$100+ Cheap flights from Grand Rapids (GRR) to Midway (MDW)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
GRR — MDW
Oct 17 — Oct 241
Round-trip
1 adult, Economy
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Find cheap flights from Grand Rapids to Midway with Cheapflights
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Grand Rapids to Midway
Cheapest
Best
Last-minute
One-way
Cheapest flights from Grand Rapids to MidwayExplore 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 September 17, 2026.
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 September 17, 2026.
This Southwest deal was found by Cheapflights users on 9/15. 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 10/65:05 pm -
Nonstop1h 05m
Tue 10/68:35 pm -
Nonstop1h 00m
Deal found 9/15![Southwest logo]()
$199
This Southwest deal was found by Cheapflights users on 9/14. 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 10/275:05 pm -
Nonstop1h 05m
Tue 11/36:15 pm -
Nonstop1h 00m
Deal found 9/14![Southwest logo]()
$200
This Southwest deal was found by Cheapflights users on 9/15. 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 10/85:35 pm -
Nonstop1h 05m
Tue 10/201:05 pm -
Nonstop0h 55m
Deal found 9/15![Southwest logo]()
$213
This Southwest deal was found by Cheapflights users on 9/16. 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 10/55:35 pm -
Nonstop1h 05m
Mon 10/129:45 pm -
Nonstop1h 00m
Deal found 9/16![Southwest logo]()
$227
This Southwest deal was found by Cheapflights users on 9/13. 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.
Fri 10/301:20 pm -
Nonstop1h 05m
Sat 10/319:45 am -
Nonstop0h 55m
Deal found 9/13![Southwest logo]()
$235
Best flights from Grand Rapids to MidwayDiscover carefully curated flight deals from Grand Rapids to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
Discover carefully curated flight deals from Grand Rapids to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
This Southwest deal was found by Cheapflights users on 9/15. 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 10/275:05 pm -
Nonstop1h 05m
Tue 11/36:15 pm -
Nonstop1h 00m
Deal found 9/15![Southwest logo]()
$199
This Delta deal was found by Cheapflights users on 9/12. 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 12/35:27 am -
1 stop5h 10m
Sun 12/69:37 am -
1 stop2h 55m
Deal found 9/12![Delta logo]()
$359
This Southwest deal was found by Cheapflights users on 9/13. 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.
Fri 10/301:20 pm -
Nonstop1h 05m
Sat 10/319:45 am -
Nonstop0h 55m
Deal found 9/13![Southwest logo]()
$235
This Southwest deal was found by Cheapflights users on 9/15. 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.
Fri 10/96:45 am -
Nonstop1h 00m
Sat 10/107:00 pm -
Nonstop0h 55m
Deal found 9/15![Southwest logo]()
$295
This Southwest deal was found by Cheapflights users on 9/13. 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 12/311:00 am -
Nonstop1h 15m
Sun 12/66:10 pm -
1 stop5h 10m
Deal found 9/13![Southwest logo]()
$307
This Southwest deal was found by Cheapflights users on 9/12. 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.
Fri 10/306:45 am -
Nonstop1h 00m
Mon 11/29:20 pm -
Nonstop1h 05m
Deal found 9/12![Southwest logo]()
$321
This Delta deal was found by Cheapflights users on 9/15. 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.
Fri 10/95:30 am -
1 stop5h 02m
Sat 10/109:29 am -
1 stop2h 54m
Deal found 9/15![Delta logo]()
$436
This Southwest deal was found by Cheapflights users on 9/15. 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.
Sat 10/1712:55 pm -
2 stops6h 00m
Sun 10/183:15 pm -
Nonstop0h 50m
Deal found 9/15![Southwest logo]()
$354
This Southwest deal was found by Cheapflights users on 9/15. 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.
Sun 10/185:25 am -
2 stops9h 30m
Sun 10/189:30 pm -
Nonstop1h 00m
Deal found 9/15![Southwest logo]()
$444
Last-minute flights from Grand Rapids to MidwayDiscover last-minute flight deals from Grand Rapids to Midway. Data last updated September 17, 2026 and is based on user searches.
Discover last-minute flight deals from Grand Rapids to Midway. Data last updated September 17, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/16. 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 10/55:35 pm -
Nonstop1h 05m
Mon 10/129:45 pm -
Nonstop1h 00m
Deal found 9/16![Southwest logo]()
$227
This Southwest deal was found by Cheapflights users on 9/15. 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 10/65:05 pm -
Nonstop1h 05m
Tue 10/68:35 pm -
Nonstop1h 00m
Deal found 9/15![Southwest logo]()
$199
This Southwest deal was found by Cheapflights users on 9/15. 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 10/85:35 pm -
Nonstop1h 05m
Tue 10/201:05 pm -
Nonstop0h 55m
Deal found 9/15![Southwest logo]()
$213
This Southwest deal was found by Cheapflights users on 9/14. 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 10/275:05 pm -
Nonstop1h 05m
Tue 11/36:15 pm -
Nonstop1h 00m
Deal found 9/14![Southwest logo]()
$200
This Southwest deal was found by Cheapflights users on 9/13. 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.
Fri 10/301:20 pm -
Nonstop1h 05m
Sat 10/319:45 am -
Nonstop0h 55m
Deal found 9/13![Southwest logo]()
$235
One-way flights from Grand Rapids to MidwaySearch for one-way flight options from Grand Rapids to Midway. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
Search for one-way flight options from Grand Rapids to Midway. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
This Southwest deal was found by Cheapflights users on 9/14. 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 10/145:05 pm -
Nonstop1h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$100
This Delta deal was found by Cheapflights users on 9/16. 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.
Sat 11/143:41 pm -
1 stop3h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Delta logo]()
$110
This Southwest deal was found by Cheapflights users on 9/15. 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 12/1411:00 am -
Nonstop1h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Southwest logo]()
$114
This Southwest deal was found by Cheapflights users on 9/13. 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.
Sat 10/315:20 am -
1 stop9h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Southwest logo]()
$116
This Delta deal was found by Cheapflights users on 9/15. 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.
Mon 12/143:51 pm -
1 stop3h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Delta logo]()
$124
This Southwest deal was found by Cheapflights users on 9/13. 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.
Fri 11/131:25 pm -
Nonstop1h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Southwest logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2612:46 pm -
2 stops29h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$137
This Delta deal was found by Cheapflights users on 9/16. 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.
Fri 11/132:27 pm -
1 stop4h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Delta logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:30 am -
2 stops35h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/192:01 pm -
2 stops25h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/122:01 pm -
2 stops34h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$146
Find 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 September 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $199 (Southwest) |
One-way from | $100 (Southwest) |
Popular in | January |
Cheapest in | March |
Average price | $317 |
Good round-trip deal | $384 or less |
Good one-way deal | $181 or less |
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 7,457,451 searches. Data last updated September 17, 2026.
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
Cheapest round-trip
Quickest round-trip
Grand RapidsChicago
GRR Grand Rapids Gerald R. Ford Intl - MDW Chicago Midway
GRRMDW
Grand Rapids Gerald R. Ford Intl
Wed 10/14
5:05 pm-5:10 pm
Nonstop1h 05m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$100
Grand RapidsChicago
GRR Grand Rapids Gerald R. Ford Intl - MDW Chicago Midway
GRRMDW
Grand Rapids Gerald R. Ford Intl
Tue 11/17
7:40 am-12:51 pm
1 stop6h 11m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$110
Grand RapidsChicago
GRR Grand Rapids Gerald R. Ford Intl - MDW Chicago Midway
GRRMDW
Grand Rapids Gerald R. Ford Intl
Wed 12/16
7:40 am-9:37 am
1 stop2h 57m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$110
Grand RapidsChicago
GRR Grand Rapids Gerald R. Ford Intl - MDW Chicago Midway
GRRMDW
Grand Rapids Gerald R. Ford Intl
Wed 11/4
10:40 am-12:47 pm
1 stop3h 07m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$110
Grand RapidsChicago
GRR Grand Rapids Gerald R. Ford Intl - MDW Chicago Midway
GRRMDW
Grand Rapids Gerald R. Ford Intl
Thu 12/17
7:40 am-1:01 pm
1 stop6h 21m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$124
Grand RapidsChicago
GRR Grand Rapids Gerald R. Ford Intl - MDW Chicago Midway
GRRMDW
Grand Rapids Gerald R. Ford Intl
Thu 12/10
5:27 am-9:37 am
1 stop5h 10m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$167
Grand RapidsChicago
GRR Grand Rapids Gerald R. Ford Intl - MDW Chicago Midway
GRRMDW
Grand Rapids Gerald R. Ford Intl
Wed 10/14
5:30 am-9:32 am
1 stop5h 02m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$167
Grand RapidsChicago
GRR Grand Rapids Gerald R. Ford Intl - MDW Chicago Midway
GRRMDW
Grand Rapids Gerald R. Ford Intl
Sat 12/12
3:51 pm-6:01 pm
1 stop3h 10m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$167
Grand RapidsChicago
GRR Grand Rapids Gerald R. Ford Intl - MDW Chicago Midway
GRRMDW
Grand Rapids Gerald R. Ford Intl
Fri 12/11
3:51 pm-6:01 pm
1 stop3h 10m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$175
Grand RapidsChicago
GRR Grand Rapids Gerald R. Ford Intl - MDW Chicago Midway
GRRMDW
Grand Rapids Gerald R. Ford Intl
Sat 10/17
12:55 pm-5:55 pm
2 stops6h 00m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$180
Showing 1-10 of 20 resultsSorted by cheapest first
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 September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
GRR-MDW
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 September 17, 2026.
It’s optimal to fly from Grand Rapids to Chicago Midway Airport in the evening. By choosing this option you can save up to 14% 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?
Use this chart to determine the cheapest time to fly round-trip from Grand Rapids to Midway. Price data was last updated on September 12, 2026.
Travelers seeking maximum savings on their Grand Rapids to Chicago Midway Airport flight should consider departing on Monday at noon when fares are most often at their lowest. Wednesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
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 September 17, 2026.
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
Entertainment
7.5
Food
7.0
Crew
8.6
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
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.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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Grand Rapids and Midway flights
Browse other Grand Rapids and Midway flight options. Last updated on September 17, 2026.
Other flights from Grand Rapids
Browse through other flights departing from Grand Rapids. Flights are based on user searches made on Cheapflights and were last updated on September 17, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated September 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$137 | Average$201 | FlexibilityNo cancel fee | On-time63% |