$159+ Cheap flights from San Diego to Milwaukee (SAN - 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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — MKE
Jun 13 — Jun 201
Round-trip
1 adult, Economy
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Find cheap flights from San Diego to Milwaukee with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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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.Cheapflights Tip: The best prices from San Diego to Milwaukee-Mitchell are usually found in September or November, booked 63 days in advance, depart on a Wednesday or Thursday and return on a Thursday
Cheap flight deals from San Diego to Milwaukee
Cheapest
Best
Last-minute
One-way
Cheapest flights from San Diego to MilwaukeeExplore the most affordable flight options available from San Diego to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 14, 2026.
Explore the most affordable flight options available from San Diego to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 14, 2026.
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/235:35 pm
SAN
- MKE
Nonstop4h 00m
Southwest
Tue 6/302:45 pm
MKE
- SAN
Nonstop4h 10m
Southwest
Deal found 5/12![Southwest logo]()
$317
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/105:35 pm
SAN
- MKE
Nonstop4h 00m
Southwest
Wed 6/177:05 pm
MKE
- SAN
1 stop5h 35m
Southwest
Deal found 5/12![Southwest logo]()
$322
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/108:45 am
SAN
- MKE
2 stops7h 40m
Southwest
Tue 6/1612:25 pm
MKE
- SAN
1 stop6h 45m
Southwest
Deal found 5/12![Southwest logo]()
$332
This Delta deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/92:18 pm
SAN
- MKE
1 stop7h 38m
Delta
Mon 7/132:59 pm
MKE
- SAN
1 stop9h 58m
Delta
Deal found 5/12![Delta logo]()
$337
This Southwest deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/256:05 pm
SAN
- MKE
1 stop5h 50m
Southwest
Tue 6/302:45 pm
MKE
- SAN
Nonstop4h 10m
Southwest
Deal found 5/11![Southwest logo]()
$341
This Southwest deal was found by Cheapflights users on 5/13. 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 8/1311:05 am
SAN
- MKE
1 stop8h 20m
Southwest
Mon 8/175:45 am
MKE
- SAN
2 stops7h 30m
Southwest
Deal found 5/13![Southwest logo]()
$342
This Southwest deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/19:55 pm
SAN
- MKE
1 stop9h 00m
Southwest
Wed 8/58:10 am
MKE
- SAN
2 stops14h 35m
Southwest
Deal found 5/11![Southwest logo]()
$343
This Delta deal was found by Cheapflights users on 5/13. 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 10/226:20 am
SAN
- MKE
1 stop8h 25m
Delta
Tue 10/275:50 pm
MKE
- SAN
1 stop8h 05m
Delta
Deal found 5/13![Delta logo]()
$345
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/136:35 am
SAN
- MKE
1 stop7h 55m
Southwest
Tue 6/163:40 pm
MKE
- SAN
1 stop8h 05m
Southwest
Deal found 5/12![Southwest logo]()
$346
This Southwest deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/78:45 am
SAN
- MKE
2 stops7h 40m
Southwest
Tue 7/216:45 am
MKE
- SAN
2 stops9h 30m
Southwest
Deal found 5/9![Southwest logo]()
$347
This Southwest deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/112:20 pm
SAN
- MKE
2 stops7h 05m
Southwest
Sat 9/56:40 am
MKE
- SAN
1 stop6h 00m
Southwest
Deal found 5/9![Southwest logo]()
$350
Best flights from San Diego to MilwaukeeDiscover carefully curated flight deals from San Diego to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 14, 2026.
Discover carefully curated flight deals from San Diego to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 14, 2026.
This Delta deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2212:59 pm
SAN
- MKE
1 stop8h 57m
Delta
Mon 7/276:59 pm
MKE
- SAN
1 stop6h 31m
Delta
Deal found 5/10![Delta logo]()
$332
This Southwest deal was found by Cheapflights users on 5/13. 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 8/1311:05 am
SAN
- MKE
1 stop8h 20m
Southwest
Mon 8/175:45 am
MKE
- SAN
2 stops7h 30m
Southwest
Deal found 5/13![Southwest logo]()
$342
This Alaska Airlines deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/225:21 pm
SAN
- MKE
1 stop19h 37m
Alaska Airlines
Tue 10/275:00 pm
MKE
- SAN
2 stops18h 00m
Alaska Airlines
Deal found 5/10![Alaska Airlines logo]()
$431
This United Airlines deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2512:01 pm
SAN
- MKE
1 stop8h 38m
United Airlines
Wed 8/2611:18 am
MKE
- SAN
2 stops10h 37m
United Airlines
Deal found 5/9![United Airlines logo]()
$442
This Delta deal was found by Cheapflights users on 5/13. 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 10/226:20 am
SAN
- MKE
1 stop8h 25m
Delta
Tue 10/275:50 pm
MKE
- SAN
1 stop8h 05m
Delta
Deal found 5/13![Delta logo]()
$345
This Southwest deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1910:40 pm
SAN
- MKE
1 stop9h 00m
Southwest
Tue 6/305:25 pm
MKE
- SAN
1 stop8h 00m
Southwest
Deal found 5/11![Southwest logo]()
$346
This Delta deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/1311:53 am
SAN
- MKE
1 stop5h 44m
Delta
Tue 6/163:00 pm
MKE
- SAN
1 stop10h 00m
Delta
Deal found 5/12![Delta logo]()
$346
This Southwest deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/101:10 pm
SAN
- MKE
1 stop7h 05m
Southwest
Sun 6/145:25 pm
MKE
- SAN
1 stop7h 10m
Southwest
Deal found 5/9![Southwest logo]()
$351
This Delta deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2911:33 am
SAN
- MKE
1 stop6h 55m
Delta
Mon 6/15:01 pm
MKE
- SAN
1 stop6h 59m
Delta
Deal found 5/9![Delta logo]()
$393
This Southwest deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/1210:40 pm
SAN
- MKE
1 stop9h 05m
Southwest
Sun 7/195:20 am
MKE
- SAN
2 stops7h 20m
Southwest
Deal found 5/10![Southwest logo]()
$411
Last-minute flights from San Diego to MilwaukeeDiscover last-minute flight deals from San Diego to Milwaukee. Data last updated May 14, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Milwaukee. Data last updated May 14, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/306:30 am
SAN
- MKE
1 stop8h 21m
Delta
Wed 6/32:55 pm
MKE
- SAN
1 stop10h 32m
Delta
Deal found 5/9![Delta logo]()
$345
This Delta deal was found by Cheapflights users on 5/13. 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 6/510:15 pm
SAN
- MKE
1 stop8h 34m
Delta
Mon 6/84:49 pm
MKE
- SAN
1 stop7h 21m
Delta
Deal found 5/13![Delta logo]()
$364
This Southwest deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/65:40 pm
SAN
- MKE
Nonstop4h 00m
Southwest
Sat 6/136:10 am
MKE
- SAN
1 stop8h 45m
Southwest
Deal found 5/9![Southwest logo]()
$359
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/105:35 pm
SAN
- MKE
Nonstop4h 00m
Southwest
Wed 6/177:05 pm
MKE
- SAN
1 stop5h 35m
Southwest
Deal found 5/12![Southwest logo]()
$322
This Delta deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/1311:53 am
SAN
- MKE
1 stop5h 44m
Delta
Tue 6/163:00 pm
MKE
- SAN
1 stop10h 00m
Delta
Deal found 5/12![Delta logo]()
$346
This American Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/136:15 am
SAN
- MKE
1 stop9h 20m
American Airlines
Tue 6/166:21 pm
MKE
- SAN
1 stop7h 38m
American Airlines
Deal found 5/11![American Airlines logo]()
$356
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/235:35 pm
SAN
- MKE
Nonstop4h 00m
Southwest
Tue 6/302:45 pm
MKE
- SAN
Nonstop4h 10m
Southwest
Deal found 5/12![Southwest logo]()
$317
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/238:45 am
SAN
- MKE
2 stops7h 40m
Southwest
Wed 7/86:45 am
MKE
- SAN
2 stops9h 30m
Southwest
Deal found 5/12![Southwest logo]()
$337
This Southwest deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/256:05 pm
SAN
- MKE
1 stop5h 50m
Southwest
Tue 6/302:45 pm
MKE
- SAN
Nonstop4h 10m
Southwest
Deal found 5/11![Southwest logo]()
$341
This Southwest deal was found by Cheapflights users on 5/13. 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 6/265:10 pm
SAN
- MKE
1 stop6h 05m
Southwest
Tue 7/76:45 am
MKE
- SAN
2 stops9h 30m
Southwest
Deal found 5/13![Southwest logo]()
$351
One-way flights from San Diego to MilwaukeeSearch for one-way flight options from San Diego to Milwaukee. Find affordable one-way fares based on user searches. Data last updated May 14, 2026.
Search for one-way flight options from San Diego to Milwaukee. Find affordable one-way fares based on user searches. Data last updated May 14, 2026.
This Southwest deal was found by Cheapflights users on 5/13. 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 6/95:35 pm
SAN
- MKE
Nonstop4h 00m
Southwest
Deal found 5/13![Southwest logo]()
$159
This Delta deal was found by Cheapflights users on 5/13. 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 6/96:15 am
SAN
- MKE
1 stop7h 49m
Delta
Deal found 5/13![Delta logo]()
$164
This United Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/137:41 pm
SAN
- MKE
2 stops9h 19m
United Airlines
Deal found 5/11![United Airlines logo]()
$174
This Southwest deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/65:40 pm
SAN
- MKE
Nonstop4h 00m
Southwest
Deal found 5/11![Southwest logo]()
$177
This United Airlines deal was found by Cheapflights users on 5/13. 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.
Mon 6/810:40 pm
SAN
- MKE
1 stop9h 17m
United Airlines
Deal found 5/13![United Airlines logo]()
$182
This Delta deal was found by Cheapflights users on 5/13. 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 6/510:15 pm
SAN
- MKE
1 stop8h 34m
Delta
Deal found 5/13![Delta logo]()
$183
This American Airlines deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/810:45 pm
SAN
- MKE
1 stop6h 57m
American Airlines
Deal found 5/10![American Airlines logo]()
$187
This American Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/2610:45 pm
SAN
- MKE
1 stop6h 57m
American Airlines
Deal found 5/11![American Airlines logo]()
$188
This Alaska Airlines deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/98:56 am
SAN
- MKE
2 stops13h 03m
Alaska Airlines
Deal found 5/12![Alaska Airlines logo]()
$193
This Delta deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/81:25 pm
SAN
- MKE
1 stop6h 21m
Delta
Deal found 5/10![Delta logo]()
$205
Find flight deals from San Diego to Milwaukee
Discover tips and strategies to find the most affordable flight options for your journey from San Diego (SAN) 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 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $317 (Southwest) |
One-way from | $159 (Southwest) |
Popular in | June |
Cheapest in | September |
Average price | $372 |
Good round-trip deal | $517 or less |
Good one-way deal | $168 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from San Diego 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 14, 2026.
Use the filters below to find and compare flights from San Diego to Milwaukee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San DiegoMilwaukee
SAN - MKE
SANMKE
San Diego
Wed 7/22
12:59 pm-11:56 pm
1 stop8h 57m
Milwaukee-Mitchell
Mon 7/27
6:59 pm-11:30 pm
1 stop6h 31m
$332
San DiegoMilwaukee
SAN - MKE
SANMKE
San Diego
Thu 8/13
11:05 am-9:25 pm
1 stop8h 20m
Milwaukee-Mitchell
Mon 8/17
5:45 am-11:15 am
2 stops7h 30m
$342
San DiegoMilwaukee
SAN - MKE
SANMKE
San Diego
Thu 10/22
6:20 am-4:45 pm
1 stop8h 25m
Milwaukee-Mitchell
Tue 10/27
5:50 pm-11:55 pm
1 stop8h 05m
$345
San DiegoMilwaukee
SAN - MKE
SANMKE
San Diego
Fri 6/19
10:40 pm-9:40 am
1 stop9h 00m
Milwaukee-Mitchell
Tue 6/30
5:25 pm-11:25 pm
1 stop8h 00m
$346
San DiegoMilwaukee
SAN - MKE
SANMKE
San Diego
Sat 6/13
11:53 am-7:37 pm
1 stop5h 44m
Milwaukee-Mitchell
Tue 6/16
3:00 pm-11:00 pm
1 stop10h 00m
$346
San DiegoMilwaukee
SAN - MKE
SANMKE
San Diego
Wed 6/10
1:10 pm-10:15 pm
1 stop7h 05m
Milwaukee-Mitchell
Sun 6/14
5:25 pm-10:35 pm
1 stop7h 10m
$351
Quickest round-trip
San DiegoMilwaukee
SAN - MKE
SANMKE
San Diego
Fri 5/29
11:33 am-8:28 pm
1 stop6h 55m
Milwaukee-Mitchell
Mon 6/1
5:01 pm-10:00 pm
1 stop6h 59m
$393
San DiegoMilwaukee
SAN - MKE
SANMKE
San Diego
Sun 7/12
10:40 pm-9:45 am
1 stop9h 05m
Milwaukee-Mitchell
Sun 7/19
5:20 am-10:40 am
2 stops7h 20m
$411
San DiegoMilwaukee
SAN - MKE
SANMKE
San Diego
Thu 10/22
5:21 pm-2:58 pm
1 stop19h 37m
Milwaukee-Mitchell
Tue 10/27
5:00 pm-9:00 am
2 stops18h 00m
$431
San DiegoMilwaukee
SAN - MKE
SANMKE
San Diego
Tue 8/25
12:01 pm-10:39 pm
1 stop8h 38m
Milwaukee-Mitchell
Wed 8/26
11:18 am-7:55 pm
2 stops10h 37m
$442
Showing 1-10 of 22 resultsSorted by cheapest first
Compare providers for flights from San Diego 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 San Diego to Milwaukee in May.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on San Diego-Milwaukee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Diego-Milwaukee flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Diego-Milwaukee flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on San Diego-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 San Diego-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 San Diego to Milwaukee
Have a flexible travel schedule? Discover the best time to fly to Milwaukee from San Diego with our price prediction graph.
SAN-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 San Diego to Milwaukee
How far ahead should I book a flight from San Diego to Milwaukee?
The best time to book flights from San Diego to Milwaukee is 62 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.
What is the cheapest month to book a flight from San Diego to Milwaukee?
Currently, September is the cheapest month in which you can book a flight from San Diego to Milwaukee (average of $309). Flying from San Diego to Milwaukee in June is currently the most expensive (average of $507). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from SAN to MKE?
Find hourly flight availability from San Diego to Milwaukee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 14, 2026.
When flying from San Diego to Milwaukee, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
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 14, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from San Diego to Milwaukee have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Related info for your journey
Find useful and relevant information for your journey from San Diego to Milwaukee. 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 Milwaukee?
Book flights to Milwaukee if you plan to visit one of these locationsSheboygan
Port Washington
New Berlin
Oak Creek
Wauwatosa
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Complete your trip
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Other flights to Milwaukee
Explore flights to Milwaukee departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on May 14, 2026.
San Diego and Milwaukee flights
Browse other San Diego and Milwaukee flight options. Last updated on May 14, 2026.
Other flights from San Diego
Browse through other flights departing from San Diego. Flights are based on user searches made on Cheapflights and were last updated on May 14, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 5 airlines flying from San Diego to Milwaukee
Discover the top 5 airlines that operate flights from San Diego 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 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$107 | Average$238 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$249 | Average$337 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$256 | Average$429 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$256 | Average$430 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$256 | Average$406 | FlexibilityNo cancel fee | On-time71% |