$104+ Cheap flights from Hartford to Milwaukee (BDL - MKE)
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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — MKE
May 28 — Jun 41
Round-trip
1 adult, Economy
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Find cheap flights from Hartford to Milwaukee with Cheapflights
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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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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 Hartford to Milwaukee
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Last-minute
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Cheapest flights from Hartford to MilwaukeeExplore the most affordable flight options available from Hartford to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 28, 2026.
Explore the most affordable flight options available from Hartford to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 5/137:32 pm
BDL
- MKE
2 stops14h 29m
Multiple Airlines
Tue 5/199:56 am
MKE
- BDL
1 stop30h 24m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$279
This United Airlines deal was found by Cheapflights users on 4/27. 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 5/276:09 am
BDL
- MKE
1 stop4h 48m
United Airlines
Wed 6/38:30 am
MKE
- BDL
1 stop4h 54m
United Airlines
Deal found 4/27![United Airlines logo]()
$335
This CheapOair deal was found by Cheapflights users on 4/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/25:42 pm
BDL
- MKE
1 stop15h 56m
Frontier
Mon 5/412:21 pm
MKE
- BDL
1 stop6h 36m
Frontier
Deal found 4/28![Frontier logo]()
$346
This Southwest deal was found by Cheapflights users on 4/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/258:10 am
BDL
- MKE
1 stop4h 50m
Southwest
Sat 8/297:30 am
MKE
- BDL
1 stop3h 50m
Southwest
Deal found 4/25![Southwest logo]()
$371
This Southwest deal was found by Cheapflights users on 4/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/214:40 pm
BDL
- MKE
1 stop7h 30m
Southwest
Mon 5/255:50 am
MKE
- BDL
1 stop3h 50m
Southwest
Deal found 4/25![Southwest logo]()
$375
This United Airlines deal was found by Cheapflights users on 4/28. 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 5/286:00 am
BDL
- MKE
2 stops6h 19m
United Airlines
Thu 6/47:30 am
MKE
- BDL
1 stop5h 54m
United Airlines
Deal found 4/28![United Airlines logo]()
$380
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/115:44 pm
BDL
- MKE
1 stop16h 17m
Multiple Airlines
Fri 5/1512:09 pm
MKE
- BDL
2 stops28h 11m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$385
This United Airlines deal was found by Cheapflights users on 4/27. 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 6/56:09 am
BDL
- MKE
1 stop5h 59m
United Airlines
Sat 6/610:38 am
MKE
- BDL
1 stop5h 36m
United Airlines
Deal found 4/27![United Airlines logo]()
$391
Best flights from Hartford to MilwaukeeDiscover carefully curated flight deals from Hartford to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 28, 2026.
Discover carefully curated flight deals from Hartford to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 28, 2026.
This Delta deal was found by Cheapflights users on 4/27. 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.
Mon 5/255:30 am
BDL
- MKE
1 stop4h 19m
Delta
Mon 6/15:01 pm
MKE
- BDL
1 stop5h 34m
Delta
Deal found 4/27![Delta logo]()
$375
This Southwest deal was found by Cheapflights users on 4/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/287:45 am
BDL
- MKE
1 stop4h 10m
Southwest
Tue 6/26:50 am
MKE
- BDL
2 stops11h 10m
Southwest
Deal found 4/24![Southwest logo]()
$380
This American Airlines deal was found by Cheapflights users on 4/28. 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 6/265:25 pm
BDL
- MKE
1 stop7h 34m
American Airlines
Thu 7/25:02 am
MKE
- BDL
1 stop6h 26m
American Airlines
Deal found 4/28![American Airlines logo]()
$407
This United Airlines deal was found by Cheapflights users on 4/25. 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.
Tue 6/26:00 am
BDL
- MKE
2 stops7h 48m
United Airlines
Wed 6/36:05 am
MKE
- BDL
2 stops7h 01m
United Airlines
Deal found 4/25![United Airlines logo]()
$425
This Southwest deal was found by Cheapflights users on 4/28. 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.
Thu 10/86:50 am
BDL
- MKE
1 stop4h 45m
Southwest
Tue 10/137:00 am
MKE
- BDL
1 stop7h 05m
Southwest
Deal found 4/28![Southwest logo]()
$407
This Southwest deal was found by Cheapflights users on 4/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/246:10 am
BDL
- MKE
1 stop7h 00m
Southwest
Sun 5/315:50 am
MKE
- BDL
1 stop3h 45m
Southwest
Deal found 4/26![Southwest logo]()
$407
This Southwest deal was found by Cheapflights users on 4/27. 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.
Thu 8/66:20 pm
BDL
- MKE
1 stop4h 05m
Southwest
Sun 8/910:10 am
MKE
- BDL
1 stop6h 00m
Southwest
Deal found 4/27![Southwest logo]()
$427
This Southwest deal was found by Cheapflights users on 4/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/212:05 pm
BDL
- MKE
2 stops9h 45m
Southwest
Mon 5/258:00 am
MKE
- BDL
2 stops9h 40m
Southwest
Deal found 4/25![Southwest logo]()
$433
This Southwest deal was found by Cheapflights users on 4/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/225:50 am
BDL
- MKE
2 stops7h 10m
Southwest
Sun 5/247:10 am
MKE
- BDL
2 stops7h 30m
Southwest
Deal found 4/24![Southwest logo]()
$437
Last-minute flights from Hartford to MilwaukeeDiscover last-minute flight deals from Hartford to Milwaukee. Data last updated April 28, 2026 and is based on user searches.
Discover last-minute flight deals from Hartford to Milwaukee. Data last updated April 28, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 4/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/25:42 pm
BDL
- MKE
1 stop15h 56m
Frontier
Mon 5/412:21 pm
MKE
- BDL
1 stop6h 36m
Frontier
Deal found 4/28![Frontier logo]()
$346
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/115:44 pm
BDL
- MKE
1 stop16h 17m
Multiple Airlines
Fri 5/1512:09 pm
MKE
- BDL
2 stops28h 11m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$385
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 5/116:57 pm
BDL
- MKE
2 stops15h 04m
Multiple Airlines
Thu 5/149:46 am
MKE
- BDL
1 stop30h 13m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$404
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 5/137:32 pm
BDL
- MKE
2 stops14h 29m
Multiple Airlines
Tue 5/199:56 am
MKE
- BDL
1 stop30h 24m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$279
This Southwest deal was found by Cheapflights users on 4/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/214:40 pm
BDL
- MKE
1 stop7h 30m
Southwest
Mon 5/255:50 am
MKE
- BDL
1 stop3h 50m
Southwest
Deal found 4/25![Southwest logo]()
$375
This United Airlines deal was found by Cheapflights users on 4/27. 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 5/276:09 am
BDL
- MKE
1 stop4h 48m
United Airlines
Wed 6/38:30 am
MKE
- BDL
1 stop4h 54m
United Airlines
Deal found 4/27![United Airlines logo]()
$335
This United Airlines deal was found by Cheapflights users on 4/28. 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 5/286:00 am
BDL
- MKE
2 stops6h 19m
United Airlines
Thu 6/47:30 am
MKE
- BDL
1 stop5h 54m
United Airlines
Deal found 4/28![United Airlines logo]()
$380
This Southwest deal was found by Cheapflights users on 4/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/287:20 pm
BDL
- MKE
1 stop3h 55m
Southwest
Sun 5/315:50 am
MKE
- BDL
1 stop3h 45m
Southwest
Deal found 4/26![Southwest logo]()
$391
One-way flights from Hartford to MilwaukeeSearch for one-way flight options from Hartford to Milwaukee. Find affordable one-way fares based on user searches. Data last updated April 28, 2026.
Search for one-way flight options from Hartford to Milwaukee. Find affordable one-way fares based on user searches. Data last updated April 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:57 pm
BDL
- MKE
2 stops15h 04m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/115:44 pm
BDL
- MKE
1 stop16h 17m
Frontier
Deal found 4/26![Frontier logo]()
$111
This CheapOair deal was found by Cheapflights users on 4/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/97:43 pm
BDL
- MKE
1 stop14h 18m
Frontier
Deal found 4/25![Frontier logo]()
$123
This CheapOair deal was found by Cheapflights users on 4/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2012:24 pm
BDL
- MKE
1 stop20h 34m
Frontier
Deal found 4/28![Frontier logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/137:32 pm
BDL
- MKE
2 stops14h 29m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$131
This CheapOair deal was found by Cheapflights users on 4/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2912:38 pm
BDL
- MKE
1 stop20h 20m
Frontier
Deal found 4/26![Frontier logo]()
$147
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Wed 7/17:31 pm
BDL
- MKE
1 stop5h 16m
American Airlines
Deal found 4/28![American Airlines logo]()
$168
This United Airlines deal was found by Cheapflights users on 4/27. 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 6/176:00 am
BDL
- MKE
2 stops7h 48m
United Airlines
Deal found 4/27![United Airlines logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:00 am
BDL
- MKE
2 stops52h 01m
Frontier
Deal found 4/26![Frontier logo]()
$187
This Delta deal was found by Cheapflights users on 4/28. 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 5/315:30 am
BDL
- MKE
1 stop4h 19m
Delta
Deal found 4/28![Delta logo]()
$204
This Southwest deal was found by Cheapflights users on 4/28. 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.
Mon 6/295:10 pm
BDL
- MKE
2 stops8h 05m
Southwest
Deal found 4/28![Southwest logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 4/25. 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.
Sat 5/97:32 pm
BDL
- MKE
2 stops14h 29m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$214
Find flight deals from Hartford to Milwaukee
Discover tips and strategies to find the most affordable flight options for your journey from Hartford (BDL) to Milwaukee (MKE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $279 (Kiwi.com) |
One-way from | $104 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $380 |
Cheapflights Fare Finder
Customize your flight search to find flights from Hartford to Milwaukee 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 April 28, 2026.
Use the filters below to find and compare flights from Hartford to Milwaukee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
HartfordMilwaukee
BDL - MKE
BDLMKE
Hartford Bradley Intl
Mon 5/25
5:30 am-8:49 am
1 stop4h 19m
Milwaukee-Mitchell
Mon 6/1
5:01 pm-11:35 pm
1 stop5h 34m
$375
HartfordMilwaukee
BDL - MKE
BDLMKE
Hartford Bradley Intl
Thu 5/28
7:45 am-10:55 am
1 stop4h 10m
Milwaukee-Mitchell
Tue 6/2
6:50 am-7:00 pm
2 stops11h 10m
$380
HartfordMilwaukee
BDL - MKE
BDLMKE
Hartford Bradley Intl
Fri 6/26
5:25 pm-11:59 pm
1 stop7h 34m
Milwaukee-Mitchell
Thu 7/2
5:02 am-12:28 pm
1 stop6h 26m
$407
HartfordMilwaukee
BDL - MKE
BDLMKE
Hartford Bradley Intl
Thu 10/8
6:50 am-10:35 am
1 stop4h 45m
Milwaukee-Mitchell
Tue 10/13
7:00 am-3:05 pm
1 stop7h 05m
$407
HartfordMilwaukee
BDL - MKE
BDLMKE
Hartford Bradley Intl
Sun 5/24
6:10 am-12:10 pm
1 stop7h 00m
Milwaukee-Mitchell
Sun 5/31
5:50 am-10:35 am
1 stop3h 45m
$407
HartfordMilwaukee
BDL - MKE
BDLMKE
Hartford Bradley Intl
Tue 6/2
6:00 am-12:48 pm
2 stops7h 48m
Milwaukee-Mitchell
Wed 6/3
6:05 am-2:06 pm
2 stops7h 01m
$425
HartfordMilwaukee
BDL - MKE
BDLMKE
Hartford Bradley Intl
Thu 8/6
6:20 pm-9:25 pm
1 stop4h 05m
Milwaukee-Mitchell
Sun 8/9
10:10 am-5:10 pm
1 stop6h 00m
$427
HartfordMilwaukee
BDL - MKE
BDLMKE
Hartford Bradley Intl
Thu 5/21
2:05 pm-10:50 pm
2 stops9h 45m
Milwaukee-Mitchell
Mon 5/25
8:00 am-6:40 pm
2 stops9h 40m
$433
HartfordMilwaukee
BDL - MKE
BDLMKE
Hartford Bradley Intl
Fri 5/22
5:50 am-12:00 pm
2 stops7h 10m
Milwaukee-Mitchell
Sun 5/24
7:10 am-3:40 pm
2 stops7h 30m
$437
Cheapest one-way
HartfordMilwaukee
BDL - MKE
BDLMKE
Hartford Bradley Intl
Sat 8/15
5:00 pm-9:05 pm
1 stop5h 05m
$204
Showing 1-10 of 18 resultsSorted by cheapest first
Compare providers for flights from Hartford to Milwaukee
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Hartford to Milwaukee in April.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Hartford-Milwaukee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Hartford-Milwaukee flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Hartford-Milwaukee flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Hartford-Milwaukee flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Hartford-Milwaukee flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Hartford to Milwaukee
Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Hartford with our price prediction graph.
BDL-MKE
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 Hartford to Milwaukee
How far ahead should I book a flight from Hartford to Milwaukee?
The price you pay for your flight from Hartford to Milwaukee may vary depending on when you book. For the best chance of a lower fare, look to book 59 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Hartford to Milwaukee?
Currently, September is the cheapest month in which you can book a flight from Hartford to Milwaukee (average of $286). Flying from Hartford to Milwaukee in December is currently the most expensive (average of $419). 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 Hartford to Milwaukee?
Reviews of airlines servicing Milwaukee
Get insights into the airlines that provide service to Milwaukee. 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 Milwaukee. Reviews last updated April 28, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines from Hartford to Milwaukee to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Hartford to Milwaukee. 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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Book flights to Milwaukee if you plan to visit one of these locationsSheboygan
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Top 4 airlines flying from Hartford to Milwaukee
Discover the top 4 airlines that operate flights from Hartford to Milwaukee. 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 April 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$236 | Average$426 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$262 | Average$388 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$273 | Average$391 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$279 | Average$365 | FlexibilityNo cancel fee | On-time71% |