
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $179 (United Airlines) |
One-way from | $90 (American Airlines) |
Popular in | January |
Cheapest in | June |
Average price | $179 |
Good round-trip deal | $351 or less |
Good one-way deal | $182 or less |
Fly from
Fly to
Route
Depart
Return
Price
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Fri 1/16
9:30 am-10:46 am
Nonstop1h 16m
Chicago O'Hare Intl
Fri 1/23
3:00 pm-3:57 pm
Nonstop0h 57m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Tue 1/13
6:58 pm-8:20 pm
Nonstop1h 22m
Chicago O'Hare Intl
Tue 1/20
5:31 pm-6:26 pm
Nonstop0h 55m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Wed 12/31
5:00 am-6:22 am
Nonstop1h 22m
Chicago O'Hare Intl
Sun 1/4
4:04 pm-5:07 pm
Nonstop1h 03m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Thu 1/1
7:45 am-9:03 am
Nonstop1h 18m
Chicago O'Hare Intl
Mon 1/5
6:35 pm-7:38 pm
Nonstop1h 03m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Thu 1/8
1:04 pm-2:20 pm
Nonstop1h 16m
Chicago O'Hare Intl
Sun 1/11
9:07 pm-10:02 pm
Nonstop0h 55m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Tue 1/13
5:00 am-6:22 am
Nonstop1h 22m
Chicago O'Hare Intl
Sat 1/17
2:40 pm-3:43 pm
Nonstop1h 03m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Thu 4/16
9:40 am-10:49 am
Nonstop1h 09m
Chicago O'Hare Intl
Sun 4/19
7:40 pm-8:48 pm
Nonstop1h 08m
MilwaukeeChicago
MKE - MDW
MKEMDW
Milwaukee-Mitchell
Thu 1/8
11:45 am-6:50 pm
1 stop7h 05m
Chicago Midway
Sun 1/11
2:40 pm-10:10 pm
1 stop7h 30m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Mon 6/15
2:24 pm-3:33 pm
Nonstop1h 09m
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Sun 2/15
8:43 am-10:00 am
Nonstop1h 17m
| 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 | |
| Price Accuracy1 star | 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 at noon. By choosing this option you can save up to 36% 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 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.
The most flights from MKE to CHI are scheduled on a Thursday (47 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (12 on average).
About 11% of weekly flights between Milwaukee and Chicago have experienced delays in the past year, with the average delay time being 116 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, Braathens Regional Aviation have had the lowest number of delays on this route, with just 9% of flights being delayed.
Entertainment
Food
Crew
Overall
Comfort
Boarding
Reviews
Jeremy,Dec 2025
OKC - CLT
Entertainment
Food
Crew
Overall
Comfort
Boarding
Reviews
Jeremy,Dec 2025
OKC - CLT
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$179 | Average$264 | FlexibilityNo cancel fee | On-time71% |