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MKE → ORD11 May 2026Live inventory
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Showing 25
of 57
live flights
American Airlines
AA-6325
09:08
05/11/2026
MKE
Milwaukee Airport
1h 12m
Non-stop
10:20
05/11/2026
ORD
Chicago Airport
₹10,260
per person
✓ Refundable20 fare options
American Airlines
AA-6204
11:13
05/11/2026
MKE
Milwaukee Airport
1h 12m
Non-stop
12:25
05/11/2026
ORD
Chicago Airport
₹10,260
per person
✓ Refundable20 fare options
American Airlines
AA-5010
08:11
05/11/2026
MKE
Milwaukee Airport
1h 14m
Non-stop
09:25
05/11/2026
ORD
Chicago Airport
₹10,260
per person
✓ Refundable20 fare options
American Airlines
AA-4936
13:53
05/11/2026
MKE
Milwaukee Airport
1h 14m
Non-stop
15:07
05/11/2026
ORD
Chicago Airport
₹10,260
per person
✓ Refundable20 fare options
American Airlines
AA-4973
05:06
05/11/2026
MKE
Milwaukee Airport
1h 19m
Non-stop
06:25
05/11/2026
ORD
Chicago Airport
₹10,260
per person
✕ Non-refundable20 fare options
American Airlines
AA-4953
07:01
05/11/2026
MKE
Milwaukee Airport
1h 19m
Non-stop
08:20
05/11/2026
ORD
Chicago Airport
₹10,260
per person
✓ Refundable20 fare options
American Airlines
AA-4934
16:26
05/11/2026
MKE
Milwaukee Airport
1h 22m
Non-stop
17:48
05/11/2026
ORD
Chicago Airport
₹10,260
per person
✓ Refundable20 fare options
American Airlines
AA-4933
18:40
05/11/2026
MKE
Milwaukee Airport
1h 25m
Non-stop
20:05
05/11/2026
ORD
Chicago Airport
₹10,260
per person
✓ Refundable20 fare options
Southwest Airlines
WN-2385
16:50
05/11/2026
MKE
Milwaukee Airport
0h 50m
Non-stop
17:40
05/11/2026
MDW
Chicago Airport
₹11,101
per person
✕ Non-refundable9 fare options
Southwest Airlines
WN-353
05:50
05/11/2026
MKE
Milwaukee Airport
0h 55m
Non-stop
06:45
05/11/2026
MDW
Chicago Airport
₹11,101
per person
✕ Non-refundable9 fare options
United Airlines
UA-5263
12:06
05/11/2026
MKE
Milwaukee Airport
1h 9m
Non-stop
13:15
05/11/2026
ORD
Chicago Airport
₹13,460
per person
✕ Non-refundable9 fare options
United Airlines
UA-5538
15:25
05/11/2026
MKE
Milwaukee Airport
1h 9m
Non-stop
16:34
05/11/2026
ORD
Chicago Airport
₹13,460
per person
✕ Non-refundable🔥 Last 3 seats9 fare options
United Airlines
UA-5235
17:56
05/11/2026
MKE
Milwaukee Airport
1h 9m
Non-stop
19:05
05/11/2026
ORD
Chicago Airport
₹13,460
per person
✕ Non-refundable10 fare options
United Airlines
UA-6054
18:56
05/11/2026
MKE
Milwaukee Airport
1h 9m
Non-stop
20:05
05/11/2026
ORD
Chicago Airport
₹13,460
per person
✕ Non-refundable9 fare options
Southwest Airlines
WN-1753
17:20
05/11/2026
MKE
Milwaukee Airport
5h 25m
1 Stop
⏱ STL · 3h 0mSTL Airport
22:45
05/11/2026
MDW
Chicago Airport
₹15,621
per person
✕ Non-refundable9 fare options
United Airlines
UA-5559
10:20
05/11/2026
MKE
Milwaukee Airport
1h 9m
Non-stop
11:29
05/11/2026
ORD
Chicago Airport
₹16,164
per person
✕ Non-refundable🔥 Last 4 seats9 fare options
United Airlines
UA-5640
13:46
05/11/2026
MKE
Milwaukee Airport
1h 9m
Non-stop
14:55
05/11/2026
ORD
Chicago Airport
₹16,164
per person
✕ Non-refundable🔥 Last 1 seats9 fare options
American Airlines
AA-2360
18:42
05/11/2026
MKE
Milwaukee Airport
5h 12m
1 Stop
⏱ CLT · 0h 46mCLT Airport
23:54
05/11/2026
ORD
Chicago Airport
₹16,446
per person
✕ Non-refundable
American Airlines
AA-1421
17:00
05/11/2026
MKE
Milwaukee Airport
6h 48m
1 Stop
⏱ DFW · 1h 36mDFW Airport
23:48
05/11/2026
ORD
Chicago Airport
₹16,446
per person
✕ Non-refundable
Southwest Airlines
WN-1323
14:30
05/11/2026
MKE
Milwaukee Airport
6h 0m
1 Stop
⏱ MCI · 3h 5mMCI Airport
20:30
05/11/2026
MDW
Chicago Airport
₹17,486
per person
✕ Non-refundable9 fare options
Southwest Airlines
WN-3055
15:50
05/11/2026
MKE
Milwaukee Airport
5h 10m
1 Stop
⏱ BNA · 2h 0mBNA Airport
21:00
05/11/2026
MDW
Chicago Airport
₹17,486
per person
✕ Non-refundable🔥 Last 4 seats9 fare options
Southwest Airlines
WN-3055
15:50
05/11/2026
MKE
Milwaukee Airport
7h 40m
1 Stop
⏱ BNA · 4h 30mBNA Airport
23:30
05/11/2026
MDW
Chicago Airport
₹18,008
per person
✕ Non-refundable9 fare options
Southwest Airlines
WN-1323
14:30
05/11/2026
MKE
Milwaukee Airport
3h 50m
1 Stop
⏱ MCI · 0h 55mMCI Airport
18:20
05/11/2026
MDW
Chicago Airport
₹18,416
per person
✕ Non-refundable9 fare options
Southwest Airlines
WN-377
08:55
05/11/2026
MKE
Milwaukee Airport
5h 45m
1 Stop
⏱ BNA · 2h 35mBNA Airport
14:40
05/11/2026
MDW
Chicago Airport
₹18,416
per person
✕ Non-refundable9 fare options
Southwest Airlines
WN-1461
06:50
05/11/2026
MKE
Milwaukee Airport
6h 0m
1 Stop
⏱ BNA · 2h 35mBNA Airport
12:50
05/11/2026
ORD
Chicago Airport
₹18,416
per person
✕ Non-refundable9 fare options
😕 No flights match your filters.
Milwaukee (MKE)
Chicago (ORD)
📅 Results on this page are loaded for 11 May 2026. Click View all flights for the complete live search.
Milwaukee to Chicago — what to expect when booking
The MKE–ORD 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 — Milwaukee to Chicago 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 Milwaukee,USA (MKE) and Chicago,USA (ORD) 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.