$79 Cheap Flights from Grand Rapids (GRR) to Chicago (MDW)

View $79 flight on Mon, May 12, 2025Opens in a new window

Popular airlines from Gerald R. Ford International Airport (GRR) to Chicago Midway Airport (MDW)

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Find available prices by choosing your travel dates.

Cheap Flights from Grand Rapids to Chicago (GRR-MDW)

Prices were available within the past 7 days and start at $79 for one-way flights and $97 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Wed, Jun 11 - Thu, Jun 12
GRR
Grand Rapids
MDW
Chicago
$97 Roundtrip, found 6 days ago
$97
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Wed, Jun 11 from Grand Rapids to Chicago, returning Thu, Jun 12, priced at $97 found 6 days ago
Southwest Airlines
Wed, Jun 11 - Thu, Jun 12
GRR
Grand Rapids
MDW
Chicago
$127 Roundtrip, found 6 days ago
$127
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Wed, Jun 11 from Grand Rapids to Chicago, returning Thu, Jun 12, priced at $127 found 6 days ago
Southwest Airlines
Tue, May 13 - Mon, May 19
GRR
Grand Rapids
MDW
Chicago
$132 Roundtrip, found 5 days ago
$132
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, May 13 from Grand Rapids to Chicago, returning Mon, May 19, priced at $132 found 5 days ago
Southwest Airlines
Tue, May 13 - Mon, May 19
GRR
Grand Rapids
MDW
Chicago
$149 Roundtrip, found 5 days ago
$149
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, May 13 from Grand Rapids to Chicago, returning Mon, May 19, priced at $149 found 5 days ago
Southwest Airlines
Wed, May 21 - Fri, May 30
GRR
Grand Rapids
MDW
Chicago
$156 Roundtrip, found 3 days ago
$156
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, May 21 from Grand Rapids to Chicago, returning Fri, May 30, priced at $156 found 3 days ago
Delta
Tue, May 13 - Mon, May 19
GRR
Grand Rapids
MDW
Chicago
$159 Roundtrip, found 5 days ago
$159
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, May 13 from Grand Rapids to Chicago, returning Mon, May 19, priced at $159 found 5 days ago
Southwest Airlines
Tue, May 13 - Mon, May 19
GRR
Grand Rapids
MDW
Chicago
$162 Roundtrip, found 5 days ago
$162
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, May 13 from Grand Rapids to Chicago, returning Mon, May 19, priced at $162 found 5 days ago
Southwest Airlines
Tue, May 13 - Mon, May 19
GRR
Grand Rapids
MDW
Chicago
$179 Roundtrip, found 5 days ago
$179
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, May 13 from Grand Rapids to Chicago, returning Mon, May 19, priced at $179 found 5 days ago
Southwest Airlines
Wed, May 21 - Fri, May 30
GRR
Grand Rapids
MDW
Chicago
$186 Roundtrip, found 3 days ago
$186
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, May 21 from Grand Rapids to Chicago, returning Fri, May 30, priced at $186 found 3 days ago
Southwest Airlines
Tue, Aug 12 - Thu, Aug 14
GRR
Grand Rapids
MDW
Chicago
$187 Roundtrip, found 4 days ago
$187
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Tue, Aug 12 from Grand Rapids to Chicago, returning Thu, Aug 14, priced at $187 found 4 days ago

Frequently asked questions

How much does a flight from Gerald R. Ford Intl. Airport (GRR) to Midway Intl. Airport (MDW) cost?
Cheap round-trip fares from Gerald R. Ford Intl. Airport (GRR) to Midway Intl. Airport (MDW) start at $132. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a Southwest Airlines flight leaving GRR on May 13 2025 and touching down at MDW. The price was last updated on April 22 2025 and has not changed since.
What is the cheapest month to fly from GRR to MDW?
The cheapest flights from GRR to MDW are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Gerald R. Ford Intl. Airport (GRR) to Midway Intl. Airport (MDW)?
Take a nonstop flight with Southwest Airlines and travel straight from Gerald R. Ford Intl. Airport (GRR) to Midway Intl. Airport (MDW).
What is the cheapest airline that flies from GRR to MDW?
Book a flight from GRR to MDW with Southwest Airlines. This airline currently has the cheapest one-way fare on this route, starting from $49. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from GRR on June 2 2025. Prices were last updated on April 22 2025 and have not changed since.
How many flights per day from Gerald R. Ford Intl. Airport (GRR) to Midway Intl. Airport (MDW)?
When flying out of Gerald R. Ford Intl. Airport (GRR), you’ll have a choice from an average of 2 daily nonstop flights to Midway Intl. Airport (MDW).
What are the most popular departure times for flights from Gerald R. Ford Intl. Airport (GRR) to Midway Intl. Airport (MDW)?
More people fly between GRR and MDW at 7 AM than at any other time of day. Looking for a quieter experience? Consider flying outside peak hours and there’s a chance you’ll save on your fare as well.
What day of the week has the most flights from GRR to MDW?
Friday offers the most flights from Gerald R. Ford Intl. Airport (GRR) to Midway Intl. Airport (MDW). Consider leaving on this day and you’ll have the best chance of finding a schedule that works for you.
What is the earliest flight from Gerald R. Ford Intl. Airport (GRR) to Midway Intl. Airport (MDW)?
Gerald R. Ford Intl. Airport (GRR)’s earliest flight to Midway Intl. Airport (MDW) is at approximately 7:10AM UTC-5. With a travel duration of 1h 15m, you’ll land at around 7:25AM UTC-6.
How long does it take to fly from Gerald R. Ford Intl. Airport (GRR) to Midway Intl. Airport (MDW)?
It takes roughly 1 hour and 10 minutes to travel the 140 mi from GRR to MDW.
What airline has the least delays from GRR to MDW?
With 85% of flights usually landing on schedule, Southwest Airlines has the best on-time performance for direct flights from Gerald R. Ford Intl. Airport (GRR) to Midway Intl. Airport (MDW). To keep track of your flight status and get notified if anything changes, simply head to the Expedia App.
What is the best time to fly from Gerald R. Ford Intl. Airport (GRR) to Midway Intl. Airport (MDW)?
Book a flight from Gerald R. Ford Intl. Airport (GRR) to Midway Intl. Airport (MDW) that takes off before 3 PM to reduce the risk of cancellations. Later departures are on average 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
What airports do you fly into for Chicago from Gerald R. Ford Intl. Airport (GRR)?
If you’re departing on a direct flight from Gerald R. Ford Intl. Airport (GRR) to Chicago, you’ll land at either O’Hare Intl. Airport (ORD) or Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Gerald R. Ford Intl. Airport (GRR) to Midway Intl. Airport (MDW) last-minute?
Waiting until right before your break to book a ticket from GRR to MDW often results in higher prices. While you may find some last-minute deals, they’re not always guaranteed. Keep your travel schedule open to maximize your chances of snagging a bargain.
Is it cheaper to book a GRR to MDW flight and hotel package?
Securing a GRR to MDW flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels all in one place. Choose from our extensive range of hotels and then add activities, flights and car rentals to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Gerald R. Ford Intl. Airport (GRR) to Midway Intl. Airport (MDW)?
If you reserved your GRR to MDW flight within the last 24 hours, you may be able to modify or cancel it at no cost. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal if you’d like more information.
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