GRR - MDW

$59 Find Cheap Flights from Grand Rapids to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Grand Rapids to Midway departing on 2/24. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Grand Rapids to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Grand Rapids to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$174
Delta
Wed 1/28Sat 2/7
GRR - MDW • 1 stop
Cheapest non-stop
$201
Southwest
Sat 1/31Sat 2/7
GRR - MDW • Non-stop
Top airlines
Delta
Cheapest • from $174 (round-trip)
Southwest
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Booking Insights
Flight Deals

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Grand Rapids to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Grand Rapids to Midway

Wed, Jan 28 - Sat, Feb 7
Delta Logo
12:12 pm - 6:36 pm
GRR
-
MDW
7h 24m1 stop
Delta Logo
9:33 am - 1:39 pm
MDW
-
GRR
3h 06m1 stop
$174Delta
Sat, Jan 31 - Sat, Feb 7
Southwest Logo
2:55 pm - 7:00 pm
GRR
-
MDW
5h 05m1 stop
Southwest Logo
9:45 am - 11:40 am
MDW
-
GRR
0h 55mnonstop
$181Southwest
Thu, Jan 8 - Thu, Jan 15
Delta Logo
5:23 am - 8:52 am
GRR
-
MDW
4h 29m1 stop
Delta Logo
9:32 am - 3:17 pm
MDW
-
GRR
4h 45m1 stop
$191Delta
Sat, Jan 31 - Sat, Feb 7
Delta Logo
7:05 am - 12:46 pm
GRR
-
MDW
6h 41m2 stops
Delta Logo
9:33 am - 3:17 pm
MDW
-
GRR
4h 44m1 stop
$196Delta
Sat, Jan 31 - Sat, Feb 7
Southwest Logo
4:20 pm - 4:40 pm
GRR
-
MDW
1h 20mnonstop
Southwest Logo
9:45 am - 11:40 am
MDW
-
GRR
0h 55mnonstop
$201Southwest
Thu, Feb 5 - Sat, Feb 7
Southwest Logo
5:00 pm - 5:10 pm
GRR
-
MDW
1h 10mnonstop
Southwest Logo
6:40 am - 12:40 pm
MDW
-
GRR
5h 00m1 stop
$211Southwest
Wed, Dec 24 - Thu, Dec 25
Southwest Logo
7:10 am - 7:20 am
GRR
-
MDW
1h 10mnonstop
Southwest Logo
1:25 pm - 3:20 pm
MDW
-
GRR
0h 55mnonstop
$231Southwest
Fri, Jan 30 - Sat, Feb 7
Delta Logo
5:23 am - 8:52 am
GRR
-
MDW
4h 29m1 stop
Delta Logo
5:00 pm - 10:49 pm
MDW
-
GRR
4h 49m1 stop
$235Delta
Wed, Jan 28 - Fri, Feb 6
Delta Logo
12:12 pm - 6:36 pm
GRR
-
MDW
7h 24m1 stop
Delta Logo
9:53 am - 5:56 pm
MDW
-
GRR
7h 03m1 stop
$236Delta
Thu, Feb 5 - Sat, Feb 7
Southwest Logo
4:05 pm - 9:25 pm
GRR
-
MDW
6h 20m1 stop
Southwest Logo
6:40 am - 12:40 pm
MDW
-
GRR
5h 00m1 stop
$243Southwest
Booking Insights

KAYAK's insights & trends for Grand Rapids to Midway flights

Get data-powered insights and trends into flights from Grand Rapids to Midway to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Grand Rapids to Chicago Midway Airport?

The average price of all round-trip flights from Grand Rapids to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Chicago Midway Airport on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Grand Rapids to Chicago Midway Airport. For your return ticket, we recommend flying on a Thursday and avoiding Saturdays for the best deals.

Can I save money by flying with a layover from Grand Rapids to Chicago Midway Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $295, prices are generally cheapest when you fly direct.

Good to know

Cheapest flight$59
Flight from Grand Rapids to Chicago Midway Airport

When to book flights from Grand Rapids to Midway

Are your dates flexible? Find out the best times to travel from Grand Rapids to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Grand Rapids to Chicago Midway Airport flights

  • What is the cheapest flight from Grand Rapids to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Grand Rapids to Chicago Midway Airport was $59 for a one-way ticket and $174 for a round-trip.

  • Do I need a passport to fly between Grand Rapids and Chicago Midway Airport?

    No

  • Which airports will I be using when flying from Grand Rapids to Chicago Midway Airport?

    When flying out of Grand Rapids you will be using Grand Rapids Gerald R. Ford Intl. You will be landing at Chicago Midway Airport, also known as Chicago Midway.

  • Which airlines offer Wi-Fi service onboard planes from Grand Rapids to Chicago Midway Airport?

    American Airlines, and Delta offer inflight Wi-Fi service on the Grand Rapids to Chicago Midway Airport flight route.

  • Which aircraft models fly most regularly from Grand Rapids to Chicago Midway Airport?

    The Airbus A319 is the aircraft model that flies most regularly on the Grand Rapids to Chicago Midway Airport flight route.

  • On which days can I fly direct from Grand Rapids to Chicago Midway Airport?

    There are nonstop flights from Grand Rapids to Chicago Midway Airport on a daily basis.

  • How does KAYAK find such low prices on flights from Grand Rapids to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Grand Rapids to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Grand Rapids to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Grand Rapids is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Grand Rapids to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Grand Rapids with another airline. Booking your flights between Grand Rapids and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Grand Rapids to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Grand Rapids up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Grand Rapids to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $183 or less one-way and $358 or less round-trip.

Prefer to fly direct from Grand Rapids to Chicago Midway Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Grand Rapids Gerald R. Ford Intl to Chicago Midway.
Find which airlines fly direct from Grand Rapids Gerald R. Ford Intl Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Grand Rapids Gerald R. Ford Intl to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Chicago Midway to Grand Rapids Gerald R. Ford Intl

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Reviews of the top airline flying from Grand Rapids to Midway

 
See real verified KAYAK customer reviews for airlines flying from Grand Rapids to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Grand Rapids to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
SouthwestOverall score based on 4253 reviews
8.1Boarding
7.0Food
8.6Crew
8.0Comfort
7.5Entertainment
Airline reviews

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

8.0 ExcellentRussell, Dec 2025
SAN - OAK
Read more Southwest reviews

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Everything a cheap airline should be at normal airline rates.

Everything you need to know for your flight from Grand Rapids to Midway

Information on your arrival and departure airports