
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $169 (Southwest) |
One-way from | $85 (Southwest) |
Popular in | February |
Cheapest in | May |
Average price | $405 |
Good round-trip deal | $372 or less |
Good one-way deal | $203 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoDetroit
MDW - DTW
MDWDTW
Chicago Midway
Tue 5/19
9:22 am-11:35 am
Nonstop1h 13m
Detroit Metropolitan Wayne County
Sat 5/23
12:27 pm-12:42 pm
Nonstop1h 15m
ChicagoGrand Rapids
MDW - GRR
MDWGRR
Chicago Midway
Tue 4/21
10:15 am-12:10 pm
Nonstop0h 55m
Grand Rapids Gerald R. Ford Intl
Sat 4/25
5:05 pm-5:10 pm
Nonstop1h 05m
ChicagoGrand Rapids
MDW - GRR
MDWGRR
Chicago Midway
Sat 4/18
5:25 pm-11:25 pm
1 stop5h 00m
Grand Rapids Gerald R. Ford Intl
Mon 4/20
6:30 am-6:35 am
Nonstop1h 05m
ChicagoGrand Rapids
MDW - GRR
MDWGRR
Chicago Midway
Thu 4/23
3:10 pm-5:05 pm
Nonstop0h 55m
Grand Rapids Gerald R. Ford Intl
Mon 4/27
5:40 pm-5:45 pm
Nonstop1h 05m
ChicagoDetroit
MDW - DTW
MDWDTW
Chicago Midway
Thu 4/23
6:38 pm-8:53 pm
Nonstop1h 15m
Detroit Metropolitan Wayne County
Thu 4/30
8:25 am-8:47 am
Nonstop1h 22m
ChicagoDetroit
MDW - DTW
MDWDTW
Chicago Midway
Mon 5/4
7:05 pm-9:10 pm
Nonstop1h 05m
Detroit Metropolitan Wayne County
Mon 5/11
1:00 pm-1:10 pm
Nonstop1h 10m
ChicagoGrand Rapids
MDW - GRR
MDWGRR
Chicago Midway
Wed 4/22
10:15 am-12:10 pm
Nonstop0h 55m
Grand Rapids Gerald R. Ford Intl
Wed 4/29
8:10 am-3:50 pm
2 stops8h 40m
ChicagoDetroit
MDW - DTW
MDWDTW
Chicago Midway
Thu 5/7
7:50 am-2:20 pm
1 stop5h 30m
Detroit Metropolitan Wayne County
Thu 5/14
1:00 pm-1:10 pm
Nonstop1h 10m
ChicagoDetroit
MDW - DTW
MDWDTW
Chicago Midway
Wed 4/22
10:10 am-6:20 pm
2 stops7h 10m
Detroit Metropolitan Wayne County
Wed 4/29
1:20 pm-7:25 pm
2 stops7h 05m
ChicagoGrand Rapids
MDW - GRR
MDWGRR
Chicago Midway
Tue 5/5
9:40 pm-11:35 pm
Nonstop0h 55m
Grand Rapids Gerald R. Ford Intl
Thu 5/7
8:25 am-12:05 pm
1 stop4h 40m
When flying from Chicago Midway Airport to Michigan, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 66% versus a flight at noon.
Travelers seeking maximum savings on their Chicago Midway Airport to Michigan flight should consider departing on Saturday evenings when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from MDW to USMI are scheduled on a Wednesday (16 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (7 on average).
Entertainment
Food
Crew
Boarding
Overall
Comfort
Reviews
Dominic,Mar 2026
MCO - SMF
Entertainment
Food
Crew
Boarding
Overall
Comfort
Reviews
Dominic,Mar 2026
MCO - SMF
Entertainment
Food
Crew
Boarding
Overall
Comfort
Reviews
Dominic,Mar 2026
MCO - SMF
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$97 | Average$277 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$137 | Average$245 | FlexibilityNo cancel fee | On-timeN/A |