$81+ Cheap flights from Midway (MDW) to Wisconsin
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 11/5. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MKE
Nov 11 — Nov 181
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Wisconsin 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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Cheapest flights from Midway to WisconsinExplore the most affordable flight options available from Midway to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 12, 2026.
Explore the most affordable flight options available from Midway to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 12, 2026.
This Southwest deal was found by Cheapflights users on 10/8. 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 11/49:10 pm -
Nonstop1h 05m
Wed 11/116:20 am -
Nonstop1h 00m
Deal found 10/8![Southwest logo]()
$161
This Southwest deal was found by Cheapflights users on 10/12. 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.
Thu 11/510:10 am -
Nonstop0h 50m
Mon 11/95:30 am -
Nonstop1h 05m
Deal found 10/12![Southwest logo]()
$209
This Southwest deal was found by Cheapflights users on 10/10. 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 11/16:30 am -
1 stop3h 10m
Mon 11/24:50 pm -
Nonstop0h 50m
Deal found 10/10![Southwest logo]()
$239
This Southwest deal was found by Cheapflights users on 10/9. 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.
Thu 10/299:55 am -
Nonstop0h 50m
Mon 11/25:30 am -
Nonstop1h 05m
Deal found 10/9![Southwest logo]()
$258
This Southwest deal was found by Cheapflights users on 10/10. 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 11/86:30 am -
1 stop3h 10m
Sun 11/154:50 pm -
Nonstop0h 50m
Deal found 10/10![Southwest logo]()
$259
This Delta deal was found by Cheapflights users on 10/12. 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 11/510:12 am -
1 stop5h 59m
Sun 11/87:00 am -
1 stop5h 47m
Deal found 10/12![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 10/8. 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 10/235:31 pm -
1 stop4h 12m
Tue 10/2712:29 pm -
1 stop4h 18m
Deal found 10/8![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 10/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/255:29 pm -
1 stop4h 35m
Wed 12/27:00 am -
1 stop6h 01m
Deal found 10/11![Delta logo]()
$463
This Delta deal was found by Cheapflights users on 10/9. 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 10/301:27 pm -
1 stop3h 54m
Sun 11/17:00 am -
1 stop5h 47m
Deal found 10/9![Delta logo]()
$529
This Delta deal was found by Cheapflights users on 10/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/225:29 pm -
1 stop4h 35m
Wed 11/2512:33 pm -
1 stop4h 06m
Deal found 10/11![Delta logo]()
$557
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.
Fri 10/301:27 pm -
1 stop3h 54m
Sat 10/316:00 am -
1 stop5h 47m
Deal found 10/7![Delta logo]()
$584
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.
Sat 12/2611:47 am -
1 stop4h 23m
Sat 1/26:30 am -
1 stop4h 31m
Deal found 10/7![Delta logo]()
$596
Best flights from Midway to WisconsinDiscover carefully curated flight deals from Midway to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 12, 2026.
Discover carefully curated flight deals from Midway to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 12, 2026.
This Southwest deal was found by Cheapflights users on 10/9. 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.
Thu 11/510:10 am -
Nonstop0h 50m
Mon 11/95:30 am -
Nonstop1h 05m
Deal found 10/9![Southwest logo]()
$161
This Delta deal was found by Cheapflights users on 10/10. 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.
Sat 11/75:31 pm -
1 stop4h 12m
Sat 11/1412:33 pm -
1 stop4h 06m
Deal found 10/10![Delta logo]()
$309
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/210:10 am -
Nonstop0h 50m
Mon 12/76:20 am -
Nonstop1h 00m
Deal found 10/7![Southwest logo]()
$161
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/49:10 pm -
Nonstop1h 05m
Wed 11/116:20 am -
Nonstop1h 00m
Deal found 10/7![Southwest logo]()
$161
This Southwest deal was found by Cheapflights users on 10/8. 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 10/299:55 am -
Nonstop0h 50m
Mon 11/25:50 pm -
1 stop4h 50m
Deal found 10/8![Southwest logo]()
$171
This Delta deal was found by Cheapflights users on 10/9. 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.
Wed 11/1810:34 am -
1 stop5h 45m
Sun 11/227:00 am -
1 stop5h 51m
Deal found 10/9![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 10/12. 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 11/510:12 am -
1 stop5h 59m
Sun 11/87:00 am -
1 stop5h 47m
Deal found 10/12![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 10/8. 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 10/235:31 pm -
1 stop4h 12m
Tue 10/2712:29 pm -
1 stop4h 18m
Deal found 10/8![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 10/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/255:29 pm -
1 stop4h 35m
Wed 12/27:00 am -
1 stop6h 01m
Deal found 10/11![Delta logo]()
$463
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.
Fri 10/301:27 pm -
1 stop3h 54m
Sat 10/316:00 am -
1 stop5h 47m
Deal found 10/7![Delta logo]()
$584
This Delta deal was found by Cheapflights users on 10/9. 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 11/65:31 pm -
1 stop4h 12m
Fri 11/1312:33 pm -
1 stop4h 06m
Deal found 10/9![Delta logo]()
$599
This Delta deal was found by Cheapflights users on 10/12. 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 12/2411:47 am -
1 stop4h 23m
Sun 12/2711:08 am -
1 stop6h 36m
Deal found 10/12![Delta logo]()
$691
This Delta deal was found by Cheapflights users on 10/10. 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.
Thu 10/2910:12 am -
1 stop5h 59m
Thu 11/512:29 pm -
1 stop4h 18m
Deal found 10/10![Delta logo]()
$769
This Delta deal was found by Cheapflights users on 10/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/291:31 pm -
1 stop3h 55m
Mon 11/3012:33 pm -
1 stop4h 06m
Deal found 10/11![Delta logo]()
$777
This Delta deal was found by Cheapflights users on 10/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/255:31 pm -
1 stop4h 12m
Wed 10/2812:29 pm -
1 stop4h 18m
Deal found 10/11![Delta logo]()
$908
Last-minute flights from Midway to WisconsinDiscover last-minute flight deals from Midway to Wisconsin. Data last updated October 12, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Wisconsin. Data last updated October 12, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 10/8. 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 10/235:31 pm -
1 stop4h 12m
Tue 10/2712:29 pm -
1 stop4h 18m
Deal found 10/8![Delta logo]()
$339
This Southwest deal was found by Cheapflights users on 10/9. 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.
Thu 10/299:55 am -
Nonstop0h 50m
Mon 11/25:30 am -
Nonstop1h 05m
Deal found 10/9![Southwest logo]()
$258
This Delta deal was found by Cheapflights users on 10/9. 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 10/301:27 pm -
1 stop3h 54m
Sun 11/17:00 am -
1 stop5h 47m
Deal found 10/9![Delta logo]()
$529
This Delta deal was found by Cheapflights users on 10/10. 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.
Fri 10/301:27 pm -
1 stop3h 54m
Sat 10/3112:29 pm -
1 stop4h 18m
Deal found 10/10![Delta logo]()
$593
This Southwest deal was found by Cheapflights users on 10/10. 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 11/16:30 am -
1 stop3h 10m
Mon 11/24:50 pm -
Nonstop0h 50m
Deal found 10/10![Southwest logo]()
$239
This Southwest deal was found by Cheapflights users on 10/8. 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 11/49:10 pm -
Nonstop1h 05m
Wed 11/116:20 am -
Nonstop1h 00m
Deal found 10/8![Southwest logo]()
$161
This Southwest deal was found by Cheapflights users on 10/12. 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.
Thu 11/510:10 am -
Nonstop0h 50m
Mon 11/95:30 am -
Nonstop1h 05m
Deal found 10/12![Southwest logo]()
$209
This Delta deal was found by Cheapflights users on 10/12. 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 11/510:12 am -
1 stop5h 59m
Sun 11/87:00 am -
1 stop5h 47m
Deal found 10/12![Delta logo]()
$309
This Southwest deal was found by Cheapflights users on 10/10. 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 11/810:10 am -
Nonstop0h 50m
Sun 11/155:30 am -
Nonstop1h 05m
Deal found 10/10![Southwest logo]()
$259
This Delta deal was found by Cheapflights users on 10/12. 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 11/1210:34 am -
1 stop5h 45m
Thu 11/1912:33 pm -
1 stop4h 06m
Deal found 10/12![Delta logo]()
$496
This Delta deal was found by Cheapflights users on 10/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/225:29 pm -
1 stop4h 35m
Wed 11/2512:33 pm -
1 stop4h 06m
Deal found 10/11![Delta logo]()
$557
This Delta deal was found by Cheapflights users on 10/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/255:29 pm -
1 stop4h 35m
Wed 12/27:00 am -
1 stop6h 01m
Deal found 10/11![Delta logo]()
$463
One-way flights from Midway to WisconsinSearch for one-way flight options from Midway to Wisconsin. Find affordable one-way fares based on user searches. Data last updated October 12, 2026.
Search for one-way flight options from Midway to Wisconsin. Find affordable one-way fares based on user searches. Data last updated October 12, 2026.
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/59:15 pm -
Nonstop1h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Southwest logo]()
$81
This Southwest deal was found by Cheapflights users on 10/11. 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.
Tue 11/109:10 pm -
Nonstop1h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Southwest logo]()
$105
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/215:50 pm -
1 stop5h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Southwest logo]()
$125
This Southwest deal was found by Cheapflights users on 10/10. 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 1/1010:05 am -
1 stop5h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Southwest logo]()
$135
This Southwest deal was found by Cheapflights users on 10/10. 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.
Tue 12/294:20 pm -
1 stop6h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Southwest logo]()
$150
This Southwest deal was found by Cheapflights users on 10/8. 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 11/78:00 am -
2 stops6h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Southwest logo]()
$179
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/912:28 pm -
2 stops28h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Frontier logo]()
$187
This Delta deal was found by Cheapflights users on 10/9. 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 12/115:30 pm -
1 stop16h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Delta logo]()
$208
This Delta deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/171:31 pm -
1 stop3h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 10/8. 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 11/191:31 pm -
1 stop3h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 10/9. 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.
Mon 1/41:00 pm -
1 stop3h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 10/8. 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 10/265:31 pm -
1 stop4h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Delta logo]()
$329
Find flight deals from Midway to Wisconsin
Keep the following information in mind while searching for Midway to Wisconsin flight deals. Data was last updated October 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $161 (Southwest) |
One-way from | $81 (Southwest) |
Popular in | May |
Cheapest in | February |
Average price | $209 |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Wisconsin 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 12, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Wisconsin that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoMilwaukee
MDW Chicago Midway - MKE Milwaukee-Mitchell
MDWMKE
Chicago Midway
Thu 1/7
10:40 am-11:30 am
Nonstop0h 50m
Milwaukee-Mitchell
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$81
ChicagoMilwaukee
MDW Chicago Midway - MKE Milwaukee-Mitchell
MDWMKE
Chicago Midway
Thu 12/10
10:10 am-11:00 am
Nonstop0h 50m
Milwaukee-Mitchell
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$105
ChicagoMilwaukee
MDW Chicago Midway - MKE Milwaukee-Mitchell
MDWMKE
Chicago Midway
Wed 11/11
3:50 pm-9:30 pm
1 stop5h 40m
Milwaukee-Mitchell
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$115
ChicagoMilwaukee
MDW Chicago Midway - MKE Milwaukee-Mitchell
MDWMKE
Chicago Midway
Thu 11/5
6:30 am-9:40 am
1 stop3h 10m
Milwaukee-Mitchell
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$115
ChicagoMilwaukee
MDW Chicago Midway - MKE Milwaukee-Mitchell
MDWMKE
Chicago Midway
Sat 11/21
5:50 pm-11:10 pm
1 stop5h 20m
Milwaukee-Mitchell
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$125
ChicagoMilwaukee
MDW Chicago Midway - MKE Milwaukee-Mitchell
MDWMKE
Chicago Midway
Thu 11/5
10:10 am-11:00 am
Nonstop0h 50m
Milwaukee-Mitchell
Mon 11/9
5:30 am-6:35 am
Nonstop1h 05m
$161
ChicagoMilwaukee
MDW Chicago Midway - MKE Milwaukee-Mitchell
MDWMKE
Chicago Midway
Wed 12/2
10:10 am-11:00 am
Nonstop0h 50m
Milwaukee-Mitchell
Mon 12/7
6:20 am-7:20 am
Nonstop1h 00m
$161
ChicagoMilwaukee
MDW Chicago Midway - MKE Milwaukee-Mitchell
MDWMKE
Chicago Midway
Wed 11/4
9:10 pm-10:15 pm
Nonstop1h 05m
Milwaukee-Mitchell
Wed 11/11
6:20 am-7:20 am
Nonstop1h 00m
$161
ChicagoMilwaukee
MDW Chicago Midway - MKE Milwaukee-Mitchell
MDWMKE
Chicago Midway
Thu 10/29
9:55 am-10:45 am
Nonstop0h 50m
Milwaukee-Mitchell
Mon 11/2
5:50 pm-10:40 pm
1 stop4h 50m
$171
ChicagoMilwaukee
MDW Chicago Midway - MKE Milwaukee-Mitchell
MDWMKE
Chicago Midway
Sat 11/7
8:00 am-2:20 pm
2 stops6h 20m
Milwaukee-Mitchell
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$179
Showing 1-10 of 34 resultsSorted by cheapest first
Best time to book a flight from Midway to Wisconsin
Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Midway with our price prediction graph.
MDW-MKE
MDW-GRB
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 Chicago Midway Airport to Wisconsin
MDW-USWI
MDW-MKE
MDW-GRB
What is the cheapest time of day to fly from MDW to WI?
Find hourly flight availability from Midway to Wisconsin. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 12, 2026.
When flying from Chicago Midway Airport to Wisconsin, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Related info for your journey
Find useful and relevant information for your journey from Midway to Wisconsin. 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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