What airlines fly to Chicago?

United Airlines, American Airlines and Delta are the top three most popular airlines that fly to Chicago from Michigan according to our data. United Airlines is the first choice among our users, with 43% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

How many flights depart from Michigan to Chicago on average per week?

As of November 2025, 1,009 flights take off from Michigan and land in Chicago each week. The most common flight departure day for this route is Wed, with 17% of weekly flights taking off on this day.

How long does it take to fly to Chicago?

Average flight duration from Michigan to Chicago depends on which airport you fly into and out of. Flying from Grand Rapids to Chicago O'Hare Intl Airport is 1h 04m on average, while flying from Flint to Chicago O'Hare Intl Airport is 1h 17m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

What is the cheapest airline that flies from Michigan to Chicago?

Southwest, American Airlines, and United Airlines are the most popular carriers operating from Michigan to Chicago

How many flights depart from Michigan to Chicago on average per day?

As of November 2025, there are 144 flights per day flying from Michigan to Chicago. The most common time of day flights depart is 12:00PM, with 45% of flights taking off in the afternoon.

When did momondo last update prices for flights from Michigan to Chicago?

Prices for flights from Michigan to Chicago are updated daily.

How many operators does momondo search for flights from Michigan to Chicago?

The number of operators available for flights from Michigan to Chicago is 5 as of November 2025.

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 required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$49 Cheap Flights from Michigan to Chicago in 2025/26

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Find the cheapest flights from Michigan to Chicago

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

7:15 am - 7:27 amGRR-ORD

1h 12mnonstop

9:00 am - 11:09 amORD-GRR

1h 09mnonstop

$97United Airlines

Find Deal

Thu, Feb 19 - Sat, Feb 21

6:45 am - 7:12 amDTW-ORD

1h 27mnonstop

3:39 pm - 6:06 pmORD-DTW

1h 27mnonstop

$97American Airlines

Find Deal

Mon, Nov 24 - Mon, Nov 24

9:26 am - 10:00 amDTW-ORD

1h 34mnonstop

6:45 am - 9:12 amORD-DTW

1h 27mnonstop

$101Delta

Find Deal

Thu, Dec 4 - Sun, Dec 7

8:30 am - 8:54 amDTW-MDW

1h 24mnonstop

9:34 am - 11:45 amMDW-DTW

1h 11mnonstop

$101Delta

Find Deal

Thu, Dec 4 - Sun, Dec 7

11:58 am - 5:27 pmDTW-ORD

6h 29m1 stop

7:00 am - 4:19 pmORD-DTW

8h 19m1 stop

$109Frontier

Find Deal

Thu, Dec 4 - Mon, Dec 8

11:58 am - 10:24 pmDTW-ORD

11h 26m1 stop

7:40 am - 1:24 pmORD-DTW

4h 44m1 stop

$110Frontier

Find Deal

Thu, Dec 4 - Thu, Dec 11

3:45 pm - 9:05 pmDTW-MDW

6h 20m1 stop

9:35 pm - 11:40 pmMDW-DTW

1h 05mnonstop

$111Southwest

Find Deal

Thu, Dec 4 - Sun, Dec 7

6:25 am - 12:15 pmDTW-ORD

6h 50m1 stop

1:45 pm - 9:00 pmORD-DTW

6h 15m1 stop

$121Southwest

Find Deal

Tue, Jan 13 - Wed, Jan 14

10:17 am - 6:34 pmDTW-ORD

9h 17m1 stop

6:40 am - 12:07 amORD-DTW

16h 27m1 stop

$130Multiple Airlines

Find Deal

Tue, Nov 18 - Wed, Nov 19

7:05 pm - 11:28 pmDTW-ORD

5h 23m1 stop

6:40 am - 5:02 pmORD-DTW

9h 22m1 stop

$132Multiple Airlines

Find Deal

Mon, Nov 17 - Tue, Nov 18

United Airlines flights from Michigan to Chicago

Our best United Airlines deals on Michigan to Chicago flight tickets

United Airlines

Feb 19

GRR7:15 amGrand Rapids Gerald R. Ford Intl

1h 12m

ORD7:27 amChicago O'Hare Intl

Feb 21

ORD9:00 amChicago O'Hare Intl

1h 09m

GRR11:09 amGrand Rapids Gerald R. Ford Intl

$97

Find similar

United Airlines

Jan 13

GRR11:41 amGrand Rapids Gerald R. Ford Intl

1h 15m

ORD11:56 amChicago O'Hare Intl

Jan 20

ORD1:55 pmChicago O'Hare Intl

1h 00m

GRR3:55 pmGrand Rapids Gerald R. Ford Intl

$99

Find similar

United Airlines

Feb 20

DTW10:28 amDetroit Metropolitan Wayne County

1h 28m

ORD10:56 amChicago O'Hare Intl

Feb 23

ORD5:59 pmChicago O'Hare Intl

1h 18m

DTW8:17 pmDetroit Metropolitan Wayne County

$127

Find similar

Frontier flights from Michigan to Chicago

Our best Frontier deals on Michigan to Chicago flight tickets

Frontier

Dec 4

DTW11:58 amDetroit Metropolitan Wayne County

6h 29m

1 stop

ORD5:27 pmChicago O'Hare Intl

Dec 8

ORD7:00 amChicago O'Hare Intl

8h 19m

1 stop

DTW4:19 pmDetroit Metropolitan Wayne County

$109

Find similar

Frontier

Dec 4

DTW11:58 amDetroit Metropolitan Wayne County

11h 26m

1 stop

ORD10:24 pmChicago O'Hare Intl

Dec 11

ORD7:40 amChicago O'Hare Intl

4h 44m

1 stop

DTW1:24 pmDetroit Metropolitan Wayne County

$110

Find similar

Frontier

Dec 4

DTW11:58 amDetroit Metropolitan Wayne County

11h 26m

1 stop

ORD10:24 pmChicago O'Hare Intl

Dec 8

ORD7:00 amChicago O'Hare Intl

8h 19m

1 stop

DTW4:19 pmDetroit Metropolitan Wayne County

$111

Find similar

Fly from

Fly to

Route

Depart

Return

Price

Grand RapidsChicago

GRR - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Thu 2/19

7:15 am-7:27 am

Nonstop1h 12m

Chicago O'Hare Intl

Sat 2/21

9:00 am-11:09 am

Nonstop1h 09m

$97

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Mon 11/24

6:45 am-7:12 am

Nonstop1h 27m

Chicago O'Hare Intl

Mon 11/24

3:39 pm-6:06 pm

Nonstop1h 27m

$97

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 12/4

9:26 am-10:00 am

Nonstop1h 34m

Chicago O'Hare Intl

Sun 12/7

6:45 am-9:12 am

Nonstop1h 27m

$101

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Thu 12/4

8:30 am-8:54 am

Nonstop1h 24m

Chicago Midway

Sun 12/7

9:34 am-11:45 am

Nonstop1h 11m

$101

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 12/4

11:58 am-5:27 pm

1 stop6h 29m

Chicago O'Hare Intl

Mon 12/8

7:00 am-4:19 pm

1 stop8h 19m

$109

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 12/4

11:58 am-10:24 pm

1 stop11h 26m

Chicago O'Hare Intl

Thu 12/11

7:40 am-1:24 pm

1 stop4h 44m

$110

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Thu 12/4

3:45 pm-9:05 pm

1 stop6h 20m

Chicago Midway

Sun 12/7

9:35 pm-11:40 pm

Nonstop1h 05m

$111

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 1/13

6:25 am-12:15 pm

1 stop6h 50m

Chicago O'Hare Intl

Wed 1/14

1:45 pm-9:00 pm

1 stop6h 15m

$121

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 11/18

10:17 am-6:34 pm

1 stop9h 17m

Chicago O'Hare Intl

Wed 11/19

6:40 am-12:07 am

1 stop16h 27m

$130

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Mon 11/17

7:05 pm-11:28 pm

1 stop5h 23m

Chicago O'Hare Intl

Tue 11/18

6:40 am-5:02 pm

1 stop9h 22m

$132

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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

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago?

The month of October is, on average, the cheapest month to fly to Chicago from Michigan, with most prices found around $144. If you’re not able to fly to Chicago in October, then April is your next best option. Flight prices from Michigan to Chicago during April average around $152.

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 Thursday when prices can be found for as low as $542. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Michigan to Chicago for around $773.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Michigan to Chicago during this time can be as low as $534. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $884.

What is the cheapest Michigan to Chicago flight route?

Fly from Detroit Metropolitan Wayne County to Chicago Midway for the best Michigan - Chicago flight prices

How far in advance should I book a flight 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 $242 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Michigan for as low as $154 on momondo.

What cabin class options are available on Michigan to Chicago flights?

There are 4 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.

Can stopping save me money on Michigan to Chicago flights?

No. A direct flight is the cheapest option for a flight between Michigan to Chicago.

Cheap Michigan to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Michigan to Chicago

Best Price Found	$79
Fastest flight time	0h 50m
Direct flights	Every day
Airports in Chicago	2 airports

The best one-way flight to Chicago from Michigan in the past 72 hours is $79. The best round-trip flight deal from Michigan to Chicago found on momondo in the last 72 hours is $249.

The fastest flight from Michigan to Chicago takes 0h 50m

Direct flights go from Michigan to Chicago every day.

There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

Search flight deals

When did momondo last update prices for flights from Michigan to Chicago?
Prices for flights from Michigan to Chicago are updated daily.
How many operators does momondo search for flights from Michigan to Chicago?
The number of operators available for flights from Michigan to Chicago is 5 as of November 2025.
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 required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Michigan to Chicago?
Based on momondo bookings for flights between Michigan and Chicago, the leading plane model is Airbus A320-100/200, making up 10.39% of the total bookings. Other popular models include Canadair (Bombardier) Regional Jet 700 with 10.34%, Airbus A319 with 9.08%, and Embraer 175 (Enhanced Winglets) with 8.22%.

Best airlines flying from Michigan to Chicago

Compare and see reviews for airlines that fly from Michigan to Chicago with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $91	Free Cancellation	Rating 7.2 11,042 reviews	Search American Airlines flights
Delta	PriceFrom $97	Free Cancellation	Rating 7.9 8,004 reviews	Search Delta flights
United Airlines	PriceFrom $97	Free Cancellation	Rating 7.4 9,004 reviews	Search United Airlines flights
Southwest	PriceFrom $97	Free Cancellation	Rating 8.0 4,240 reviews	Search Southwest flights
Denver Air Connection	PriceFrom $112	Free Cancellation	Rating 8.7 20 reviews	Search Denver Air Connection flights

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Crown Point

Munster

Chesterton

Monticello

Porter

Griffith

Saint John

Why 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?

Flights from Michigan to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Michigan to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Michigan.

I’m not ready to book a flight from Michigan to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Michigan. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

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Get notified when prices go down

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Find better results for your trip to the United States

Cheap flights from Michigan to Chicago from $49

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Michigan to Chicago departing on 2/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Michigan to Chicago

Cheap round-trip flights

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Cheap last minute flights

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United Airlines flights from Michigan to Chicago

Our best United Airlines deals on Michigan to Chicago flight tickets

Frontier flights from Michigan to Chicago

Our best Frontier deals on Michigan to Chicago flight tickets

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

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 month of October is, on average, the cheapest month to fly to Chicago from Michigan, with most prices found around $144. If you’re not able to fly to Chicago in October, then April is your next best option. Flight prices from Michigan to Chicago during April average around $152.

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Michigan to Chicago during this time can be as low as $534. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $884.

What is the cheapest Michigan to Chicago flight route?

Fly from Detroit Metropolitan Wayne County to Chicago Midway for the best Michigan - Chicago flight prices

How far in advance should I book a flight to Chicago?

What cabin class options are available on Michigan to Chicago flights?

There are 4 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.

Can stopping save me money on Michigan to Chicago flights?

No. A direct flight is the cheapest option for a flight between Michigan to Chicago.

What is the cheapest airline that flies from Michigan to Chicago?

Southwest, American Airlines, and United Airlines are the most popular carriers operating from Michigan to Chicago

What airlines fly to Chicago?

How many flights depart from Michigan to Chicago on average per day?

As of November 2025, there are 144 flights per day flying from Michigan to Chicago. The most common time of day flights depart is 12:00PM, with 45% of flights taking off in the afternoon.

How many flights depart from Michigan to Chicago on average per week?

As of November 2025, 1,009 flights take off from Michigan and land in Chicago each week. The most common flight departure day for this route is Wed, with 17% of weekly flights taking off on this day.

How long does it take to fly to Chicago?

Cheap Michigan to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Michigan to Chicago

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

When did momondo last update prices for flights from Michigan to Chicago?

How many operators does momondo search for flights from Michigan to Chicago?

How old do you have to be to fly from Michigan to Chicago?

What documentation or ID do you need to fly to Chicago?

What is the most popular plane model from Michigan to Chicago?

Best airlines flying from Michigan to Chicago

Compare and see reviews for airlines that fly from Michigan to Chicago with momondo

Traveling to a place near Chicago?

Why use momondo?

Why should I use momondo to find a flight deal from Michigan to Chicago?

Can I find flights from Michigan to Chicago with flexible booking policies on momondo?

How can momondo help me find flights from Michigan to Chicago?

I’m not ready to book a flight from Michigan to Chicago right now. Can momondo alert me if prices change?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago