
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $189 (American Airlines) |
One-way from | $78 (Kiwi.com) |
Popular in | January |
Cheapest in | June |
Average price | $220 |
Good round-trip deal | $335 or less |
Good one-way deal | $183 or less |
Fly from
Fly to
Route
Depart
Return
Price
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Tue 2/17
4:47 pm-5:55 pm
Nonstop1h 08m
Chicago O'Hare Intl
Sat 2/21
6:52 am-7:47 am
Nonstop0h 55m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Thu 2/26
4:47 pm-5:55 pm
Nonstop1h 08m
Chicago O'Hare Intl
Sun 3/1
6:54 am-7:49 am
Nonstop0h 55m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Sun 3/15
8:30 am-9:36 am
Nonstop1h 06m
Chicago O'Hare Intl
Fri 3/20
11:30 am-12:35 pm
Nonstop1h 05m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Mon 3/2
6:00 am-7:06 am
Nonstop1h 06m
Chicago O'Hare Intl
Mon 3/9
8:45 pm-9:50 pm
Nonstop1h 05m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Sat 2/28
6:00 am-7:11 am
Nonstop1h 11m
Chicago O'Hare Intl
Sat 2/28
7:00 pm-7:59 pm
Nonstop0h 59m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Mon 3/16
9:44 am-10:50 am
Nonstop1h 06m
Chicago O'Hare Intl
Fri 3/20
11:30 am-12:35 pm
Nonstop1h 05m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Mon 3/30
7:50 am-8:59 am
Nonstop1h 09m
Chicago O'Hare Intl
Fri 4/3
8:41 pm-9:49 pm
Nonstop1h 08m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Thu 3/19
7:52 am-9:03 am
Nonstop1h 11m
Chicago O'Hare Intl
Sun 3/22
10:46 am-11:44 am
Nonstop0h 58m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Thu 4/16
2:32 pm-3:41 pm
Nonstop1h 09m
Chicago O'Hare Intl
Mon 4/20
7:40 pm-8:48 pm
Nonstop1h 08m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Tue 2/17
8:30 am-9:36 am
Nonstop1h 06m
Chicago O'Hare Intl
Sat 2/21
1:00 pm-2:05 pm
Nonstop1h 05m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
Currently, January is the cheapest month in which you can book a flight from Milwaukee to Chicago (average of $179). Flying from Milwaukee to Chicago 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 optimal to fly from Milwaukee to Chicago in the morning. By choosing this option you can save up to 38% on the cost of your flight, compared to a flight in the evening.
Travelers seeking maximum savings on their Milwaukee to Chicago flight should consider departing on Saturday afternoons 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.
The most flights from MKE to CHI are scheduled on a Friday (54 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (41 on average).
About 12% of weekly flights between Milwaukee and Chicago have experienced delays in the past year, with the average delay time being 120 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, Braathens Regional Aviation have had the lowest number of delays on this route, with just 9% of flights being delayed.
Entertainment
Boarding
Comfort
Food
Overall
Crew
Reviews
Susie,Jan 2026
CLT - TPA
Entertainment
Boarding
Comfort
Food
Overall
Crew
Reviews
Susie,Jan 2026
CLT - TPA
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$179 | Average$239 | FlexibilityNo cancel fee | On-time71% |