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$127+ Cheap flights from Charleston to Milwaukee (CHS - 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 7/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — MKE
Jun 19 — Jun 261
Fri 6/19
Fri 6/26
1 adult, Economy
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Cheap flight deals from Charleston to Milwaukee

Cheapest flights from Charleston to Milwaukee
Explore the most affordable flight options available from Charleston to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 20, 2026.

This Southwest deal was found by Cheapflights users on 5/17. 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 6/168:15 pm
CHS
-
MKE
1 stop3h 55m
Southwest
Tue 6/2310:15 am
MKE
-
CHS
1 stop4h 55m
Southwest
Deal found 5/17$371
This Southwest deal was found by Cheapflights users on 5/18. 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 9/248:40 am
CHS
-
MKE
1 stop4h 15m
Southwest
Sat 9/261:30 pm
MKE
-
CHS
1 stop3h 40m
Southwest
Deal found 5/18$397
This Southwest deal was found by Cheapflights users on 5/19. 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.
Wed 9/168:10 am
CHS
-
MKE
1 stop4h 50m
Southwest
Sun 9/203:20 pm
MKE
-
CHS
1 stop4h 30m
Southwest
Deal found 5/19$399
This United Airlines deal was found by Cheapflights users on 5/18. 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 9/246:00 am
CHS
-
MKE
2 stops6h 30m
United Airlines
Sat 9/262:20 pm
MKE
-
CHS
1 stop5h 44m
United Airlines
Deal found 5/18$402
This American Airlines deal was found by Cheapflights users on 5/19. 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.
Sat 6/137:50 pm
CHS
-
MKE
1 stop5h 09m
American Airlines
Wed 6/176:17 pm
MKE
-
CHS
1 stop4h 30m
American Airlines
Deal found 5/19$409
This Southwest deal was found by Cheapflights users on 5/15. 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.
Sat 10/105:40 pm
CHS
-
MKE
1 stop5h 00m
Southwest
Mon 10/128:10 am
MKE
-
CHS
2 stops9h 55m
Southwest
Deal found 5/15$411
This American Airlines deal was found by Cheapflights users on 5/19. 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 8/136:47 am
CHS
-
MKE
1 stop7h 00m
American Airlines
Sun 8/166:00 am
MKE
-
CHS
1 stop5h 56m
American Airlines
Deal found 5/19$412

Find flight deals from Charleston to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from Charleston (CHS) 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 May 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$371
(Southwest)

One-way from

$127
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$400
Provider with most accurate pricing for Charleston-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Charleston-Milwaukee-Mitchell flights.
Search Deals
From Charleston to Milwaukee-Mitchell
Search Deals
One-way flight from Charleston to Milwaukee-Mitchell
Search Deals
Highest demand for flights based on searches. 23% potential increase in price ($129 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($33 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Charleston 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 May 20, 2026.
Use the filters below to find and compare flights from Charleston to Milwaukee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CharlestonMilwaukee

CHS - MKE

CHSMKE

Charleston

Wed 7/1

12:26 pm-6:20 pm

1 stop6h 54m

Milwaukee-Mitchell

Mon 7/6

7:21 am-2:51 pm

1 stop6h 30m

$399
Quickest round-trip

CharlestonMilwaukee

CHS - MKE

CHSMKE

Charleston

Sat 7/11

6:30 am-9:40 am

1 stop4h 10m

Milwaukee-Mitchell

Wed 7/15

4:10 pm-9:25 pm

1 stop4h 15m

$399

CharlestonMilwaukee

CHS - MKE

CHSMKE

Charleston

Mon 6/29

7:15 am-11:50 am

1 stop5h 35m

Milwaukee-Mitchell

Tue 7/7

3:40 pm-8:25 pm

1 stop3h 45m

$399

CharlestonMilwaukee

CHS - MKE

CHSMKE

Charleston

Sat 7/11

3:08 pm-6:48 pm

1 stop4h 40m

Milwaukee-Mitchell

Wed 7/15

5:00 am-2:27 pm

2 stops8h 27m

$404

CharlestonMilwaukee

CHS - MKE

CHSMKE

Charleston

Thu 7/16

4:10 pm-7:30 pm

1 stop4h 20m

Milwaukee-Mitchell

Sun 7/19

6:15 am-4:20 pm

2 stops9h 05m

$432

CharlestonMilwaukee

CHS - MKE

CHSMKE

Charleston

Mon 6/15

4:45 pm-10:45 pm

2 stops7h 00m

Milwaukee-Mitchell

Sun 6/21

6:15 am-4:35 pm

1 stop9h 20m

$478

CharlestonMilwaukee

CHS - MKE

CHSMKE

Charleston

Mon 6/29

10:00 am-4:42 pm

2 stops7h 42m

Milwaukee-Mitchell

Tue 7/7

1:30 pm-9:48 pm

1 stop7h 18m

$484
Cheapest one-way
Quickest one-way

CharlestonMilwaukee

CHS - MKE

CHSMKE

Charleston

Tue 6/23

5:10 am-9:02 am

1 stop4h 52m

$195

CharlestonMilwaukee

CHS - MKE

CHSMKE

Charleston

Fri 7/17

4:20 pm-11:09 pm

1 stop7h 49m

$214

CharlestonMilwaukee

CHS - MKE

CHSMKE

Charleston

Mon 6/22

4:45 pm-10:45 pm

2 stops7h 00m

$219

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/15

Showing 1-10 of 16 resultsSorted by cheapest first
1
2

Compare providers for flights from Charleston 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 Charleston to Milwaukee in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Charleston-Milwaukee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Charleston-Milwaukee flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Charleston-Milwaukee flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Charleston-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 Charleston-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 Charleston to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Charleston with our price prediction graph.
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 Charleston to Milwaukee

What is the cheapest month to book a flight from Charleston to Milwaukee?

Currently, September is the cheapest month in which you can book a flight from Charleston to Milwaukee (average of $296). Flying from Charleston to Milwaukee in April is currently the most expensive (average of $788). 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 Charleston 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 May 20, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited Airlines from Charleston to Milwaukee. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,285 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

7.9

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
7.9
Good
4,285 reviews
Southwest
7.9
Good
4,285 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

7.9

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,454 reviews
Southwest
7.9
Good
4,285 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

7.9

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,736 reviews
Southwest
7.9
Good
4,285 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

7.9

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,642 reviews
Southwest
7.9
Good
4,285 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

7.9

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Charleston to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Charleston to Milwaukee?

    American Airlines and Southwest can get you from Charleston to Milwaukee in just under 4h 10m. Your travel time can differ by up to 2h 44m. Airlines will cover a distance of 815 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Charleston to Milwaukee round-trip?

    Flying on Southwest is currently your cheapest option to Milwaukee, with prices starting at $216. Additional round-trip tickets that might be worth considering are offered by American Airlines and Delta, with the lowest prices starting at $236 and $236, respectively. Southwest is currently priced 49% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Charleston to Milwaukee one-way?

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $90. However, be on the lookout for offers from United Airlines and Southwest, as they are both options that can get you from Charleston to Milwaukee for a low price.

  • Can I find deals for flights from Charleston to Milwaukee that include hotel bookings?

    Yes. In addition to deals on Charleston to Milwaukee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Charleston to Milwaukee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Charleston to Milwaukee.

  • Can I find deals for business class flights from Charleston to Milwaukee?

    Yes. Cheapflights offers flight deals from Charleston to Milwaukee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Charleston to Milwaukee?

    Currently, September is the cheapest month in which you can book a flight from Charleston to Milwaukee (average of $296). Flying from Charleston to Milwaukee in April is currently the most expensive (average of $788). 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.

See more FAQs

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
Port Washington
New Berlin
Oak Creek
Wauwatosa

Browse thousands of different options on Cheapflights for your next trip

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Top 4 airlines flying from Charleston to Milwaukee

Discover the top 4 airlines that operate flights from Charleston 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 May 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$216Average$398FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$236Average$376FlexibilityNo cancel feeOn-time71%
DeltaCheapest$236Average$386FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$293Average$426FlexibilityNo cancel feeOn-time69%

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