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 11/198:59 am -
2 stops7h 00m
Mon 11/235:01 am -
1 stop5h 19m
Deal found 10/3![American Airlines logo]()
$437
This United Airlines deal was found by Cheapflights users on 10/3. 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 11/2012:18 pm -
1 stop6h 36m
Mon 11/236:10 am -
2 stops6h 52m
Deal found 10/3![United Airlines logo]()
$413
This American Airlines deal was found by Cheapflights users on 10/3. 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.
Tue 11/2412:10 pm -
1 stop7h 19m
Mon 11/303:29 pm -
1 stop7h 24m
Deal found 10/3![American Airlines logo]()
$432
One-way flights from Connecticut to MadisonSearch for one-way flight options from Connecticut to Madison. Find affordable one-way fares based on user searches. Data last updated October 7, 2026.
Search for one-way flight options from Connecticut to Madison. Find affordable one-way fares based on user searches. Data last updated October 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/5. 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.
Thu 10/297:05 am -
3 stops51h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Multiple Airlines logo]()
$251
This American Airlines deal was found by Cheapflights users on 10/3. 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 11/1912:10 pm -
1 stop7h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![American Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 10/2. 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 10/256:00 am -
1 stop5h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![Delta logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 10/5. 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.
Thu 10/292:05 pm -
2 stops51h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Breeze Airways logo]()
$310
This United Airlines deal was found by Cheapflights users on 10/3. 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 11/1912:37 pm -
1 stop7h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![United Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 10/3. 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 11/2010:37 am -
2 stops11h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![United Airlines logo]()
$348
This Kiwi.com deal was found by Cheapflights users on 10/3. 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.
Thu 11/192:05 pm -
3 stops44h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![Breeze Airways logo]()
$383
This United Airlines deal was found by Cheapflights users on 10/2. 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.
Sun 10/256:00 am -
2 stops6h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![United Airlines logo]()
$464
This United Airlines deal was found by Cheapflights users on 10/6. 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.
Sun 11/296:00 am -
1 stop5h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![United Airlines logo]()
$687
Find flight deals from Connecticut to Madison
Keep the following information in mind while searching for Connecticut to Madison flight deals. Data was last updated October 7, 2026.
Round-trip from | $339 (Delta) |
|---|---|
One-way from | $251 (Kiwi.com) |
Popular in | March |
Cheapest in | January |
Average price | $398 |
Cheapflights Fare Finder
Customize your flight search to find flights from Connecticut to Madison 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 October 7, 2026.
Use the filters below to find and compare flights from Connecticut to Madison that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
HartfordMadison
BDL Hartford Bradley Intl - MSN Madison Truax Field
BDLMSN
Hartford Bradley Intl
Fri 11/20
12:18 pm-5:54 pm
1 stop6h 36m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$279
HartfordMadison
BDL Hartford Bradley Intl - MSN Madison Truax Field
BDLMSN
Hartford Bradley Intl
Thu 10/29
3:14 pm-9:16 pm
1 stop7h 02m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$284
HartfordMadison
BDL Hartford Bradley Intl - MSN Madison Truax Field
BDLMSN
Hartford Bradley Intl
Sun 10/25
6:00 am-10:19 am
1 stop5h 19m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$284
HartfordMadison
BDL Hartford Bradley Intl - MSN Madison Truax Field
BDLMSN
Hartford Bradley Intl
Thu 11/19
3:00 pm-11:37 pm
2 stops9h 37m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$284
HartfordMadison
BDL Hartford Bradley Intl - MSN Madison Truax Field
BDLMSN
Hartford Bradley Intl
Wed 12/9
6:00 am-11:57 am
2 stops6h 57m
Madison Truax Field
Sat 12/12
2:43 pm-11:44 pm
2 stops8h 01m
$349
HartfordMadison
BDL Hartford Bradley Intl - MSN Madison Truax Field
BDLMSN
Hartford Bradley Intl
Fri 11/20
12:18 pm-5:54 pm
1 stop6h 36m
Madison Truax Field
Mon 11/23
6:10 am-2:02 pm
2 stops6h 52m
$413
HartfordMadison
BDL Hartford Bradley Intl - MSN Madison Truax Field
BDLMSN
Hartford Bradley Intl
Wed 1/6
5:07 pm-10:19 pm
1 stop6h 12m
Madison Truax Field
Sat 1/9
6:35 am-2:14 pm
1 stop6h 39m
$439
HartfordMadison
BDL Hartford Bradley Intl - MSN Madison Truax Field
BDLMSN
Hartford Bradley Intl
Sun 10/25
6:00 am-1:41 pm
2 stops8h 41m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$464
HartfordMadison
BDL Hartford Bradley Intl - MSN Madison Truax Field
BDLMSN
Hartford Bradley Intl
Sat 10/17
12:38 pm-7:27 pm
1 stop7h 49m
Madison Truax Field
Wed 10/21
6:49 am-2:29 pm
1 stop6h 40m
$469
HartfordMadison
BDL Hartford Bradley Intl - MSN Madison Truax Field
BDLMSN
Hartford Bradley Intl
Wed 11/25
5:02 pm-11:07 pm
1 stop7h 05m
Madison Truax Field
Sun 11/29
7:00 pm-3:12 am
1 stop7h 12m
$498
Showing 1-10 of 11 resultsSorted by cheapest first
Best time to book a flight from Connecticut to Madison
Have a flexible travel schedule? Discover the best time to fly to Madison from Connecticut with our price prediction graph.
BDL-MSN
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 Connecticut to Madison
USCT-MSN
BDL-MSN
What is the cheapest month to book a flight from Connecticut to Madison?
Currently, January is the cheapest month in which you can book a flight from Connecticut to Madison (average of $274). Flying from Connecticut to Madison in March is currently the most expensive (average of $561). 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 Connecticut to Madison?
Airfare is typical for this route at the moment.
Connecticut to Madison flights typically cost between $338 and $471 in December.The cheapest round-trip price found within the last 5 days was $339 on Delta (Dec 3-Dec 6).
How far ahead should I book a flight from Connecticut to Madison?
The best time to book flights from Connecticut to Madison is 26 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Related info for your journey
Find useful and relevant information for your journey from Connecticut to Madison. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Madison?
Book flights to Madison if you plan to visit one of these locationsSun Prairie
Middleton
Fitchburg
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Connecticut to Madison
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Complete your trip
Complete your trip to Madison by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Connecticut to Madison by cabin class
Find flights from Connecticut to Madison, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Madison
Explore flights to Madison departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 7, 2026.
Connecticut and Madison flights
Browse other Connecticut and Madison flight options. Last updated on October 7, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Connecticut to Madison flights
Consider these flights traveling from Connecticut to Madison.
Top 3 airlines flying from Connecticut to Madison
Discover the top 3 airlines that operate flights from Connecticut to Madison. 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 October 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$248 | Average$418 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$274 | Average$403 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$293 | Average$458 | FlexibilityNo cancel fee | On-time71% |