Midway

$129+ Cheap flights from Grand Rapids (GRR) to Midway (MDW)

GRR — MDW
Dec 10 — Dec 171
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1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

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3. Compare prices and book

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Cheap flight deals from Grand Rapids to Midway

Cheapest flights from Grand Rapids to Midway

Thu 12/37:20 pm -
Nonstop1h 20m
Thu 12/101:40 pm -
Nonstop1h 00m
Deal found 11/5$257
Tue 12/157:05 am -
Nonstop1h 10m
Mon 12/214:05 pm -
1 stop7h 25m
Deal found 11/5$267
Wed 12/97:05 am -
Nonstop1h 10m
Tue 12/156:15 pm -
Nonstop1h 05m
Deal found 11/8$279
Sat 12/56:35 am -
Nonstop1h 10m
Mon 12/76:15 pm -
Nonstop1h 05m
Deal found 11/8$294
Fri 12/111:25 pm -
Nonstop1h 20m
Fri 12/119:20 pm -
Nonstop1h 10m
Deal found 11/6$329
Sat 12/51:55 pm -
Nonstop1h 15m
Sun 12/69:20 pm -
Nonstop1h 10m
Deal found 11/6$337

Find flight deals from Grand Rapids to Midway

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$257
(Southwest)

One-way from

$129
(Southwest)

Popular in

January

Cheapest in

March

Average price

$532

Good round-trip deal

$379 or less

Good one-way deal

$234 or less
Provider with most accurate pricing for Grand Rapids Gerald R. Ford Intl-Chicago Midway flight deals.
Provider most trusted by Cheapflights users for Grand Rapids Gerald R. Ford Intl-Chicago Midway flights.
From Grand Rapids Gerald R. Ford Intl to Chicago Midway
One-way flight from Grand Rapids Gerald R. Ford Intl to Chicago Midway
Highest demand for flights based on searches. 12% potential increase in price ($53 potential increase over avg. RT price).
Cheapest flight prices on average. 8% potential price decrease ($31 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Grand Rapids Gerald R. Ford Intl to Chicago Midway.
Price to beat on a one-way flight from Grand Rapids Gerald R. Ford Intl to Chicago Midway.

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Grand Rapids to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Grand RapidsChicago

GRR Grand Rapids Gerald R. Ford Intl - MDW Chicago Midway

GRRMDW

Grand Rapids Gerald R. Ford Intl

Wed 12/2

11:00 am-11:15 am

Nonstop1h 15m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$129
Quickest round-trip

Grand RapidsChicago

GRR Grand Rapids Gerald R. Ford Intl - MDW Chicago Midway

GRRMDW

Grand Rapids Gerald R. Ford Intl

Mon 12/21

6:20 am-6:30 am

Nonstop1h 10m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$129

Grand RapidsChicago

GRR Grand Rapids Gerald R. Ford Intl - MDW Chicago Midway

GRRMDW

Grand Rapids Gerald R. Ford Intl

Fri 11/27

5:20 pm-5:45 pm

Nonstop1h 25m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$129

Grand RapidsChicago

GRR Grand Rapids Gerald R. Ford Intl - MDW Chicago Midway

GRRMDW

Grand Rapids Gerald R. Ford Intl

Fri 11/27

6:55 am-11:25 am

1 stop5h 30m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$139

Grand RapidsChicago

GRR Grand Rapids Gerald R. Ford Intl - MDW Chicago Midway

GRRMDW

Grand Rapids Gerald R. Ford Intl

Wed 12/2

5:30 am-9:37 am

1 stop5h 07m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$139

Grand RapidsChicago

GRR Grand Rapids Gerald R. Ford Intl - MDW Chicago Midway

GRRMDW

Grand Rapids Gerald R. Ford Intl

Wed 12/23

5:45 pm-6:00 pm

Nonstop1h 15m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$140

Grand RapidsChicago

GRR Grand Rapids Gerald R. Ford Intl - MDW Chicago Midway

GRRMDW

Grand Rapids Gerald R. Ford Intl

Sat 1/23

5:15 am-9:16 am

1 stop5h 01m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$150

Grand RapidsChicago

GRR Grand Rapids Gerald R. Ford Intl - MDW Chicago Midway

GRRMDW

Grand Rapids Gerald R. Ford Intl

Thu 12/31

7:20 pm-7:40 pm

Nonstop1h 20m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$155

Grand RapidsChicago

GRR Grand Rapids Gerald R. Ford Intl - MDW Chicago Midway

GRRMDW

Grand Rapids Gerald R. Ford Intl

Thu 2/4

3:46 pm-6:00 pm

1 stop3h 14m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$165

Grand RapidsChicago

GRR Grand Rapids Gerald R. Ford Intl - MDW Chicago Midway

GRRMDW

Grand Rapids Gerald R. Ford Intl

Thu 1/21

2:07 pm-6:00 pm

1 stop4h 53m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$165

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

Compare providers for flights from Grand Rapids to Midway

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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 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

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?

It’s optimal to fly from Grand Rapids to Chicago Midway Airport in the evening. By choosing this option you can save up to 19% on the cost of your flight, compared to a flight in the morning.

What is the cheapest day to fly from Grand Rapids to Chicago Midway Airport?

Travelers seeking maximum savings on their Grand Rapids to Chicago Midway Airport flight should consider departing on Saturday evenings when fares are most often at their lowest. Friday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Midway

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.

Boarding

8.1

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.4

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Boarding

8.1

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.4

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Related info for your journey

  • 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 can get you from Grand Rapids to Chicago Midway Airport in just under 1h 20m. Your travel time will be generally consistent. The distance from Grand Rapids to Chicago Midway Airport is about 136 mi. All flights are typically nonstop.

  • 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 $137 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 $151. On average you can expect to pay $355. The most popular route, (Grand Rapids Gerald R. Ford Intl - Chicago Midway), can usually be booked for $279.

  • 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
Benton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter

Browse thousands of different options on Cheapflights for your next trip

Top airline flying from Grand Rapids to Midway

AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$137Average$229FlexibilityNo cancel feeOn-time63%

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