
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $179 (American Airlines) |
One-way from | $83 (Kiwi.com) |
Popular in | March |
Cheapest in | August |
Average price | $294 |
Good round-trip deal | $354 or less |
Good one-way deal | $190 or less |
Fly from
Fly to
Route
Depart
Return
Price
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Thu 1/22
6:58 pm-8:20 pm
Nonstop1h 22m
Chicago O'Hare Intl
Thu 1/29
5:31 pm-6:26 pm
Nonstop0h 55m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Fri 1/30
6:58 pm-8:20 pm
Nonstop1h 22m
Chicago O'Hare Intl
Sat 1/31
10:00 am-10:58 am
Nonstop0h 58m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Sat 1/31
6:10 am-7:29 am
Nonstop1h 19m
Chicago O'Hare Intl
Sat 1/31
5:30 pm-6:25 pm
Nonstop0h 55m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Sun 1/25
9:30 am-10:46 am
Nonstop1h 16m
Chicago O'Hare Intl
Sun 2/1
10:00 am-10:58 am
Nonstop0h 58m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Fri 1/9
1:04 pm-2:20 pm
Nonstop1h 16m
Chicago O'Hare Intl
Sat 1/17
10:00 am-10:58 am
Nonstop0h 58m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Sat 1/10
1:04 pm-2:20 pm
Nonstop1h 16m
Chicago O'Hare Intl
Wed 1/14
10:00 am-10:58 am
Nonstop0h 58m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Mon 1/12
7:32 am-8:53 am
Nonstop1h 21m
Chicago O'Hare Intl
Fri 1/16
9:07 pm-10:02 pm
Nonstop0h 55m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Thu 3/26
9:44 am-10:50 am
Nonstop1h 06m
Chicago O'Hare Intl
Mon 3/30
9:40 pm-10:40 pm
Nonstop1h 00m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Sun 1/25
6:51 pm-10:41 am
1 stop15h 50m
Chicago O'Hare Intl
Sun 2/1
12:21 pm-6:06 pm
1 stop29h 45m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Tue 2/10
11:30 am-12:43 pm
Nonstop1h 13m
Chicago O'Hare Intl
Sat 2/14
11:30 am-12:35 pm
Nonstop1h 05m
| 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, January is the cheapest month in which you can book a flight from Milwaukee to Chicago O'Hare Intl Airport (average of $179). Flying from Milwaukee to Chicago O'Hare Intl Airport in November is currently the most expensive (average of $284). 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 35% 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 Friday at noon when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
About 11% 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, SkyWest Airlines have had the lowest number of delays on this route, with just 10% of flights being delayed.
Entertainment
Comfort
Food
Crew
Boarding
Overall
Reviews
Jeremy,Dec 2025
OKC - CLT
Entertainment
Comfort
Food
Crew
Boarding
Overall
Reviews
Jeremy,Dec 2025
OKC - CLT
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$179 | Average$249 | FlexibilityNo cancel fee | On-time71% |