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

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — CHI
May 1 — May 81
Fri 5/1
Fri 5/8
1 adult, Economy
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Cheap flight deals from Michigan to Chicago

Cheapest flights from Michigan to Chicago
Explore the most affordable flight options available from Michigan to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 2026.

This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/216:10 am
DTW
-
MDW
2 stops10h 35m
Southwest
Tue 4/285:00 pm
MDW
-
DTW
1 stop4h 30m
Southwest
Deal found 3/31$148
This CheapOair deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2710:19 am
DTW
-
ORD
1 stop13h 42m
Frontier
Wed 4/2911:07 am
ORD
-
DTW
1 stop6h 00m
Frontier
Deal found 3/29$151
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/217:04 pm
DTW
-
ORD
1 stop16h 19m
Multiple Airlines
Tue 4/287:15 pm
ORD
-
DTW
2 stops21h 52m
Multiple Airlines
Deal found 3/31$152
This United Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/278:10 pm
DTW
-
ORD
Nonstop1h 35m
United Airlines
Wed 4/297:50 pm
ORD
-
DTW
Nonstop1h 27m
United Airlines
Deal found 3/30$154
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/275:40 pm
DTW
-
MDW
Nonstop1h 18m
Delta
Wed 4/299:27 am
MDW
-
DTW
Nonstop1h 12m
Delta
Deal found 3/30$154
This Kiwi.com deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/136:50 pm
DTW
-
ORD
1 stop27h 27m
Multiple Airlines
Sat 4/189:16 am
ORD
-
DTW
1 stop5h 58m
Multiple Airlines
Deal found 3/29$156
This Kiwi.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/287:04 pm
DTW
-
MDW
1 stop25h 27m
Frontier
Tue 5/56:00 am
MDW
-
DTW
1 stop17h 59m
Frontier
Deal found 3/27$156
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2812:33 pm
DTW
-
MDW
1 stop10h 41m
Frontier
Thu 4/302:15 pm
MDW
-
DTW
1 stop17h 55m
Frontier
Deal found 3/31$159
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/141:37 pm
DTW
-
ORD
1 stop8h 40m
Frontier
Tue 4/2110:45 am
ORD
-
DTW
1 stop6h 22m
Frontier
Deal found 3/31$160
This Frontier deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2912:33 pm
DTW
-
MDW
1 stop7h 58m
Frontier
Sat 5/26:00 am
MDW
-
DTW
1 stop9h 14m
Frontier
Deal found 3/27$160
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/41:40 pm
DTW
-
MDW
1 stop9h 39m
Frontier
Tue 5/512:27 pm
MDW
-
DTW
1 stop11h 32m
Frontier
Deal found 3/31$161
This Kiwi.com deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/185:09 pm
DTW
-
MDW
1 stop6h 05m
Multiple Airlines
Mon 4/207:30 am
MDW
-
DTW
1 stop23h 32m
Multiple Airlines
Deal found 3/28$162

Find flight deals from Michigan to Chicago

Keep the following information in mind while searching for Michigan to Chicago flight deals. Data was last updated April 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$148
(Southwest)

One-way from

$59
(United Airlines)

Popular in

May

Cheapest in

September

Average price

$193

Good round-trip deal

$85 or less

Good one-way deal

$49 or less
Provider with most accurate pricing for Detroit (DTT)-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Detroit (DTT)-Chicago (CHI) flights.
Search Deals
From Michigan to Chicago (CHI)
Search Deals
One-way flight from Michigan to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($51 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals
Price to beat on a round-trip flight from Michigan to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Michigan to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Michigan to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 1, 2026.
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

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Tue 5/12

4:10 pm-10:15 pm

1 stop7h 05m

Chicago Midway

Thu 5/14

8:00 am-10:10 am

Nonstop1h 10m

$164

MuskegonChicago

MKG - ORD

MKGORD

Muskegon

Fri 7/31

8:20 am-8:20 am

Nonstop1h 00m

Chicago O'Hare Intl

Sat 8/22

2:15 pm-4:05 pm

Nonstop0h 50m

$180

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 4/23

11:00 am-11:29 am

Nonstop1h 29m

Chicago O'Hare Intl

Mon 4/27

9:30 pm-11:58 pm

Nonstop1h 28m

$191

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 4/23

3:50 pm-4:18 pm

Nonstop1h 28m

Chicago O'Hare Intl

Mon 4/27

7:43 pm-10:09 pm

Nonstop1h 26m

$191

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Thu 4/23

12:25 pm-12:43 pm

Nonstop1h 18m

Chicago Midway

Mon 4/27

6:38 pm-8:53 pm

Nonstop1h 15m

$191

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Tue 4/28

8:25 am-8:47 am

Nonstop1h 22m

Chicago Midway

Tue 5/5

9:27 am-11:39 am

Nonstop1h 12m

$191

Grand RapidsChicago

GRR - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Wed 4/22

5:29 am-8:01 am

1 stop3h 32m

Chicago O'Hare Intl

Thu 4/23

1:36 pm-7:24 pm

1 stop4h 48m

$194
Quickest round-trip

MuskegonChicago

MKG - ORD

MKGORD

Muskegon

Thu 4/23

4:35 pm-4:25 pm

Nonstop0h 50m

Chicago O'Hare Intl

Tue 4/28

6:00 pm-7:50 pm

Nonstop0h 50m

$196

MuskegonChicago

MKG - ORD

MKGORD

Muskegon

Wed 4/29

8:20 am-8:20 am

Nonstop1h 00m

Chicago O'Hare Intl

Wed 5/6

5:45 pm-7:35 pm

Nonstop0h 50m

$197

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Thu 4/23

8:15 pm-10:45 pm

1 stop3h 30m

Chicago Midway

Mon 4/27

8:00 am-10:10 am

Nonstop1h 10m

$201

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

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, November is the cheapest month in which you can book a flight from Michigan to Chicago (average of $53). Flying from Michigan to Chicago in February is currently the most expensive (average of $143). 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?

Find hourly flight availability from Michigan to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 1, 2026.

One of the essential ways to save on airfare from Michigan to Chicago is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the morning could potentially save you up to 16% on airfare.

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

Use this chart to determine the cheapest time to fly round-trip from Michigan to Chicago. Price data was last updated on March 28, 2026.

Travelers seeking maximum savings on their Michigan to Chicago flight should consider departing on Wednesday afternoons 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.

Weekly flight availability from Michigan to Chicago

Explore weekly flight availability from Michigan to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 1, 2026.

The most flights from USMI to CHI are scheduled on a Wednesday (97 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (29 on average).

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

Related info for your journey

Find useful and relevant information for your journey from Michigan to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Michigan to Chicago?

    A quick flight from Michigan to Chicago can take about 1h. Southwest provides one of the quickest options available for as low as $180. The distance from Michigan to Chicago is about 118 mi. This flight may include one or multiple stops.

  • 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 $43 on Contour. Other airlines that offer cheap prices include Delta from $46 and Denver Air Connection from $48 one-way.

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

    While some choose either Detroit Metropolitan Wayne County - Chicago Midway or Grand Rapids Gerald R. Ford Intl - Chicago O'Hare Intl, Detroit Metropolitan Wayne County - Chicago O'Hare Intl is the most popular route from Michigan to Chicago.

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

    Consider British Airways (75%), Envoy Air (75%) or Alaska Airlines (74%) 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 $912, our data indicates the cheapest price to be $135. The most popular route (Detroit Metropolitan Wayne County - Chicago O'Hare Intl), is priced around $117.

  • 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, November is the cheapest month in which you can book a flight from Michigan to Chicago (average of $53). Flying from Michigan to Chicago in February is currently the most expensive (average of $143). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Michigan to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Michigan to Chicago

Discover the top 4 airlines that operate flights from Michigan to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$91Average$307FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$91Average$300FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$94Average$255FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$97Average$279FlexibilityNo cancel feeOn-time63%

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