
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $170 (American Airlines) |
One-way from | $86 (United Airlines) |
Good round-trip deal | $359 or less |
Good one-way deal | $168 or less |
Fly from
Fly to
Route
Depart
Return
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Wed 8/5
7:50 am-9:00 am
Nonstop1h 10m
Chicago O'Hare Intl
Wed 8/12
5:59 am-7:07 am
Nonstop1h 08m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Wed 8/5
6:48 pm-8:21 pm
Nonstop1h 33m
Chicago O'Hare Intl
Wed 8/12
6:56 pm-7:59 pm
Nonstop1h 03m
MilwaukeeChicago
MKE - MDW
MKEMDW
Milwaukee-Mitchell
Wed 8/5
3:40 pm-4:30 pm
Nonstop0h 50m
Chicago Midway
Wed 8/12
10:15 am-11:05 am
Nonstop0h 50m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Wed 8/26
11:18 am-12:29 pm
Nonstop1h 11m
Chicago O'Hare Intl
Wed 9/2
4:05 pm-5:15 pm
Nonstop1h 10m
MilwaukeeChicago
MKE - MDW
MKEMDW
Milwaukee-Mitchell
Mon 8/10
5:45 am-6:30 am
Nonstop0h 45m
Chicago Midway
Mon 8/17
8:40 pm-9:25 pm
Nonstop0h 45m
MilwaukeeChicago
MKE - MDW
MKEMDW
Milwaukee-Mitchell
Sat 8/8
1:30 pm-2:20 pm
Nonstop0h 50m
Chicago Midway
Mon 8/10
8:40 pm-9:25 pm
Nonstop0h 45m
MilwaukeeChicago
MKE - MDW
MKEMDW
Milwaukee-Mitchell
Thu 8/20
5:45 am-6:30 am
Nonstop0h 45m
Chicago Midway
Mon 8/24
12:00 pm-3:40 pm
1 stop3h 40m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Tue 7/21
6:20 am-7:30 am
Nonstop1h 10m
Chicago O'Hare Intl
Fri 7/24
6:15 pm-7:26 pm
Nonstop1h 11m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Sat 8/15
10:19 am-11:30 am
Nonstop1h 11m
Chicago O'Hare Intl
Sun 8/16
8:50 am-10:00 am
Nonstop1h 10m
MilwaukeeChicago
MKE - MDW
MKEMDW
Milwaukee-Mitchell
Tue 7/28
4:10 pm-5:00 pm
Nonstop0h 50m
Chicago Midway
Thu 7/30
9:55 pm-10:50 pm
Nonstop0h 55m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
It’s optimal to fly from Milwaukee to Chicago in the morning. By choosing this option you can save up to 40% on the cost of your flight, compared to a flight in the evening.
The most flights from MKE to CHI are scheduled on a Friday (56 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (20 on average).
About 13% of weekly flights between Milwaukee and Chicago have experienced delays in the past year, with the average delay time being 123 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.
Tuesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Over the last year, United Airlines have had the lowest number of delays on this route, with just 11% of flights being delayed.
Travelers seeking maximum savings on their Milwaukee to Chicago flight should consider departing on Saturday 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.
Boarding
Entertainment
Food
Overall
Crew
Comfort
Reviews
Anonymous,Aug 2025
BNA - ORD
Boarding
Entertainment
Food
Overall
Crew
Comfort
Reviews
Anonymous,Aug 2025
BNA - ORD
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$179 | Average$219 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$179 | Average$219 | FlexibilityNo cancel fee | On-time69% |