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$49+ Cheap flights from Grand Rapids (GRR) to Midway (MDW)

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 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
GRR — MDW
out 16 — out 231
qui 10/16
qui 10/23
1 adult, Economy
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Cheap flight deals from Grand Rapids to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Grand Rapids (GRR) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated setembro 16, 2025.

Round-trip from

$97
(Southwest)

One-way from

$49
(Southwest)

Popular in

February

Cheapest in

October

Average price

$205

Good round-trip deal

$318 or less

Good one-way deal

$153 or less
From Grand Rapids Gerald R. Ford Intl to Chicago Midway
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One-way flight from Grand Rapids Gerald R. Ford Intl to Chicago Midway
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Highest demand for flights based on searches. 18% potential increase in price ($68 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Grand Rapids Gerald R. Ford Intl to Chicago Midway.
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Price to beat on a one-way flight from Grand Rapids Gerald R. Ford Intl to Chicago Midway.
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Find flight deals from Grand Rapids to Midway

Cheapest flights from Grand Rapids to Midway
Explore the most affordable flight options available from Grand Rapids to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on setembro 16, 2025.

This Southwest deal was found by Cheapflights users on 9/15. 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.
qui 10/96:05 pmGRR - MDW
Nonstop1h 05mSouthwest
seg 10/139:30 amMDW - GRR
Nonstop0h 55mSouthwest
Deal found 9/15$97
This Southwest deal was found by Cheapflights users on 9/14. 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.
qua 10/223:55 pmGRR - MDW
1 stop5h 55mSouthwest
sáb 10/259:55 amMDW - GRR
Nonstop0h 50mSouthwest
Deal found 9/14$176
This Delta deal was found by Cheapflights users on 9/13. 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.
sáb 11/12:06 pmGRR - MDW
1 stop4h 49mDelta
ter 11/49:35 amMDW - GRR
1 stop4h 54mDelta
Deal found 9/13$208
This Southwest deal was found by Cheapflights users on 9/14. 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.
dom 12/286:40 pmGRR - MDW
Nonstop1h 10mSouthwest
ter 12/3010:30 pmMDW - GRR
Nonstop0h 55mSouthwest
Deal found 9/14$216
This Southwest deal was found by Cheapflights users on 9/15. 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.
sex 10/176:05 pmGRR - MDW
Nonstop1h 05mSouthwest
dom 10/1910:40 pmMDW - GRR
Nonstop0h 55mSouthwest
Deal found 9/15$233
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
qui 10/912:15 pmGRR - MDW
1 stop12h 31mMultiple Airlines
seg 10/135:28 pmMDW - GRR
1 stop14h 39mMultiple Airlines
Deal found 9/15$263
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
seg 10/136:00 amGRR - MDW
1 stop10h 24mMultiple Airlines
seg 10/205:28 pmMDW - GRR
1 stop14h 39mMultiple Airlines
Deal found 9/15$289

Cheapflights Fare Finder

 
Customize your flight search to find flights from Grand Rapids to Midway 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 setembro 16, 2025.
Use the filters below to find and compare flights from Grand Rapids to Chicago Midway Airport that are best for you.

Fly from

Grand Rapids

Fly to

Midway

Route

Depart

Return

Price

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

qua 10/22

5:00 pm-5:05 pm

Nonstop1h 05m

Chicago Midway

sáb 10/25

9:55 am-11:45 am

Nonstop0h 50m

$97

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

qui 10/9

6:05 pm-6:10 pm

Nonstop1h 05m

Chicago Midway

seg 10/13

9:30 am-11:25 am

Nonstop0h 55m

$97

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

sáb 11/1

2:06 pm-5:55 pm

1 stop4h 49m

Chicago Midway

ter 11/4

9:35 am-3:29 pm

1 stop4h 54m

$208

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

dom 12/28

6:40 pm-6:50 pm

Nonstop1h 10m

Chicago Midway

ter 12/30

10:30 pm-12:25 am

Nonstop0h 55m

$216

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

sex 10/17

6:05 pm-6:10 pm

Nonstop1h 05m

Chicago Midway

dom 10/19

10:40 pm-12:35 am

Nonstop0h 55m

$233

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

qui 10/9

12:15 pm-11:46 pm

1 stop12h 31m

Chicago Midway

seg 10/13

5:28 pm-9:07 am

1 stop14h 39m

$263

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

seg 10/13

6:00 am-3:24 pm

1 stop10h 24m

Chicago Midway

seg 10/20

5:28 pm-9:07 am

1 stop14h 39m

$289

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

sáb 11/15

7:05 am-7:15 am

Nonstop1h 10m

$49

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

ter 10/21

12:35 pm-12:40 pm

Nonstop1h 05m

$49

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

sáb 2/28

7:35 pm-7:40 pm

Nonstop1h 05m

$49

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 18 results
1
2

Best time to book a flight from Grand Rapids to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Grand Rapids 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 Grand Rapids to Chicago Midway Airport

What is the cheapest time of day to fly from GRR to MDW?

Find hourly flight availability from Grand Rapids to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated setembro 16, 2025.

It’s optimal to fly from Grand Rapids to Chicago Midway Airport in the afternoon. By choosing this option you can save up to 18% on the cost of your flight, compared to a flight at noon.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated setembro 16, 2025.
See what other customers who have flown with Southwest from Grand Rapids to Chicago Midway Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

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

  • What airport do you fly from for flights from Grand Rapids to Chicago Midway?

    If you book a flight to Chicago Midway from Grand Rapids, you will be flying from Gerald R. Ford Intl, which is the city’s only airport. Grand Rapids Gerald R. Ford Intl (GRR) is located 9.2 mi from the center of Grand Rapids. There are 2 flights from Gerald R. Ford Intl to Chicago Midway per day from 1 airline.

  • How long is the flight from Grand Rapids to Chicago Midway Airport?

    Southwest and Delta can get you from Grand Rapids to Chicago Midway Airport in just under 1h 05m. Your travel time can differ by up to 3h 44m. The distance from Grand Rapids to Chicago Midway Airport is about 136 mi. This flight may include one or multiple stops.

  • What is the cheapest airline to fly from Grand Rapids to Chicago Midway Airport round-trip?

    Our cheapest airline available from Grand Rapids to Chicago Midway Airport is Southwest. Our recent data shows that you can find tickets from as low as $97 on this airline.

  • What are the cheapest flights from Grand Rapids to Chicago Midway Airport?

    The cheapest flight price from Grand Rapids to Chicago Midway Airport is $75. On average you can expect to pay $303. The most popular route, (Grand Rapids Gerald R. Ford Intl - Chicago Midway), can usually be booked for $97.

  • Can I find deals for flights from Grand Rapids to Midway that include hotel bookings?

    Yes. In addition to deals on Grand Rapids to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Grand Rapids to Midway?

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

  • Can I find deals for business class flights from Grand Rapids to Midway?

    Yes. Cheapflights offers flight deals from Grand Rapids to Midway 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 Grand Rapids to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Grand Rapids to Chicago Midway Airport (average of $160). Flying from Grand Rapids to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Top airline flying from Grand Rapids to Midway

Discover the top airline that operate flights from Grand Rapids to Midway. 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 setembro 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$97Average$275FlexibilityNo cancel feeOn-time63%

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