$72+ Cheap flights from Illinois to Milwaukee (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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MKE
Jul 10 — Jul 171
Round-trip
1 adult, Economy
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Cheapest flights from Illinois to MilwaukeeExplore the most affordable flight options available from Illinois to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 10, 2026.
Explore the most affordable flight options available from Illinois to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 10, 2026.
This American Airlines deal was found by Cheapflights users on 6/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:45 am
ORD
- MKE
Nonstop0h 59m
American Airlines
Sat 8/152:42 pm
MKE
- ORD
Nonstop1h 19m
American Airlines
Deal found 6/8![American Airlines logo]()
$157
This Southwest deal was found by Cheapflights users on 6/8. 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 8/1210:15 am
MDW
- MKE
Nonstop0h 50m
Southwest
Sat 8/151:30 pm
MKE
- MDW
Nonstop0h 50m
Southwest
Deal found 6/8![Southwest logo]()
$158
This Southwest deal was found by Cheapflights users on 6/9. 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 9/98:40 pm
MDW
- MKE
Nonstop0h 45m
Southwest
Fri 9/114:20 pm
MKE
- MDW
Nonstop0h 50m
Southwest
Deal found 6/9![Southwest logo]()
$172
This Southwest deal was found by Cheapflights users on 6/8. 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.
Fri 8/148:40 pm
MDW
- MKE
Nonstop0h 45m
Southwest
Mon 8/174:20 pm
MKE
- MDW
Nonstop0h 50m
Southwest
Deal found 6/8![Southwest logo]()
$186
This United Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/15:59 am
ORD
- MKE
Nonstop1h 01m
United Airlines
Tue 7/75:00 am
MKE
- ORD
Nonstop0h 59m
United Airlines
Deal found 6/4![United Airlines logo]()
$197
This Southwest deal was found by Cheapflights users on 6/8. 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 7/229:00 pm
MDW
- MKE
Nonstop0h 55m
Southwest
Wed 7/294:10 pm
MKE
- MDW
Nonstop0h 50m
Southwest
Deal found 6/8![Southwest logo]()
$197
This American Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/18:00 pm
ORD
- MKE
Nonstop1h 05m
American Airlines
Sun 7/57:03 pm
MKE
- ORD
Nonstop1h 34m
American Airlines
Deal found 6/5![American Airlines logo]()
$208
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/110:10 am
MDW
- MKE
Nonstop0h 45m
Southwest
Sun 7/55:05 pm
MKE
- MDW
Nonstop0h 55m
Southwest
Deal found 6/5![Southwest logo]()
$208
This United Airlines deal was found by Cheapflights users on 6/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/13:00 pm
ORD
- MKE
Nonstop1h 10m
United Airlines
Wed 9/25:00 am
MKE
- ORD
Nonstop1h 10m
United Airlines
Deal found 6/8![United Airlines logo]()
$213
This American Airlines deal was found by Cheapflights users on 6/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/236:45 pm
ORD
- MKE
Nonstop1h 01m
American Airlines
Thu 7/305:02 am
MKE
- ORD
Nonstop1h 12m
American Airlines
Deal found 6/8![American Airlines logo]()
$217
This American Airlines deal was found by Cheapflights users on 6/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/26:45 pm
ORD
- MKE
Nonstop1h 01m
American Airlines
Sun 7/57:03 pm
MKE
- ORD
Nonstop1h 34m
American Airlines
Deal found 6/8![American Airlines logo]()
$218
This American Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/276:20 pm
ORD
- MKE
Nonstop0h 59m
American Airlines
Fri 7/177:25 am
MKE
- ORD
Nonstop1h 22m
American Airlines
Deal found 6/6![American Airlines logo]()
$219
Best flights from Illinois to MilwaukeeDiscover carefully curated flight deals from Illinois to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 10, 2026.
Discover carefully curated flight deals from Illinois to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 10, 2026.
This Southwest deal was found by Cheapflights users on 6/8. 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 8/1210:15 am
MDW
- MKE
Nonstop0h 50m
Southwest
Sat 8/151:30 pm
MKE
- MDW
Nonstop0h 50m
Southwest
Deal found 6/8![Southwest logo]()
$158
This United Airlines deal was found by Cheapflights users on 6/9. 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 7/75:45 pm
ORD
- MKE
Nonstop1h 03m
United Airlines
Tue 7/147:23 pm
MKE
- ORD
Nonstop1h 06m
United Airlines
Deal found 6/9![United Airlines logo]()
$197
This American Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/276:40 am
ORD
- MKE
Nonstop1h 02m
American Airlines
Sun 6/286:13 am
MKE
- ORD
Nonstop1h 17m
American Airlines
Deal found 6/6![American Airlines logo]()
$219
This Southwest deal was found by Cheapflights users on 6/8. 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.
Fri 8/148:40 pm
MDW
- MKE
Nonstop0h 45m
Southwest
Mon 8/174:20 pm
MKE
- MDW
Nonstop0h 50m
Southwest
Deal found 6/8![Southwest logo]()
$186
This United Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/15:59 am
ORD
- MKE
Nonstop1h 01m
United Airlines
Tue 7/75:00 am
MKE
- ORD
Nonstop0h 59m
United Airlines
Deal found 6/4![United Airlines logo]()
$197
This United Airlines deal was found by Cheapflights users on 6/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/13:00 pm
ORD
- MKE
Nonstop1h 10m
United Airlines
Wed 9/25:00 am
MKE
- ORD
Nonstop1h 10m
United Airlines
Deal found 6/8![United Airlines logo]()
$213
This Southwest deal was found by Cheapflights users on 6/7. 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 7/210:20 am
MDW
- MKE
Nonstop0h 45m
Southwest
Sun 7/56:00 am
MKE
- MDW
Nonstop0h 50m
Southwest
Deal found 6/7![Southwest logo]()
$219
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2710:15 am
MDW
- MKE
Nonstop0h 45m
Southwest
Sun 6/286:00 am
MKE
- MDW
Nonstop0h 50m
Southwest
Deal found 6/6![Southwest logo]()
$219
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/69:55 pm
MDW
- MKE
Nonstop0h 55m
Southwest
Mon 7/137:20 am
MKE
- MDW
1 stop6h 25m
Southwest
Deal found 6/5![Southwest logo]()
$229
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:30 am
MDW
- MKE
1 stop5h 10m
Southwest
Sat 7/114:00 pm
MKE
- MDW
Nonstop0h 50m
Southwest
Deal found 6/5![Southwest logo]()
$229
This Southwest deal was found by Cheapflights users on 6/8. 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 7/239:55 pm
MDW
- MKE
Nonstop0h 55m
Southwest
Thu 7/305:50 pm
MKE
- MDW
1 stop5h 15m
Southwest
Deal found 6/8![Southwest logo]()
$229
This United Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/256:15 pm
ORD
- MKE
Nonstop1h 11m
United Airlines
Fri 6/267:20 am
MKE
- ORD
Nonstop1h 09m
United Airlines
Deal found 6/5![United Airlines logo]()
$307
This KAYAK deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/255:34 pm
ORD
- MKE
1 stop6h 25m
American Airlines
Fri 6/2610:00 am
MKE
- ORD
Nonstop1h 12m
American Airlines
Deal found 6/5![American Airlines logo]()
$374
This United Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/38:15 pm
STL
- MKE
1 stop3h 54m
United Airlines
Wed 11/412:14 pm
MKE
- STL
1 stop3h 24m
United Airlines
Deal found 6/4![United Airlines logo]()
$322
This Southwest deal was found by Cheapflights users on 6/8. 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 11/148:45 am
STL
- MKE
1 stop7h 45m
Southwest
Mon 11/168:00 am
MKE
- STL
Nonstop1h 25m
Southwest
Deal found 6/8![Southwest logo]()
$264
This Southwest deal was found by Cheapflights users on 6/7. 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 7/45:40 am
STL
- MKE
1 stop5h 35m
Southwest
Sat 7/42:35 pm
MKE
- STL
Nonstop1h 15m
Southwest
Deal found 6/7![Southwest logo]()
$289
This Southwest deal was found by Cheapflights users on 6/9. 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 7/73:15 pm
STL
- MKE
2 stops7h 10m
Southwest
Tue 7/145:05 pm
MKE
- STL
Nonstop1h 20m
Southwest
Deal found 6/9![Southwest logo]()
$294
This Southwest deal was found by Cheapflights users on 6/7. 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.
Sun 9/67:45 pm
STL
- MKE
Nonstop1h 10m
Southwest
Wed 9/96:40 am
MKE
- STL
2 stops7h 50m
Southwest
Deal found 6/7![Southwest logo]()
$307
This United Airlines deal was found by Cheapflights users on 6/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/271:30 pm
ORD
- MKE
1 stop10h 04m
United Airlines
Fri 7/177:23 pm
MKE
- ORD
Nonstop1h 06m
United Airlines
Deal found 6/7![United Airlines logo]()
$526
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/37:10 pm
STL
- MKE
1 stop5h 05m
Southwest
Mon 7/65:40 am
MKE
- STL
1 stop3h 30m
Southwest
Deal found 6/5![Southwest logo]()
$312
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/297:15 pm
STL
- MKE
1 stop5h 00m
Southwest
Mon 7/65:15 pm
MKE
- STL
1 stop5h 40m
Southwest
Deal found 6/6![Southwest logo]()
$325
Last-minute flights from Illinois to MilwaukeeDiscover last-minute flight deals from Illinois to Milwaukee. Data last updated June 10, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Milwaukee. Data last updated June 10, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 6/7. 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 6/2510:20 am
MDW
- MKE
Nonstop0h 45m
Southwest
Sun 6/286:00 am
MKE
- MDW
Nonstop0h 50m
Southwest
Deal found 6/7![Southwest logo]()
$248
This American Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/276:20 pm
ORD
- MKE
Nonstop0h 59m
American Airlines
Fri 7/177:25 am
MKE
- ORD
Nonstop1h 22m
American Airlines
Deal found 6/6![American Airlines logo]()
$219
This United Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/15:59 am
ORD
- MKE
Nonstop1h 01m
United Airlines
Tue 7/75:00 am
MKE
- ORD
Nonstop0h 59m
United Airlines
Deal found 6/4![United Airlines logo]()
$197
This American Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/18:00 pm
ORD
- MKE
Nonstop1h 05m
American Airlines
Sun 7/57:03 pm
MKE
- ORD
Nonstop1h 34m
American Airlines
Deal found 6/5![American Airlines logo]()
$208
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/110:10 am
MDW
- MKE
Nonstop0h 45m
Southwest
Sun 7/55:05 pm
MKE
- MDW
Nonstop0h 55m
Southwest
Deal found 6/5![Southwest logo]()
$208
This American Airlines deal was found by Cheapflights users on 6/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/26:45 pm
ORD
- MKE
Nonstop1h 01m
American Airlines
Sun 7/57:03 pm
MKE
- ORD
Nonstop1h 34m
American Airlines
Deal found 6/8![American Airlines logo]()
$218
This Southwest deal was found by Cheapflights users on 6/8. 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.
Fri 7/36:00 pm
MDW
- MKE
1 stop4h 55m
Southwest
Mon 7/67:20 am
MKE
- MDW
1 stop6h 25m
Southwest
Deal found 6/8![Southwest logo]()
$239
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/412:45 pm
MDW
- MKE
2 stops7h 45m
Southwest
Sat 7/115:45 am
MKE
- MDW
Nonstop0h 50m
Southwest
Deal found 6/5![Southwest logo]()
$234
This Southwest deal was found by Cheapflights users on 6/9. 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 7/75:10 pm
MDW
- MKE
1 stop5h 20m
Southwest
Tue 7/145:05 pm
MKE
- MDW
1 stop5h 35m
Southwest
Deal found 6/9![Southwest logo]()
$217
This Southwest deal was found by Cheapflights users on 6/8. 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 7/229:00 pm
MDW
- MKE
Nonstop0h 55m
Southwest
Wed 7/294:10 pm
MKE
- MDW
Nonstop0h 50m
Southwest
Deal found 6/8![Southwest logo]()
$197
This American Airlines deal was found by Cheapflights users on 6/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/236:45 pm
ORD
- MKE
Nonstop1h 01m
American Airlines
Thu 7/305:02 am
MKE
- ORD
Nonstop1h 12m
American Airlines
Deal found 6/8![American Airlines logo]()
$217
This Southwest deal was found by Cheapflights users on 6/8. 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 7/239:55 pm
MDW
- MKE
Nonstop0h 55m
Southwest
Thu 7/305:40 am
MKE
- MDW
Nonstop0h 50m
Southwest
Deal found 6/8![Southwest logo]()
$219
One-way flights from Illinois to MilwaukeeSearch for one-way flight options from Illinois to Milwaukee. Find affordable one-way fares based on user searches. Data last updated June 10, 2026.
Search for one-way flight options from Illinois to Milwaukee. Find affordable one-way fares based on user searches. Data last updated June 10, 2026.
This American Airlines deal was found by Cheapflights users on 6/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/45:21 pm
ORD
- MKE
Nonstop1h 02m
American Airlines
Deal found 6/8![American Airlines logo]()
$72
This Southwest deal was found by Cheapflights users on 6/8. 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.
Tue 8/410:15 am
MDW
- MKE
Nonstop0h 50m
Southwest
Deal found 6/8![Southwest logo]()
$72
This United Airlines deal was found by Cheapflights users on 6/9. 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.
Thu 8/65:59 am
ORD
- MKE
Nonstop1h 01m
United Airlines
Deal found 6/9![United Airlines logo]()
$86
This Southwest deal was found by Cheapflights users on 6/9. 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 8/68:40 pm
MDW
- MKE
Nonstop0h 45m
Southwest
Deal found 6/9![Southwest logo]()
$86
This Southwest deal was found by Cheapflights users on 6/8. 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 8/156:35 am
MDW
- MKE
1 stop4h 45m
Southwest
Deal found 6/8![Southwest logo]()
$96
This United Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/16:15 pm
ORD
- MKE
Nonstop1h 11m
United Airlines
Deal found 6/4![United Airlines logo]()
$99
This Southwest deal was found by Cheapflights users on 6/9. 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 7/79:00 pm
MDW
- MKE
Nonstop0h 55m
Southwest
Deal found 6/9![Southwest logo]()
$99
This Southwest deal was found by Cheapflights users on 6/8. 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.
Fri 9/48:40 pm
MDW
- MKE
Nonstop0h 45m
Southwest
Deal found 6/8![Southwest logo]()
$100
This United Airlines deal was found by Cheapflights users on 6/9. 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 8/45:59 am
ORD
- MKE
Nonstop1h 01m
United Airlines
Deal found 6/9![United Airlines logo]()
$107
This Delta deal was found by Cheapflights users on 6/9. 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 9/96:45 am
STL
- MKE
1 stop5h 41m
Delta
Deal found 6/9![Delta logo]()
$108
This United Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/25:59 am
ORD
- MKE
Nonstop1h 01m
United Airlines
Deal found 6/6![United Airlines logo]()
$110
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/29:55 pm
MDW
- MKE
Nonstop0h 50m
Southwest
Deal found 6/5![Southwest logo]()
$110
Find flight deals from Illinois to Milwaukee
Keep the following information in mind while searching for Illinois to Milwaukee flight deals. Data was last updated June 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $157 (American Airlines) |
One-way from | $72 (American Airlines) |
Good round-trip deal | $248 or less |
Good one-way deal | $188 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Illinois 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 June 10, 2026.
Use the filters below to find and compare flights from Illinois to Milwaukee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoMilwaukee
MDW - MKE
MDWMKE
Chicago Midway
Wed 8/12
10:15 am-11:05 am
Nonstop0h 50m
Milwaukee-Mitchell
Sat 8/15
1:30 pm-2:20 pm
Nonstop0h 50m
$158
Quickest round-trip
ChicagoMilwaukee
MDW - MKE
MDWMKE
Chicago Midway
Fri 8/14
8:40 pm-9:25 pm
Nonstop0h 45m
Milwaukee-Mitchell
Mon 8/17
4:20 pm-5:10 pm
Nonstop0h 50m
$186
ChicagoMilwaukee
ORD - MKE
ORDMKE
Chicago O'Hare Intl
Tue 7/7
5:45 pm-6:48 pm
Nonstop1h 03m
Milwaukee-Mitchell
Tue 7/14
7:23 pm-8:29 pm
Nonstop1h 06m
$197
ChicagoMilwaukee
ORD - MKE
ORDMKE
Chicago O'Hare Intl
Wed 7/1
5:59 am-7:00 am
Nonstop1h 01m
Milwaukee-Mitchell
Tue 7/7
5:00 am-5:59 am
Nonstop0h 59m
$197
ChicagoMilwaukee
ORD - MKE
ORDMKE
Chicago O'Hare Intl
Tue 9/1
3:00 pm-4:10 pm
Nonstop1h 10m
Milwaukee-Mitchell
Wed 9/2
5:00 am-6:10 am
Nonstop1h 10m
$213
ChicagoMilwaukee
ORD - MKE
ORDMKE
Chicago O'Hare Intl
Sat 6/27
6:40 am-7:42 am
Nonstop1h 02m
Milwaukee-Mitchell
Sun 6/28
6:13 am-7:30 am
Nonstop1h 17m
$219
ChicagoMilwaukee
MDW - MKE
MDWMKE
Chicago Midway
Thu 7/2
10:20 am-11:05 am
Nonstop0h 45m
Milwaukee-Mitchell
Sun 7/5
6:00 am-6:50 am
Nonstop0h 50m
$219
ChicagoMilwaukee
MDW - MKE
MDWMKE
Chicago Midway
Sat 6/27
10:15 am-11:00 am
Nonstop0h 45m
Milwaukee-Mitchell
Sun 6/28
6:00 am-6:50 am
Nonstop0h 50m
$219
ChicagoMilwaukee
MDW - MKE
MDWMKE
Chicago Midway
Mon 7/6
9:55 pm-10:50 pm
Nonstop0h 55m
Milwaukee-Mitchell
Mon 7/13
7:20 am-1:45 pm
1 stop6h 25m
$229
ChicagoMilwaukee
MDW - MKE
MDWMKE
Chicago Midway
Sat 7/4
6:30 am-11:40 am
1 stop5h 10m
Milwaukee-Mitchell
Sat 7/11
4:00 pm-4:50 pm
Nonstop0h 50m
$229
Showing 1-10 of 51 resultsSorted by cheapest first
Best time to book a flight from Illinois to Milwaukee
Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Illinois with our price prediction graph.
ORD-MKE
MDW-MKE
STL-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 Illinois to Milwaukee
USIL-MKE
ORD-MKE
MDW-MKE
STL-MKE
What is the cheapest time of day to fly from IL to MKE?
Find hourly flight availability from Illinois 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 June 10, 2026.
It’s typically best to fly out from Illinois to Milwaukee in the afternoon. Doing so could potentially save you 35% on the flight price compared to flying in the evening, which is usually more expensive.
Weekly flight availability from Illinois to Milwaukee
Explore weekly flight availability from Illinois to Milwaukee. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 10, 2026.
The most flights from USIL to MKE are scheduled on a Tuesday (55 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (29 on average).
Related info for your journey
Find useful and relevant information for your journey from Illinois 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
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Milwaukee flight routes
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Alternative routes for Illinois to Milwaukee
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Milwaukee by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Illinois to Milwaukee by cabin class
Find flights from Illinois to Milwaukee, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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 June 10, 2026.
Illinois and Milwaukee flights
Browse other Illinois and Milwaukee flight options. Last updated on June 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Illinois to Milwaukee flights
Consider these flights traveling from Illinois to Milwaukee.
Top 2 airlines flying from Illinois to Milwaukee
Discover the top 2 airlines that operate flights from Illinois 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 June 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$179 | Average$224 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$179 | Average$318 | FlexibilityNo cancel fee | On-time69% |