Chicago

$59+ Cheap flights from Michigan to Chicago (CHI)

DTW — CHI
Nov 8 — Nov 151
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Find cheap flights from Michigan to Chicago with Cheapflights

1. Tell us where you want to go

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Cheap flight deals from Michigan to Chicago

Cheapest flights from Michigan to Chicago

Thu 10/229:55 am -
Nonstop1h 35m
Mon 10/264:45 pm -
Nonstop1h 20m
Deal found 10/7$119
Wed 10/213:30 pm -
Nonstop1h 35m
Sun 10/2511:10 am -
Nonstop1h 20m
Deal found 10/6$120
Mon 11/23:30 pm -
Nonstop1h 35m
Mon 11/911:10 am -
Nonstop1h 20m
Deal found 10/5$129
Sat 12/269:55 am -
Nonstop1h 35m
Sat 1/24:55 pm -
Nonstop1h 20m
Deal found 10/7$139
Fri 11/133:30 pm -
Nonstop1h 35m
Sun 11/1511:10 am -
Nonstop1h 20m
Deal found 10/7$140
Fri 11/203:30 pm -
Nonstop1h 35m
Sun 11/2211:10 am -
Nonstop1h 20m
Deal found 10/8$141
Mon 12/73:30 pm -
Nonstop1h 35m
Thu 12/104:45 pm -
Nonstop1h 20m
Deal found 10/7$158
Thu 10/159:55 am -
Nonstop1h 35m
Wed 10/2111:10 am -
Nonstop1h 20m
Deal found 10/7$159
Mon 10/129:55 am -
Nonstop1h 35m
Sat 10/314:45 pm -
Nonstop1h 20m
Deal found 10/5$165
Thu 11/193:30 pm -
Nonstop1h 35m
Thu 11/2611:10 am -
Nonstop1h 20m
Deal found 10/5$169
Sat 11/78:05 am -
Nonstop1h 10m
Sun 11/88:55 am -
Nonstop1h 00m
Deal found 10/7$186
Tue 11/38:05 am -
Nonstop1h 10m
Fri 11/135:45 pm -
Nonstop1h 00m
Deal found 10/6$191

Find flight deals from Michigan to Chicago

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$119
(Mytrip)

One-way from

$59
(Booking.com)

Popular in

June

Cheapest in

January

Average price

$277

Good round-trip deal

$123 or less

Good one-way deal

$69 or less
Provider with most accurate pricing for Detroit (DTT)-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Detroit (DTT)-Chicago (CHI) flights.
From Michigan to Chicago (CHI)
One-way flight from Michigan to Chicago (CHI)
Highest demand for flights based on searches. 8% potential increase in price ($26 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in October 2026
Price to beat on a round-trip flight from Michigan to Chicago (CHI).
Price to beat on a one-way flight from Michigan to Chicago (CHI).

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Michigan to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ManisteeChicago

MBL Manistee Blacker - ORD Chicago O'Hare Intl

MBLORD

Manistee Blacker

Mon 11/2

3:30 pm-4:05 pm

Nonstop1h 35m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$59

ManisteeChicago

MBL Manistee Blacker - ORD Chicago O'Hare Intl

MBLORD

Manistee Blacker

Mon 11/9

3:30 pm-4:05 pm

Nonstop1h 35m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$68

ManisteeChicago

MBL Manistee Blacker - ORD Chicago O'Hare Intl

MBLORD

Manistee Blacker

Tue 10/20

9:55 am-10:30 am

Nonstop1h 35m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$69

ManisteeChicago

MBL Manistee Blacker - ORD Chicago O'Hare Intl

MBLORD

Manistee Blacker

Thu 10/15

3:30 pm-4:05 pm

Nonstop1h 35m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$98

DetroitChicago

DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl

DTWORD

Detroit Metropolitan Wayne County

Fri 11/6

7:10 am-7:41 am

Nonstop1h 31m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$99
Quickest round-trip

MuskegonChicago

MKG Muskegon - ORD Chicago O'Hare Intl

MKGORD

Muskegon

Mon 11/16

12:00 pm-12:00 pm

Nonstop1h 00m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$99

DetroitChicago

DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl

DTWORD

Detroit Metropolitan Wayne County

Tue 1/12

4:10 pm-4:37 pm

Nonstop1h 27m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$99

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Fri 11/6

5:40 pm-6:00 pm

Nonstop1h 20m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$99

Grand RapidsChicago

GRR Grand Rapids Gerald R. Ford Intl - ORD Chicago O'Hare Intl

GRRORD

Grand Rapids Gerald R. Ford Intl

Mon 12/7

4:49 pm-5:15 pm

Nonstop1h 26m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$100

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Tue 11/3

7:35 pm-7:55 pm

Nonstop1h 20m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$104

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/4

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Michigan to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Michigan with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Michigan to Chicago

What is the cheapest month to book a flight from Michigan to Chicago?

Currently, December is the cheapest month in which you can book a flight from Michigan to Chicago (average of $245). Flying from Michigan to Chicago in September is currently the most expensive (average of $349). 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.

What is the cheapest time of day to fly from MI to CHI?

One of the essential ways to save on airfare from Michigan to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 10% on airfare.

Weekly flight availability from Michigan to Chicago

The most flights from USMI to CHI are scheduled on a Wednesday (98 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (53 on average).

How much does it cost to fly round-trip from Michigan to Chicago?

Airfare is below average for this route at the moment.
Michigan to Chicago flights typically cost between $250 and $427 in November.
The cheapest round-trip price found within the last 5 days was $217 on Frontier (Nov 12-Nov 16).

How far ahead should I book a flight from Michigan to Chicago?

To ensure you get the cheapest price possible for a flight from Michigan to Chicago, you should look to book at least 80 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest day to fly from Michigan to Chicago?

Travelers seeking maximum savings on their Michigan to Chicago flight should consider departing on Monday at noon when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

  • How long is the flight from Michigan to Chicago?

    A quick flight from Michigan to Chicago can take about 1h 10m. Contour provides one of the quickest options available for as low as $186. The distance from Michigan to Chicago is about 118 mi. All flights are typically nonstop.

  • What are the cheapest airlines to fly from Michigan to Chicago one-way?

    One-way options have recently been found by users for as low as $48 on Denver Air Connection. Other airlines that offer cheap prices include Southwest from $48 and Contour from $49 one-way.

  • What are the most popular routes from Michigan to Chicago?

  • What are the most reliable airlines from Michigan to Chicago?

    Consider Republic Airways (89%), Copa Airlines (86%) or Finnair (77%) when booking your flight. These represent the most reliable airlines when flying from Michigan to Chicago.

  • What are the cheapest flights from Michigan to Chicago?

    Looking for the cheapest flight from Michigan to Chicago? While on average our users pay $1,093, our data indicates the cheapest price to be $136. The most popular route (Detroit Metropolitan Wayne County - Chicago O'Hare Intl), is priced around $196.

  • Can I find deals for flights from Michigan to Chicago that include hotel bookings?

    Yes. In addition to deals on Michigan to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Michigan to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Michigan to Chicago.

  • Can I find deals for business class flights from Michigan to Chicago?

    Yes. Cheapflights offers flight deals from Michigan to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Michigan to Chicago?

    Currently, December is the cheapest month in which you can book a flight from Michigan to Chicago (average of $245). Flying from Michigan to Chicago in September is currently the most expensive (average of $349). 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.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Michigan to Chicago

Top 5 airlines flying from Michigan to Chicago

AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$70Average$229FlexibilityNo cancel feeOn-time62%
DeltaCheapest$121Average$326FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$137Average$274FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$137Average$326FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$157Average$311FlexibilityNo cancel feeOn-time69%

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