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$46+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
GRR — MDW
Jul 7 — Jul 141
Mon 7/7
Mon 7/14
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 July 2, 2025.

Round-trip from

$94
(Southwest)

One-way from

$46
(Southwest)

Popular in

February

Cheapest in

October

Average price

$230

Good round-trip deal

$372 or less

Good one-way deal

$205 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. 19% potential increase in price ($72 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 July 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 July 2, 2025.

This Southwest deal was found by Cheapflights users on 7/2. 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 8/55:15 pmGRR - MDW
Nonstop1h 05mSouthwest
Thu 8/79:15 pmMDW - GRR
Nonstop0h 55mSouthwest
Deal found 7/2$94
This Delta deal was found by Cheapflights users on 6/30. 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.
Wed 8/65:30 amGRR - MDW
1 stop4h 14mDelta
Tue 8/127:17 pmMDW - GRR
1 stop3h 48mDelta
Deal found 6/30$177
This Frontier deal was found by Cheapflights users on 6/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/1012:03 pmGRR - MDW
1 stop12h 14mFrontier
Fri 8/158:35 amMDW - GRR
1 stop8h 50mFrontier
Deal found 6/30$299

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 July 2, 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

Wed 8/20

5:15 pm-5:20 pm

Nonstop1h 05m

Chicago Midway

Thu 8/21

9:15 pm-11:10 pm

Nonstop0h 55m

$94

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Wed 8/6

5:30 am-8:44 am

1 stop4h 14m

Chicago Midway

Sat 8/16

1:43 pm-8:52 pm

1 stop6h 09m

$177

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Sun 8/10

12:03 pm-11:17 pm

1 stop12h 14m

Chicago Midway

Fri 8/15

8:35 am-6:25 pm

1 stop8h 50m

$299

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Tue 9/9

5:15 pm-5:20 pm

Nonstop1h 05m

$46

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Sat 9/20

10:31 am-12:28 pm

1 stop2h 57m

$89

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Sun 8/3

7:39 pm-8:22 am

1 stop13h 43m

$108

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Thu 7/31

12:03 pm-11:17 pm

1 stop12h 14m

$125

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

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 July 2, 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 17% 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 July 2, 2025.
See what other customers who have flown with Southwest, Delta, and Allegiant Air 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
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,272 reviews
Southwest
8.0
Very good
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,975 reviews
Southwest
8.0
Very good
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Allegiant Air
7.2
Good
709 reviews
Southwest
8.0
Very good
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Frontier
5.9
Fair
3,286 reviews
Southwest
8.0
Very good
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 is 1 flight from Gerald R. Ford Intl to Chicago Midway per day from 1 airline.

  • What are the cheapest airlines flying 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 $94 on this airline. Additional options worth looking into are Delta and Frontier, starting at $177 and $299 round-trip.

  • What are the cheapest airlines to fly from Grand Rapids to Chicago Midway Airport one-way?

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $46. Users have also found prices from $89 and $108 on Delta and Allegiant Air, respectively.

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

    The cheapest flight price from Grand Rapids to Chicago Midway Airport is $143. On average you can expect to pay $328. The most popular route, (Grand Rapids Gerald R. Ford Intl - Chicago Midway), can usually be booked for $94.

  • 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 Grand Rapids?

Book flights to Grand Rapids if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
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 July 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$122Average$295FlexibilityNo cancel feeOn-time63%

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