$104+ Cheap flights from Midway (MDW) to LaGuardia, NY (LGA)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — LGA
Sep 1 — Sep 81
Round-trip
1 adult, Economy
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Find cheap flights from Midway to LaGuardia 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
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Cheapest flights from Midway to LaGuardiaExplore the most affordable flight options available from Midway to LaGuardia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 2, 2026.
Explore the most affordable flight options available from Midway to LaGuardia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 2, 2026.
This Southwest deal was found by Cheapflights users on 7/29. 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 9/17:05 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Tue 9/87:25 am
LGA
- MDW
Nonstop2h 20m
Southwest
Deal found 7/29![Southwest logo]()
$207
This Southwest deal was found by Cheapflights users on 7/29. 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 9/15:20 pm
MDW
- LGA
1 stop4h 40m
Southwest
Wed 9/24:10 pm
LGA
- MDW
Nonstop2h 30m
Southwest
Deal found 7/29![Southwest logo]()
$217
This Southwest deal was found by Cheapflights users on 7/29. 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 8/226:00 am
MDW
- LGA
Nonstop2h 00m
Southwest
Sun 8/236:00 am
LGA
- MDW
Nonstop2h 15m
Southwest
Deal found 7/29![Southwest logo]()
$218
This Southwest deal was found by Cheapflights users on 7/29. 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 8/226:00 am
MDW
- LGA
Nonstop2h 00m
Southwest
Mon 8/246:00 am
LGA
- MDW
Nonstop2h 15m
Southwest
Deal found 7/29![Southwest logo]()
$222
This Southwest deal was found by Cheapflights users on 7/29. 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 9/17:15 am
MDW
- LGA
1 stop7h 35m
Southwest
Tue 9/15:45 pm
LGA
- MDW
1 stop5h 05m
Southwest
Deal found 7/29![Southwest logo]()
$227
This Southwest deal was found by Cheapflights users on 7/29. 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 8/296:00 am
MDW
- LGA
Nonstop2h 00m
Southwest
Mon 8/318:35 am
LGA
- MDW
1 stop7h 50m
Southwest
Deal found 7/29![Southwest logo]()
$228
This Southwest deal was found by Cheapflights users on 7/29. 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 9/1212:10 pm
MDW
- LGA
Nonstop2h 10m
Southwest
Sat 9/195:50 pm
LGA
- MDW
Nonstop2h 30m
Southwest
Deal found 7/29![Southwest logo]()
$229
This Southwest deal was found by Cheapflights users on 7/30. 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 8/215:50 pm
MDW
- LGA
1 stop4h 30m
Southwest
Tue 8/256:00 am
LGA
- MDW
Nonstop2h 15m
Southwest
Deal found 7/30![Southwest logo]()
$233
This Frontier deal was found by Cheapflights users on 7/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:25 am
MDW
- LGA
1 stop8h 35m
Frontier
Thu 9/176:15 am
LGA
- MDW
1 stop12h 31m
Frontier
Deal found 7/30![Frontier logo]()
$234
This Frontier deal was found by Cheapflights users on 7/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:25 am
MDW
- LGA
1 stop8h 35m
Frontier
Wed 10/76:15 am
LGA
- MDW
1 stop12h 36m
Frontier
Deal found 7/30![Frontier logo]()
$235
Best flights from Midway to LaGuardiaDiscover carefully curated flight deals from Midway to LaGuardia that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 2, 2026.
Discover carefully curated flight deals from Midway to LaGuardia that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 2, 2026.
This Southwest deal was found by Cheapflights users on 7/29. 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 8/296:00 am
MDW
- LGA
Nonstop2h 00m
Southwest
Mon 8/316:00 am
LGA
- MDW
Nonstop2h 15m
Southwest
Deal found 7/29![Southwest logo]()
$218
This Southwest deal was found by Cheapflights users on 7/28. 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 8/235:25 am
MDW
- LGA
Nonstop2h 00m
Southwest
Tue 8/256:30 am
LGA
- MDW
1 stop6h 20m
Southwest
Deal found 7/28![Southwest logo]()
$228
This Southwest deal was found by Cheapflights users on 7/28. 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 9/68:45 am
MDW
- LGA
1 stop7h 10m
Southwest
Tue 9/86:00 am
LGA
- MDW
Nonstop2h 15m
Southwest
Deal found 7/28![Southwest logo]()
$228
This KAYAK deal was found by Cheapflights users on 7/29. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/55:10 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Wed 10/712:00 pm
LGA
- MDW
1 stop10h 55m
Southwest
Deal found 7/29![Southwest logo]()
$239
This Southwest deal was found by Cheapflights users on 7/29. 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 10/282:45 pm
MDW
- LGA
2 stops6h 05m
Southwest
Mon 11/28:55 pm
LGA
- MDW
Nonstop2h 30m
Southwest
Deal found 7/29![Southwest logo]()
$244
This Southwest deal was found by Cheapflights users on 8/1. 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 9/222:40 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Sun 9/276:00 am
LGA
- MDW
Nonstop2h 15m
Southwest
Deal found 8/1![Southwest logo]()
$247
This Southwest deal was found by Cheapflights users on 7/30. 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 10/302:25 pm
MDW
- LGA
1 stop6h 00m
Southwest
Sun 11/18:30 am
LGA
- MDW
Nonstop2h 35m
Southwest
Deal found 7/30![Southwest logo]()
$249
This Southwest deal was found by Cheapflights users on 7/31. 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 8/226:00 am
MDW
- LGA
Nonstop2h 00m
Southwest
Sun 8/236:20 am
LGA
- MDW
1 stop7h 25m
Southwest
Deal found 7/31![Southwest logo]()
$252
This Southwest deal was found by Cheapflights users on 7/31. 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 8/289:50 am
MDW
- LGA
1 stop6h 05m
Southwest
Mon 8/318:35 am
LGA
- MDW
1 stop7h 50m
Southwest
Deal found 7/31![Southwest logo]()
$257
This Southwest deal was found by Cheapflights users on 7/29. 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 9/127:40 am
MDW
- LGA
2 stops7h 40m
Southwest
Sat 9/198:20 am
LGA
- MDW
1 stop8h 40m
Southwest
Deal found 7/29![Southwest logo]()
$260
This Southwest deal was found by Cheapflights users on 7/30. 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 10/302:45 pm
MDW
- LGA
1 stop7h 25m
Southwest
Mon 11/26:35 pm
LGA
- MDW
1 stop5h 05m
Southwest
Deal found 7/30![Southwest logo]()
$262
This Southwest deal was found by Cheapflights users on 7/29. 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 8/258:50 am
MDW
- LGA
2 stops7h 15m
Southwest
Wed 8/2612:05 pm
LGA
- MDW
1 stop5h 45m
Southwest
Deal found 7/29![Southwest logo]()
$262
Last-minute flights from Midway to LaGuardiaDiscover last-minute flight deals from Midway to LaGuardia. Data last updated August 2, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to LaGuardia. Data last updated August 2, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 7/28. 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 8/217:50 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Sun 8/236:00 am
LGA
- MDW
Nonstop2h 15m
Southwest
Deal found 7/28![Southwest logo]()
$229
This Southwest deal was found by Cheapflights users on 7/30. 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 8/215:50 pm
MDW
- LGA
1 stop4h 30m
Southwest
Tue 8/256:00 am
LGA
- MDW
Nonstop2h 15m
Southwest
Deal found 7/30![Southwest logo]()
$233
This Southwest deal was found by Cheapflights users on 7/29. 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 8/226:00 am
MDW
- LGA
Nonstop2h 00m
Southwest
Sun 8/236:00 am
LGA
- MDW
Nonstop2h 15m
Southwest
Deal found 7/29![Southwest logo]()
$218
This Southwest deal was found by Cheapflights users on 7/29. 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 8/226:00 am
MDW
- LGA
Nonstop2h 00m
Southwest
Mon 8/246:00 am
LGA
- MDW
Nonstop2h 15m
Southwest
Deal found 7/29![Southwest logo]()
$222
This Southwest deal was found by Cheapflights users on 7/29. 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 8/2510:10 am
MDW
- LGA
1 stop5h 45m
Southwest
Wed 8/265:45 pm
LGA
- MDW
1 stop5h 05m
Southwest
Deal found 7/29![Southwest logo]()
$227
This Frontier deal was found by Cheapflights users on 7/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2511:50 am
MDW
- LGA
1 stop8h 09m
Frontier
Wed 9/96:15 am
LGA
- MDW
1 stop12h 36m
Frontier
Deal found 7/30![Frontier logo]()
$234
This Southwest deal was found by Cheapflights users on 7/30. 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 8/296:00 am
MDW
- LGA
Nonstop2h 00m
Southwest
Wed 9/26:00 am
LGA
- MDW
Nonstop2h 15m
Southwest
Deal found 7/30![Southwest logo]()
$207
This Southwest deal was found by Cheapflights users on 7/30. 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 8/296:00 am
MDW
- LGA
Nonstop2h 00m
Southwest
Sat 9/52:40 pm
LGA
- MDW
1 stop5h 40m
Southwest
Deal found 7/30![Southwest logo]()
$217
This Southwest deal was found by Cheapflights users on 7/30. 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 8/296:00 am
MDW
- LGA
Nonstop2h 00m
Southwest
Sun 8/307:20 am
LGA
- MDW
Nonstop2h 20m
Southwest
Deal found 7/30![Southwest logo]()
$228
One-way flights from Midway to LaGuardiaSearch for one-way flight options from Midway to LaGuardia. Find affordable one-way fares based on user searches. Data last updated August 2, 2026.
Search for one-way flight options from Midway to LaGuardia. Find affordable one-way fares based on user searches. Data last updated August 2, 2026.
This Southwest deal was found by Cheapflights users on 7/29. 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 9/19:30 am
MDW
- LGA
Nonstop2h 05m
Southwest
Deal found 7/29![Southwest logo]()
$104
This Southwest deal was found by Cheapflights users on 7/29. 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 8/305:25 am
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 7/29![Southwest logo]()
$115
This Frontier deal was found by Cheapflights users on 7/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3112:03 pm
MDW
- LGA
1 stop7h 50m
Frontier
Deal found 7/30![Frontier logo]()
$117
This Southwest deal was found by Cheapflights users on 7/29. 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 8/315:00 am
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 7/29![Southwest logo]()
$119
This Southwest deal was found by Cheapflights users on 7/30. 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 8/275:00 am
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 7/30![Southwest logo]()
$120
This Super.com deal was found by Cheapflights users on 7/30. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/511:45 am
MDW
- LGA
1 stop10h 29m
Frontier
Deal found 7/30![Frontier logo]()
$122
This Southwest deal was found by Cheapflights users on 7/29. 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 8/187:20 am
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 7/29![Southwest logo]()
$124
This Southwest deal was found by Cheapflights users on 7/29. 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 8/282:50 pm
MDW
- LGA
1 stop5h 35m
Southwest
Deal found 7/29![Southwest logo]()
$125
This Trip.com deal was found by Cheapflights users on 7/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/111:50 am
MDW
- LGA
1 stop8h 09m
Frontier
Deal found 7/28![Frontier logo]()
$126
Find flight deals from Midway to LaGuardia
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to LaGuardia (LGA). 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 August 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $207 (Southwest) |
One-way from | $104 (Southwest) |
Popular in | November |
Cheapest in | January |
Average price | $376 |
Good round-trip deal | $234 or less |
Good one-way deal | $164 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to LaGuardia 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 2,558,603 searches. Data last updated August 2, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to New York LaGuardia Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Sat 8/29
6:00 am-9:00 am
Nonstop2h 00m
New York LaGuardia
Mon 8/31
6:00 am-7:15 am
Nonstop2h 15m
$218
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Sun 8/23
5:25 am-8:25 am
Nonstop2h 00m
New York LaGuardia
Tue 8/25
6:30 am-11:50 am
1 stop6h 20m
$228
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Sun 9/6
8:45 am-4:55 pm
1 stop7h 10m
New York LaGuardia
Tue 9/8
6:00 am-7:15 am
Nonstop2h 15m
$228
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Mon 10/5
5:10 pm-8:15 pm
Nonstop2h 05m
New York LaGuardia
Wed 10/7
12:00 pm-9:55 pm
1 stop10h 55m
$239
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Wed 10/28
2:45 pm-9:50 pm
2 stops6h 05m
New York LaGuardia
Mon 11/2
8:55 pm-10:25 pm
Nonstop2h 30m
$244
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Tue 9/22
2:40 pm-5:45 pm
Nonstop2h 05m
New York LaGuardia
Sun 9/27
6:00 am-7:15 am
Nonstop2h 15m
$247
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Fri 10/30
2:25 pm-9:25 pm
1 stop6h 00m
New York LaGuardia
Sun 11/1
8:30 am-10:05 am
Nonstop2h 35m
$249
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Sat 8/22
6:00 am-9:00 am
Nonstop2h 00m
New York LaGuardia
Sun 8/23
6:20 am-12:45 pm
1 stop7h 25m
$252
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Fri 8/28
9:50 am-4:55 pm
1 stop6h 05m
New York LaGuardia
Mon 8/31
8:35 am-3:25 pm
1 stop7h 50m
$257
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Sat 9/12
7:40 am-4:20 pm
2 stops7h 40m
New York LaGuardia
Sat 9/19
8:20 am-4:00 pm
1 stop8h 40m
$260
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from Midway to LaGuardia
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 Midway to LaGuardia in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-New York LaGuardia Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-New York LaGuardia Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-New York LaGuardia Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-New York LaGuardia 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 Chicago Midway Airport-New York LaGuardia 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 Midway to LaGuardia
Have a flexible travel schedule? Discover the best time to fly to LaGuardia from Midway with our price prediction graph.
MDW-LGA
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.
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Everything you need to know about your flight from Chicago Midway Airport to New York LaGuardia Airport
Prices
Delays
What is the cheapest month to book a flight from Chicago Midway Airport to New York LaGuardia Airport?
Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to New York LaGuardia Airport (average of $252). Flying from Chicago Midway Airport to New York LaGuardia Airport in November is currently the most expensive (average of $501). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from MDW to LGA?
Find hourly flight availability from Midway to LaGuardia. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 2, 2026.
One of the essential ways to save on airfare from Chicago Midway Airport to New York LaGuardia Airport is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 12% on airfare.
What is the cheapest day to fly from Chicago Midway Airport to New York LaGuardia Airport?
Use this chart to determine the cheapest time to fly round-trip from Midway to LaGuardia. Price data was last updated on July 25, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to New York LaGuardia Airport flight should consider departing on Saturday afternoons when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
How often are flights from Chicago to New York delayed?
About 24% of weekly flights between Chicago and New York have experienced delays in the past year, with the average delay time being 124 minutes.
What is the most punctual flight time for Chicago to New York flights?
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Wednesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to New York flights?
Over the last year, Southwest have had the lowest number of delays on this route, with just 23% of flights being delayed.
The best insider tips for Chicago Midway Airport to New York LaGuardia Airport flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago Midway Airport to New York LaGuardia Airport trip
Our travel experts
Reviews of airlines servicing LaGuardia
Get insights into the airlines that provide service to LaGuardia. 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 LaGuardia. Reviews last updated August 2, 2026.
Read reviews from past customers who have flown Southwest from Chicago Midway Airport to New York LaGuardia Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Overall
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Overall
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Related info for your journey
Find useful and relevant information for your journey from Midway to LaGuardia. 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 New York LaGuardia Airport?
Book flights to New York LaGuardia Airport if you plan to visit one of these locationsQueens
Bronx
Mahwah
Elizabeth
East Rutherford
Staten Island
Mount Laurel
Yonkers
Secaucus
Irvington
North Bergen
Tannersville
Edgewater
Carle Place
Parsippany
Absecon
Carteret
Fort Lee
Goshen
Avenel
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Other flights to LaGuardia
Explore flights to LaGuardia departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 2, 2026.
Midway and LaGuardia flights
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Top airline flying from Midway to LaGuardia
Discover the top airline that operate flights from Midway to LaGuardia. 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 2,558,603 searches. Data last updated August 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$179 | Average$372 | FlexibilityNo cancel fee | On-time63% |