GRR - MDW

$49 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 8/4. 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

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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Flights 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

Tue, Aug 19 - Fri, Aug 22
Southwest Logo
5:15 pm - 5:20 pmGRR-MDW
1h 05mnonstop
Southwest Logo
9:15 pm - 11:10 pmMDW-GRR
0h 55mnonstop
$155Southwest
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Tue, Sep 16 - Fri, Sep 19
Southwest Logo
8:20 am - 11:45 amGRR-MDW
4h 25m1 stop
Southwest Logo
9:15 pm - 11:10 pmMDW-GRR
0h 55mnonstop
$165Southwest
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Tue, Sep 16 - Fri, Sep 19
Southwest Logo
8:20 am - 1:25 pmGRR-MDW
6h 05m2 stops
Southwest Logo
9:15 pm - 11:10 pmMDW-GRR
0h 55mnonstop
$170Southwest
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Sat, Aug 2 - Mon, Aug 4
Southwest Logo
6:15 pm - 6:15 pmGRR-MDW
1h 00mnonstop
Southwest Logo
9:25 am - 11:20 amMDW-GRR
0h 55mnonstop
$173Southwest
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Sat, Aug 2 - Mon, Aug 4
Delta Logo
5:30 am - 8:44 amGRR-MDW
4h 14m1 stop
Delta Logo
6:20 pm - 11:46 pmMDW-GRR
4h 26m1 stop
$254Delta
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Wed, Jul 16 - Wed, Jul 23
Delta Logo
5:30 am - 8:44 amGRR-MDW
4h 14m1 stop
Delta Logo
9:25 am - 1:31 pmMDW-GRR
3h 06m1 stop
$269Delta
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Thu, Jul 10 - Fri, Jul 11
Allegiant Air Logo
1:46 pm - 8:22 amGRR-MDW
19h 36m1 stop
Allegiant Air Logo
10:31 am - 8:53 amMDW-GRR
21h 22m2 stops
$283Allegiant Air
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Sat, Aug 2 - Mon, Aug 4
Allegiant Air Logo
3:54 pm - 10:47 amGRR-MDW
19h 53m1 stop
Allegiant Air Logo
1:11 pm - 6:26 pmMDW-GRR
28h 15m2 stops
$311Allegiant Air
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Thu, Jun 26 - Fri, Jun 27
Frontier Logo
12:08 pm - 11:18 pmGRR-MDW
12h 10m1 stop
Frontier Logo
9:12 pm - 5:27 pmMDW-GRR
19h 15m1 stop
$350Frontier
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Thu, Jun 26 - Fri, Jun 27
Frontier Logo
10:56 am - 8:17 pmGRR-MDW
10h 21m1 stop
Frontier Logo
9:12 pm - 5:27 pmMDW-GRR
19h 15m1 stop
$372Frontier
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Useful Info

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 $250, prices are generally cheapest when you fly direct.

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Good to know

Cheapest flight$49
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 $49 for a one-way ticket and $155 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 A320-100/200 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 $172 or less one-way and $369 or less round-trip.

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

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
See more direct flights

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.
8.0
SouthwestOverall score based on 4287 reviews
7.6Entertainment
8.2Boarding
7.1Food
8.6Crew
8.0Comfort
Airline reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

6.0 GoodDavid, Jun 2025BWI - COS
Read more Southwest reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

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

Information on your arrival and departure airports

Grand Rapids (GRR)
Midway (MDW)

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