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ORD → MKE10 May 2026Live inventory
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Showing 25
of 59
live flights
American Airlines
AA-6348
22:42
05/10/2026
ORD
Chicago Airport
0h 58m
Non-stop
23:40
05/10/2026
MKE
Milwaukee Airport
₹10,273
per person
✕ Non-refundable13 fare options
American Airlines
AA-5010
06:40
05/10/2026
ORD
Chicago Airport
1h 1m
Non-stop
07:41
05/10/2026
MKE
Milwaukee Airport
₹10,273
per person
✕ Non-refundable13 fare options
American Airlines
AA-4936
12:22
05/10/2026
ORD
Chicago Airport
1h 1m
Non-stop
13:23
05/10/2026
MKE
Milwaukee Airport
₹10,273
per person
✕ Non-refundable13 fare options
American Airlines
AA-4934
14:54
05/10/2026
ORD
Chicago Airport
1h 2m
Non-stop
15:56
05/10/2026
MKE
Milwaukee Airport
₹10,273
per person
✕ Non-refundable13 fare options
American Airlines
AA-3450
16:05
05/10/2026
ORD
Chicago Airport
1h 2m
Non-stop
17:07
05/10/2026
MKE
Milwaukee Airport
₹10,273
per person
✕ Non-refundable13 fare options
American Airlines
AA-6324
09:40
05/10/2026
ORD
Chicago Airport
1h 3m
Non-stop
10:43
05/10/2026
MKE
Milwaukee Airport
₹10,273
per person
✕ Non-refundable13 fare options
American Airlines
AA-6337
16:55
05/10/2026
ORD
Chicago Airport
1h 5m
Non-stop
18:00
05/10/2026
MKE
Milwaukee Airport
₹10,273
per person
✕ Non-refundable13 fare options
American Airlines
AA-4926
19:01
05/10/2026
ORD
Chicago Airport
1h 5m
Non-stop
20:06
05/10/2026
MKE
Milwaukee Airport
₹10,273
per person
✕ Non-refundable13 fare options
American Airlines
AA-5001
20:54
05/10/2026
ORD
Chicago Airport
1h 5m
Non-stop
21:59
05/10/2026
MKE
Milwaukee Airport
₹10,273
per person
✕ Non-refundable13 fare options
Southwest Airlines
WN-1845
10:00
05/10/2026
MDW
Chicago Airport
0h 45m
Non-stop
10:45
05/10/2026
MKE
Milwaukee Airport
₹12,025
per person
✕ Non-refundable9 fare options
Southwest Airlines
WN-3318
21:40
05/10/2026
MDW
Chicago Airport
0h 45m
Non-stop
22:25
05/10/2026
MKE
Milwaukee Airport
₹12,025
per person
✕ Non-refundable9 fare options
United Airlines
UA-6030
23:00
05/10/2026
ORD
Chicago Airport
0h 59m
Non-stop
23:59
05/10/2026
MKE
Milwaukee Airport
₹13,557
per person
✕ Non-refundable11 fare options
United Airlines
UA-5234
12:09
05/10/2026
ORD
Chicago Airport
1h 2m
Non-stop
13:11
05/10/2026
MKE
Milwaukee Airport
₹13,557
per person
✕ Non-refundable10 fare options
United Airlines
UA-5933
13:25
05/10/2026
ORD
Chicago Airport
1h 2m
Non-stop
14:27
05/10/2026
MKE
Milwaukee Airport
₹13,557
per person
✕ Non-refundable10 fare options
United Airlines
UA-5855
15:40
05/10/2026
ORD
Chicago Airport
1h 2m
Non-stop
16:42
05/10/2026
MKE
Milwaukee Airport
₹13,557
per person
✕ Non-refundable10 fare options
United Airlines
UA-5656
16:30
05/10/2026
ORD
Chicago Airport
1h 2m
Non-stop
17:32
05/10/2026
MKE
Milwaukee Airport
₹13,557
per person
✕ Non-refundable10 fare options
United Airlines
UA-5555
17:55
05/10/2026
ORD
Chicago Airport
1h 2m
Non-stop
18:57
05/10/2026
MKE
Milwaukee Airport
₹13,557
per person
✕ Non-refundable10 fare options
United Airlines
UA-5427
06:45
05/10/2026
ORD
Chicago Airport
1h 4m
Non-stop
07:49
05/10/2026
MKE
Milwaukee Airport
₹13,557
per person
✕ Non-refundable11 fare options
United Airlines
UA-5821
08:40
05/10/2026
ORD
Chicago Airport
1h 5m
Non-stop
09:45
05/10/2026
MKE
Milwaukee Airport
₹13,557
per person
✕ Non-refundable10 fare options
United Airlines
UA-5889
20:57
05/10/2026
ORD
Chicago Airport
1h 6m
Non-stop
22:03
05/10/2026
MKE
Milwaukee Airport
₹13,557
per person
✕ Non-refundable11 fare options
United Airlines
UA-4711
19:40
05/10/2026
ORD
Chicago Airport
1h 8m
Non-stop
20:48
05/10/2026
MKE
Milwaukee Airport
₹13,557
per person
✕ Non-refundable🔥 Last 4 seats11 fare options
Southwest Airlines
WN-116
18:30
05/10/2026
MDW
Chicago Airport
4h 40m
1 Stop
⏱ STL · 2h 10mSTL Airport
23:10
05/10/2026
MKE
Milwaukee Airport
₹13,855
per person
✕ Non-refundable9 fare options
United Airlines
UA-5362
21:33
05/10/2026
ORD
Chicago Airport
1h 0m
Non-stop
22:33
05/10/2026
MKE
Milwaukee Airport
₹16,242
per person
✕ Non-refundable10 fare options
Southwest Airlines
WN-2630
08:15
05/10/2026
MDW
Chicago Airport
4h 30m
1 Stop
⏱ STL · 2h 0mSTL Airport
12:45
05/10/2026
MKE
Milwaukee Airport
₹16,671
per person
✕ Non-refundable9 fare options
Southwest Airlines
WN-2561
05:15
05/10/2026
MDW
Chicago Airport
6h 20m
1 Stop
⏱ BWI · 2h 30mBWI Airport
11:35
05/10/2026
MKE
Milwaukee Airport
₹16,733
per person
✕ Non-refundable
😕 No flights match your filters.
Chicago (ORD)
Milwaukee (MKE)
📅 Results on this page are loaded for 10 May 2026. Click View all flights for the complete live search.
Chicago to Milwaukee — what to expect when booking
The ORD–MKE route is served by multiple carriers throughout the year.
Fares on this route can move quickly — a price available now may not be there 30 minutes later.
If your dates are flexible, try shifting your departure by a day or two using the date strip above.
Mid-week departures often show lower base fares compared to weekend starts on many routes.
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❓ Frequently asked questions — Chicago to Milwaukee flights
Generally yes — fares on most routes are most competitive around 4–6 weeks before departure. Booking earlier usually means better availability and a lower base fare when your dates are fixed.
The straight-line distance between Chicago,USA (ORD) and Milwaukee,USA (MKE) is approximately shown in the route details above. Actual flying distance may vary slightly depending on routing.
Non-stop availability on this route varies by airline schedule and season. Use the filters below to quickly check whether direct options are available on your selected date.
Mid-week departures often show lower prices than weekend travel on many routes. Use the date strip above to compare nearby days quickly.