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$37+ 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 2/14. Fares are subject to change and may not be available on all flights or dates of travel.
GRR — MDW
Nov 23 — Nov 301
Sun 11/23
Sun 11/30
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 October 24, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$129
(Southwest)

One-way from

$37
(Southwest)

Popular in

September

Cheapest in

March

Average price

$201

Good round-trip deal

$311 or less

Good one-way deal

$181 or less
Provider with most accurate pricing for Grand Rapids Gerald R. Ford Intl-Chicago Midway flight deals.
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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
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One-way flight from Grand Rapids Gerald R. Ford Intl to Chicago Midway
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High demand for flights, 12% potential price rise
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Cheapest flight prices on average. 7% potential price decrease ($25 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 24, 2025.

This Southwest deal was found by Cheapflights users on 10/21. 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.
Thu 11/205:00 pmGRR - MDW
Nonstop1h 15mSouthwest
Thu 11/278:15 amMDW - GRR
Nonstop1h 00mSouthwest
Deal found 10/21$129
This Southwest deal was found by Cheapflights users on 10/24. 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.
Thu 12/45:00 pmGRR - MDW
Nonstop1h 15mSouthwest
Mon 12/88:40 pmMDW - GRR
Nonstop0h 55mSouthwest
Deal found 10/24$137
This Southwest deal was found by Cheapflights users on 10/23. 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 12/93:00 pmGRR - MDW
1 stop7h 05mSouthwest
Thu 12/111:25 pmMDW - GRR
Nonstop0h 55mSouthwest
Deal found 10/23$155
This Delta deal was found by Cheapflights users on 10/24. 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 12/108:15 amGRR - MDW
1 stop5h 19mDelta
Wed 12/106:40 pmMDW - GRR
1 stop4h 14mDelta
Deal found 10/24$157
This Delta deal was found by Cheapflights users on 10/23. 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 12/21:59 pmGRR - MDW
1 stop5h 01mDelta
Fri 12/59:34 amMDW - GRR
1 stop4h 23mDelta
Deal found 10/23$206
This Southwest deal was found by Cheapflights users on 10/23. 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 12/105:00 pmGRR - MDW
Nonstop1h 15mSouthwest
Fri 12/1210:10 pmMDW - GRR
Nonstop0h 55mSouthwest
Deal found 10/23$211
This Delta deal was found by Cheapflights users on 10/21. 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.
Thu 11/205:30 amGRR - MDW
1 stop4h 24mDelta
Thu 11/279:34 amMDW - GRR
1 stop2h 55mDelta
Deal found 10/21$223
This Southwest deal was found by Cheapflights users on 10/23. 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.
Mon 12/16:40 pmGRR - MDW
Nonstop1h 10mSouthwest
Sat 12/69:55 amMDW - GRR
Nonstop1h 00mSouthwest
Deal found 10/23$225

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 October 24, 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

Thu 11/20

5:00 pm-5:15 pm

Nonstop1h 15m

Chicago Midway

Thu 11/27

8:15 am-10:15 am

Nonstop1h 00m

$129

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Thu 12/4

5:00 pm-5:15 pm

Nonstop1h 15m

Chicago Midway

Mon 12/8

8:40 pm-10:35 pm

Nonstop0h 55m

$137

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Tue 12/9

5:00 pm-5:15 pm

Nonstop1h 15m

Chicago Midway

Thu 12/11

8:40 pm-10:35 pm

Nonstop0h 55m

$137

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Wed 12/10

1:59 pm-6:00 pm

1 stop5h 01m

Chicago Midway

Fri 12/12

6:40 pm-11:54 pm

1 stop4h 14m

$157

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Thu 12/4

1:59 pm-6:00 pm

1 stop5h 01m

Chicago Midway

Mon 12/8

9:34 am-2:57 pm

1 stop4h 23m

$157

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Tue 12/2

1:59 pm-6:00 pm

1 stop5h 01m

Chicago Midway

Fri 12/5

9:34 am-2:57 pm

1 stop4h 23m

$206

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Wed 12/10

5:00 pm-5:15 pm

Nonstop1h 15m

Chicago Midway

Fri 12/12

10:10 pm-12:05 am

Nonstop0h 55m

$211

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Mon 12/1

6:40 pm-6:50 pm

Nonstop1h 10m

Chicago Midway

Sat 12/6

9:55 am-11:55 am

Nonstop1h 00m

$225

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Sat 12/6

1:40 pm-6:30 pm

1 stop5h 50m

Chicago Midway

Sun 12/7

10:10 pm-12:05 am

Nonstop0h 55m

$243

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Mon 1/26

4:20 pm-4:40 pm

Nonstop1h 20m

$69

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/24

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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Grand Rapids-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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 October 24, 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 16% 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 October 24, 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
4,237 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

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
4,237 reviews
Southwest
8.0
Very good
4,237 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

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 15m. Your travel time can differ by up to 3h 46m. 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. You may be able to fly from Grand Rapids to Chicago Midway Airport for 71% less than the average price by searching for 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 $125. On average you can expect to pay $312. The most popular route, (Grand Rapids Gerald R. Ford Intl - Chicago Midway), can usually be booked for $137.

  • 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
Merrillville
Lansing
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 October 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$97Average$226FlexibilityNo cancel feeOn-time63%

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