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Fly from
Fly to
Route
Depart
Return
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Wed 28/10
14:25-14:35
Nonstop1h 10m
Chicago Midway
Sat 31/10
06:45-12:05
1 stop4h 20m
Grand RapidsChicago
GRR Grand Rapids Gerald R. Ford Intl - ORD Chicago O'Hare Intl
GRRORD
Grand Rapids Gerald R. Ford Intl
Thu 29/10
07:00-07:20
Nonstop1h 20m
Chicago O'Hare Intl
Fri 30/10
07:20-09:33
Nonstop1h 13m
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Sat 31/10
17:40-18:00
Nonstop1h 20m
Chicago Midway
Mon 2/11
18:44-20:58
Nonstop1h 14m
DetroitChicago
DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl
DTWORD
Detroit Metropolitan Wayne County
Sat 31/10
07:26-08:00
Nonstop1h 34m
Chicago O'Hare Intl
Mon 2/11
21:30-23:57
Nonstop1h 27m
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Wed 4/11
14:15-14:35
Nonstop1h 20m
Chicago Midway
Thu 5/11
18:50-21:05
Nonstop1h 15m
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Fri 11/12
17:40-18:01
Nonstop1h 21m
Chicago Midway
Sat 12/12
09:37-11:57
Nonstop1h 20m
DetroitChicago
DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl
DTWORD
Detroit Metropolitan Wayne County
Fri 23/10
19:56-20:30
Nonstop1h 34m
Chicago O'Hare Intl
Sat 24/10
08:29-10:52
Nonstop1h 23m
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Wed 28/10
09:00-09:10
Nonstop1h 10m
Chicago Midway
Sat 31/10
08:20-17:30
2 stops8h 10m
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Wed 4/11
08:50-09:10
Nonstop1h 20m
Chicago Midway
Wed 11/11
13:15-22:10
2 stops7h 55m
DetroitChicago
DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl
DTWORD
Detroit Metropolitan Wayne County
Mon 16/11
15:01-22:43
1 stop8h 42m
Chicago O'Hare Intl
Mon 23/11
16:00-19:09
1 stop26h 09m
See travel insights to Chicago from
How to get the cheapest flight ticket from Michigan to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago?
The cheapest month to fly to Chicago from Michigan is in December. Flight prices, which tend to average around £185, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of December, then book flights to Chicago from Michigan during November instead. Flights to Chicago in November, while not as cheap as those in December, still average around £186.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Monday when prices can be found for as low as £324. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Chicago is Thursday, with ticket prices averaging around £1,339.
What is the cheapest time of day to depart on your flight to Chicago?
Flying to Chicago from Michigan in the morning is the least expensive time of day to depart. momondo users have found prices as low as £324 when looking at flights departing in the morning. Flights at midday are often more expensive, with an average ticket price of £962.
What is the cheapest Michigan to Chicago flight route?
Fly from Flint Bishop to Chicago O'Hare Intl for the best Michigan - Chicago flight prices
How far in advance should I book a flight from Michigan to Chicago?
You are more likely to see cheaper flights to Chicago from Michigan when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around £267 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Michigan for as low as £141 on momondo.
What cabin class options are available on Michigan to Chicago flights?
There are 3 cabin classes available to choose from on Michigan to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
How many flights depart from Michigan to Chicago on average per day?
The number of flights available between Michigan and Chicago is 114 per day as of October 2026. The most frequent departure time is 10:00, with 40% of daily flights leaving at midday.
How many flights depart from Michigan to Chicago on average per week?
798 flights are operational weekly from Michigan to Chicago as of October 2026. The most popular departure day for this route is Sun, with 24% of flights per week taking off on this day.
Cheap Michigan to Chicago flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Michigan to Chicago
Frequently asked questions about flying from Michigan to Chicago
When did momondo last update prices for flights from Michigan to Chicago?
Prices for flights from Michigan to Chicago are updated daily.
How old do you have to be to fly from Michigan to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Michigan to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Michigan to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Michigan to Chicago is Airbus A320-100/200 (12.78% of total bookings). The next most popular plane models are Airbus A319 (9.61%), Canadair (Bombardier) Regional Jet 700 (9.19%), and Embraer 175 (Enhanced Winglets) (8.03%).
Travelling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Michigan to Chicago?
It is quick and easy to find Michigan to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.
Can I find flights from Michigan to Chicago with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Michigan to Chicago flights to just show those with flexible booking policies.
How can momondo help me find flights from Michigan to Chicago?
momondo provides multiple filters to help you find the best flight to Chicago from Michigan. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from Michigan to Chicago right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Michigan and alert you when they change.