
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $179 (United Airlines) |
One-way from | $88 (Kiwi.com) |
Popular in | October |
Cheapest in | August |
Average price | $509 |
Good round-trip deal | $318 or less |
Good one-way deal | $170 or less |
Fly from
Fly to
Route
Depart
Return
Price
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Sat 11/29
5:00 am-6:11 am
Nonstop1h 11m
Chicago O'Hare Intl
Sat 12/6
9:49 am-10:43 am
Nonstop0h 54m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Thu 12/25
5:00 am-6:22 am
Nonstop1h 22m
Chicago O'Hare Intl
Tue 12/30
9:07 pm-10:13 pm
Nonstop1h 06m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Fri 11/28
10:53 am-12:04 pm
Nonstop1h 11m
Chicago O'Hare Intl
Sun 11/30
8:51 pm-9:59 pm
Nonstop1h 08m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Wed 12/3
8:06 am-9:22 am
Nonstop1h 16m
Chicago O'Hare Intl
Thu 12/11
5:03 pm-5:58 pm
Nonstop0h 55m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Fri 11/28
3:28 pm-4:40 pm
Nonstop1h 12m
Chicago O'Hare Intl
Fri 12/5
10:00 pm-11:05 pm
Nonstop1h 05m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Mon 3/9
3:15 pm-4:21 pm
Nonstop1h 06m
Chicago O'Hare Intl
Thu 3/19
9:25 am-10:30 am
Nonstop1h 05m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Sun 11/23
5:00 am-6:11 am
Nonstop1h 11m
Chicago O'Hare Intl
Fri 11/28
6:30 pm-7:44 pm
Nonstop1h 14m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Thu 11/13
5:00 am-6:10 am
Nonstop1h 10m
Chicago O'Hare Intl
Mon 11/17
5:34 pm-6:27 pm
Nonstop0h 53m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Thu 11/27
12:35 pm-11:06 pm
1 stop10h 31m
Chicago O'Hare Intl
Thu 12/4
1:52 pm-9:39 am
2 stops19h 47m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Sun 12/7
6:09 pm-2:21 pm
1 stop20h 12m
Chicago O'Hare Intl
Fri 12/12
7:20 am-5:09 pm
1 stop9h 49m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars |
Currently, November is the cheapest month in which you can book a flight from Milwaukee to Chicago O'Hare Intl Airport (average of $173). Flying from Milwaukee to Chicago O'Hare Intl Airport in July is currently the most expensive (average of $238). 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.
It’s typically best to fly out from Milwaukee to Chicago O'Hare Intl Airport in the morning. Doing so could potentially save you 34% on the flight price compared to flying in the evening, which is usually more expensive.
Travelers seeking maximum savings on their Milwaukee to Chicago O'Hare Intl Airport flight should consider departing on Tuesday mornings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
About 10% of weekly flights between Milwaukee and Chicago have experienced delays in the past year, with the average delay time being 117 minutes.
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.
Wednesday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.
Over the last year, Hawaiian Airlines have had the lowest number of delays on this route, with no flights being classified as delayed.
Comfort
Entertainment
Food
Overall
Crew
Boarding
Reviews
Sebrena,Oct 2025
IAH - RSW
Comfort
Entertainment
Food
Overall
Crew
Boarding
Reviews
Sebrena,Oct 2025
IAH - RSW
Comfort
Entertainment
Food
Overall
Crew
Boarding
Reviews
Sebrena,Oct 2025
IAH - RSW
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$179 | Average$264 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$229 | Average$309 | FlexibilityNo cancel fee | On-time69% |