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$49+ 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 2/14. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — CHI
Dec 14 — Dec 211
Sun 12/14
Sun 12/21
1 adult, Economy
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Cheap flight deals from Michigan to Chicago

Keep the following information in mind while searching for Michigan to Chicago flight deals. Data was last updated November 14, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$97
(United Airlines)

One-way from

$49
(Southwest)

Popular in

June

Cheapest in

April

Average price

$253

Good round-trip deal

$249 or less

Good one-way deal

$79 or less
Provider with most accurate pricing for Detroit (DTT)-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Detroit (DTT)-Chicago (CHI) flights.
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From Michigan to Chicago (CHI)
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One-way flight from Michigan to Chicago (CHI)
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Highest demand for flights based on searches. 21% potential increase in price ($62 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a round-trip flight from Michigan to Chicago (CHI).
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Price to beat on a one-way flight from Michigan to Chicago (CHI).
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Find 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 November 14, 2025.

This United Airlines deal was found by Cheapflights users on 11/11. 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 11/242:10 pmDTW - ORD
Nonstop1h 28mUnited Airlines
Thu 11/2710:55 amORD - DTW
Nonstop1h 17mUnited Airlines
Deal found 11/11$97
This Frontier deal was found by Cheapflights users on 11/12. 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.
Thu 12/411:58 amDTW - ORD
1 stop6h 29mFrontier
Thu 12/119:53 pmORD - DTW
1 stop13h 04mFrontier
Deal found 11/12$110
This American Airlines deal was found by Cheapflights users on 11/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/108:01 amGRR - ORD
Nonstop1h 28mAmerican Airlines
Wed 12/179:52 amORD - GRR
Nonstop1h 16mAmerican Airlines
Deal found 11/12$117
This United Airlines deal was found by Cheapflights users on 11/12. 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.
Wed 12/102:05 pmDTW - ORD
Nonstop1h 28mUnited Airlines
Wed 12/175:59 pmORD - DTW
Nonstop1h 29mUnited Airlines
Deal found 11/12$117
This Delta deal was found by Cheapflights users on 11/13. 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 11/248:30 amDTW - MDW
Nonstop1h 24mDelta
Mon 11/246:48 pmMDW - DTW
Nonstop1h 17mDelta
Deal found 11/13$117
This Priceline deal was found by Cheapflights users on 11/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1111:58 amDTW - ORD
1 stop6h 29mFrontier
Thu 12/119:53 pmORD - DTW
1 stop13h 04mFrontier
Deal found 11/13$120
This Southwest deal was found by Cheapflights users on 11/12. 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.
Wed 12/1012:55 pmDTW - MDW
Nonstop1h 10mSouthwest
Wed 12/176:40 amMDW - DTW
1 stop4h 45mSouthwest
Deal found 11/12$127
This Kiwi.com deal was found by Cheapflights users on 11/13. 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 11/249:48 amDTW - MDW
1 stop8h 27mMultiple Airlines
Tue 12/27:44 amMDW - DTW
1 stop14h 25mMultiple Airlines
Deal found 11/13$129
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 11/227:40 pmDTW - ORD
1 stop15h 33mFrontier
Thu 11/276:35 pmORD - DTW
1 stop12h 31mFrontier
Deal found 11/11$133
This United Airlines deal was found by Cheapflights users on 11/13. 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.
Tue 12/2312:50 pmGRR - ORD
Nonstop1h 25mUnited Airlines
Wed 12/249:18 pmORD - GRR
Nonstop1h 10mUnited Airlines
Deal found 11/13$134
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 11/227:40 pmDTW - ORD
1 stop15h 33mFrontier
Tue 11/2511:48 amORD - DTW
1 stop8h 56mFrontier
Deal found 11/11$134
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 11/2410:36 amDTW - ORD
1 stop7h 54mFrontier
Thu 11/276:35 pmORD - DTW
1 stop12h 31mFrontier
Deal found 11/11$137

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 November 14, 2025.
Use the filters below to find and compare flights from Michigan to Chicago that are best for you.

Fly from

Michigan

Fly to

Chicago

Route

Depart

Return

Price

Grand RapidsChicago

GRR - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Tue 1/13

9:00 am-9:19 am

Nonstop1h 19m

Chicago O'Hare Intl

Tue 1/20

9:30 pm-11:40 pm

Nonstop1h 10m

$107

Grand RapidsChicago

GRR - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Tue 1/20

7:00 am-7:30 am

Nonstop1h 30m

Chicago O'Hare Intl

Tue 1/27

3:50 pm-5:57 pm

Nonstop1h 07m

$107

Grand RapidsChicago

GRR - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Wed 2/4

9:00 am-9:19 am

Nonstop1h 19m

Chicago O'Hare Intl

Sat 2/21

9:00 am-11:09 am

Nonstop1h 09m

$107

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 12/16

7:30 am-8:04 am

Nonstop1h 34m

Chicago O'Hare Intl

Wed 12/17

10:45 am-1:12 pm

Nonstop1h 27m

$117

Grand RapidsChicago

GRR - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Wed 12/10

8:01 am-8:29 am

Nonstop1h 28m

Chicago O'Hare Intl

Wed 12/17

9:52 am-12:08 pm

Nonstop1h 16m

$117

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Tue 12/16

12:15 pm-12:34 pm

Nonstop1h 19m

Chicago Midway

Wed 12/17

9:34 am-11:45 am

Nonstop1h 11m

$117

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Sat 1/17

6:00 pm-6:40 pm

Nonstop1h 40m

Chicago Midway

Mon 1/19

1:25 pm-3:30 pm

Nonstop1h 05m

$134

Grand RapidsChicago

GRR - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Tue 12/23

12:50 pm-1:15 pm

Nonstop1h 25m

Chicago O'Hare Intl

Wed 12/24

9:18 pm-11:28 pm

Nonstop1h 10m

$134

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Fri 2/20

5:35 am-6:09 am

Nonstop1h 34m

Chicago O'Hare Intl

Mon 2/23

5:59 pm-8:17 pm

Nonstop1h 18m

$134

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 3/10

6:00 am-12:50 pm

1 stop7h 50m

Chicago O'Hare Intl

Wed 3/11

2:40 pm-10:20 pm

1 stop6h 40m

$142

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

Showing 1-10 of 60 results
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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 $75). Flying from Michigan to Chicago in February is currently the most expensive (average of $137). 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 November 14, 2025.

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 17% 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 December 16, 2024.

Travelers seeking maximum savings on their Michigan to Chicago flight should consider departing on Saturday at noon when fares are most often at their lowest. Monday at noon 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 November 14, 2025.

The most flights from USMI to CHI are scheduled on a Friday (86 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (51 on average).

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 19m. United Airlines provides one of the quickest options available for as low as $107. The distance from Michigan to Chicago is about 136 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 $49 on Southwest. Other airlines that offer cheap prices include United Airlines from $49 and Delta from $59 one-way.

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

    While some choose either Detroit Metropolitan Wayne County - Chicago Midway or Flint Bishop - 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 Republic Airways (98%), Envoy Air (90%) or Copa Airlines (89%) 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 $1,000, our data indicates the cheapest price to be $84. The most popular route (Detroit Metropolitan Wayne County - Chicago O'Hare Intl), is priced around $97.

  • 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 $75). Flying from Michigan to Chicago in February is currently the most expensive (average of $137). 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
Hammond
Porter
Benton Harbor
Merrillville

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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 November 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$91Average$314FlexibilityNo cancel feeOn-time71%
DeltaCheapest$97Average$287FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$97Average$266FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$97Average$251FlexibilityNo cancel feeOn-time63%

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