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$59+ 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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
GRR — MDW
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap 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 December 12, 2025.

This Southwest deal was found by Cheapflights users on 12/10. 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 12/247:10 amGRR - MDW
Nonstop1h 10mSouthwest
Thu 12/251:25 pmMDW - GRR
Nonstop0h 55mSouthwest
Deal found 12/10$231
This Delta deal was found by Cheapflights users on 12/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:20 amGRR - MDW
1 stop3h 29mDelta
Wed 12/316:08 pmMDW - GRR
1 stop3h 13mDelta
Deal found 12/11$270
This Southwest deal was found by Cheapflights users on 12/10. 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 12/315:00 pmGRR - MDW
Nonstop1h 15mSouthwest
Fri 1/210:30 pmMDW - GRR
Nonstop0h 55mSouthwest
Deal found 12/10$291
This Delta deal was found by Cheapflights users on 12/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/262:17 pmGRR - MDW
1 stop4h 09mDelta
Wed 12/316:08 pmMDW - GRR
1 stop3h 13mDelta
Deal found 12/11$332
This Delta deal was found by Cheapflights users on 12/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:20 amGRR - MDW
1 stop3h 29mDelta
Sun 12/286:08 pmMDW - GRR
1 stop4h 42mDelta
Deal found 12/11$381
This Delta deal was found by Cheapflights users on 12/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/232:17 pmGRR - MDW
1 stop4h 09mDelta
Wed 12/316:08 pmMDW - GRR
1 stop3h 13mDelta
Deal found 12/11$431
This Southwest deal was found by Cheapflights users on 12/10. 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.
Fri 12/196:40 pmGRR - MDW
Nonstop1h 10mSouthwest
Thu 1/18:40 pmMDW - GRR
Nonstop0h 55mSouthwest
Deal found 12/10$441
This Delta deal was found by Cheapflights users on 12/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/262:17 pmGRR - MDW
1 stop4h 09mDelta
Mon 12/299:29 amMDW - GRR
1 stop3h 08mDelta
Deal found 12/11$443

Find 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 December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$174
(Delta)

One-way from

$59
(Southwest)

Popular in

February

Cheapest in

October

Average price

$268

Good round-trip deal

$358 or less

Good one-way deal

$183 or less
Provider with most accurate pricing for Grand Rapids Gerald R. Ford Intl-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Grand Rapids Gerald R. Ford Intl-Chicago Midway flights.
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From Grand Rapids Gerald R. Ford Intl to Chicago Midway
Search Deals
One-way flight from Grand Rapids Gerald R. Ford Intl to Chicago Midway
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($59 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Grand Rapids Gerald R. Ford Intl to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Grand Rapids Gerald R. Ford Intl to Chicago Midway.
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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 December 12, 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 1/28

12:12 pm-6:36 pm

1 stop7h 24m

Chicago Midway

Sat 2/7

9:33 am-1:39 pm

1 stop3h 06m

$174

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Sat 1/31

2:55 pm-7:00 pm

1 stop5h 05m

Chicago Midway

Sat 2/7

9:45 am-11:40 am

Nonstop0h 55m

$181

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Thu 1/29

12:12 pm-6:36 pm

1 stop7h 24m

Chicago Midway

Sat 2/7

5:00 pm-10:49 pm

1 stop4h 49m

$191

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Sat 1/31

7:05 am-12:46 pm

2 stops6h 41m

Chicago Midway

Sat 2/7

9:33 am-3:17 pm

1 stop4h 44m

$196

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Thu 2/5

5:00 pm-5:10 pm

Nonstop1h 10m

Chicago Midway

Sat 2/7

9:45 am-11:40 am

Nonstop0h 55m

$201

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Fri 1/30

5:23 am-8:52 am

1 stop4h 29m

Chicago Midway

Sat 2/7

5:00 pm-10:49 pm

1 stop4h 49m

$235

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Tue 2/3

12:17 pm-6:36 pm

1 stop7h 19m

Chicago Midway

Sun 2/8

5:00 pm-10:49 pm

1 stop4h 49m

$236

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Tue 2/3

12:17 pm-6:36 pm

1 stop7h 19m

Chicago Midway

Fri 2/6

9:53 am-5:56 pm

1 stop7h 03m

$236

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Wed 1/28

7:05 am-1:09 pm

1 stop7h 04m

Chicago Midway

Sun 2/8

9:33 am-3:17 pm

1 stop4h 44m

$236

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Wed 1/28

6:55 am-7:05 am

Nonstop1h 10m

$59

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 21 results
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Compare providers for flights from Grand Rapids to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Grand Rapids to Midway in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Grand Rapids-Chicago Midway Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Grand Rapids-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Grand Rapids-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Grand Rapids-Chicago Midway Airport flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Grand Rapids-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 December 12, 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 December 12, 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
7.9
Good
4,253 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

7.9

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,253 reviews
Southwest
7.9
Good
4,253 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

7.9

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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.

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

    Delta and Southwest can get you from Grand Rapids to Chicago Midway Airport in just under 5h 05m. Your travel time can differ by up to 2h 19m. 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 $124. On average you can expect to pay $335. The most popular route, (Grand Rapids Gerald R. Ford Intl - Chicago Midway), can usually be booked for $191.

  • 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.

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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$97Average$275FlexibilityNo cancel feeOn-time63%

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