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Cheap flights from Niagara Falls to Chicago Midway Airport from C$ 199

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 29/10. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MDW
17 Oct — 24 Oct1
1 adult
1 adult, Economy

Cheap flight deals from Niagara Falls to Midway

Keep the following information in mind while searching for Niagara Falls to Midway flight deals. Data was last updated 17 September 2025.

Round-trip from

C$ 332

One-way from

C$ 199

Popular in

September

Cheapest in

February

Average price

C$ 777
WestJet
  • WestJet
  • 1/11-8/11
  • 2 total stops
  • 12h 28m total
  • Niagara Falls to Chicago
Search Deals
29/10
  • 29/10
  • 1 total stop
  • 16h 57m total
  • Niagara Falls to Chicago
Search Deals
Highest demand for flights based on searches. 26% potential increase in price (C$ 217 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease (C$ 45 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
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Find flight deals from Niagara Falls to Midway

Cheapest flights from Niagara Falls to Midway
Explore the most affordable flight options available from Niagara Falls to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 17 September 2025.

Sat 1/116:20 a.m.YYZ - MDW
1 stop5h 10mWestJet
Sat 8/113:00 p.m.MDW - YYZ
1 stop7h 18mWestJet
Deal found 17/9C$ 332
Fri 7/1112:50 p.m.YYZ - MDW
1 stop10h 30mMultiple Airlines
Mon 10/118:00 a.m.MDW - YYZ
1 stop11h 00mMultiple Airlines
Deal found 17/9C$ 347
Thu 30/105:15 p.m.YYZ - MDW
1 stop16h 17mMultiple Airlines
Mon 3/119:32 a.m.MDW - YYZ
1 stop27h 33mMultiple Airlines
Deal found 15/9C$ 349
Sat 18/106:20 a.m.YYZ - MDW
1 stop5h 10mMultiple Airlines
Fri 31/109:32 a.m.MDW - YYZ
1 stop9h 28mMultiple Airlines
Deal found 16/9C$ 351
Tue 21/106:00 p.m.YYZ - MDW
1 stop5h 14mWestJet
Sat 25/1010:35 a.m.MDW - YYZ
1 stop5h 15mWestJet
Deal found 15/9C$ 352
Sat 1/116:00 p.m.YYZ - MDW
1 stop17h 45mWestJet
Mon 3/1110:30 a.m.MDW - YYZ
1 stop5h 20mWestJet
Deal found 15/9C$ 359
Wed 15/106:00 p.m.YYZ - MDW
1 stop5h 14mWestJet
Tue 21/1012:48 p.m.MDW - YYZ
1 stop8h 07mWestJet
Deal found 15/9C$ 360
Fri 14/117:15 a.m.YYZ - MDW
1 stop15h 55mMultiple Airlines
Mon 17/119:27 a.m.MDW - YYZ
1 stop13h 44mMultiple Airlines
Deal found 16/9C$ 362
Tue 14/106:00 p.m.YYZ - MDW
1 stop16h 40mWestJet
Tue 21/1012:48 p.m.MDW - YYZ
1 stop8h 07mWestJet
Deal found 16/9C$ 365

Cheapflights Fare Finder

 
Customize your flight search to find flights from Niagara Falls 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 629,999 searches. Data last updated 17 September 2025.
Use the filters below to find and compare flights from Niagara Falls to Chicago Midway Airport that are best for you.

Fly from

Niagara Falls

Fly to

Midway

Route

Depart

Return

Price

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Sat 1/11

6:20 a.m.-1:08 p.m.

1 stop7h 48m

Chicago Midway

Sat 8/11

10:35 a.m.-9:55 p.m.

1 stop10h 20m

C$ 373

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Mon 13/10

7:45 a.m.-10:14 p.m.

1 stop15h 29m

Chicago Midway

Sat 18/10

10:35 a.m.-9:55 p.m.

1 stop10h 20m

C$ 378

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Thu 16/10

7:45 a.m.-10:14 p.m.

1 stop15h 29m

Chicago Midway

Sat 18/10

10:35 a.m.-9:55 p.m.

1 stop10h 20m

C$ 378

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Fri 7/11

6:00 p.m.-9:40 a.m.

1 stop16h 40m

Chicago Midway

Sun 9/11

10:47 a.m.-5:00 p.m.

1 stop5h 13m

C$ 378

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Sat 18/10

6:00 p.m.-10:14 p.m.

1 stop5h 14m

Chicago Midway

Tue 21/10

9:20 a.m.-6:30 p.m.

1 stop8h 10m

C$ 378

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Sun 12/10

6:00 p.m.-10:14 p.m.

1 stop5h 14m

Chicago Midway

Sat 18/10

10:35 a.m.-9:55 p.m.

1 stop10h 20m

C$ 378

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Wed 15/10

1:20 p.m.-10:14 p.m.

1 stop9h 54m

Chicago Midway

Sat 18/10

10:35 a.m.-4:50 p.m.

1 stop5h 15m

C$ 378

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Mon 17/11

6:10 p.m.-9:52 a.m.

1 stop16h 42m

Chicago Midway

Tue 18/11

1:47 p.m.-11:21 p.m.

1 stop8h 34m

C$ 378

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Tue 21/10

6:00 p.m.-10:14 p.m.

1 stop5h 14m

Chicago Midway

Sat 1/11

9:20 a.m.-3:59 p.m.

1 stop5h 39m

C$ 387

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Sat 18/10

6:00 p.m.-10:14 p.m.

1 stop5h 14m

Chicago Midway

Sat 1/11

3:00 p.m.-11:18 p.m.

1 stop7h 18m

C$ 387

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/9

Showing 1-10 of 18 results
1
2

Best time to book a flight from Niagara Falls to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Niagara Falls with our price prediction graph.
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 Niagara Falls to Chicago Midway Airport

What is the cheapest month to book a flight from Niagara Falls to Chicago Midway Airport?

Currently, September is the cheapest month in which you can book a flight from Niagara Falls to Chicago Midway Airport (average of C$ 207). Flying from Niagara Falls to Chicago Midway Airport in November is currently the most expensive (average of C$ 312). 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 NI4 to MDW?

Find hourly flight availability from Niagara Falls 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 17 September 2025.

When flying from Niagara Falls to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Niagara Falls to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from Niagara Falls to Midway. Price data was last updated on 20 October 2024.

Travelers seeking maximum savings on their Niagara Falls to Chicago Midway Airport flight should consider departing on Sunday mornings when fares are most often at their lowest. Monday afternoons 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 17 September 2025.
See what other customers who have flown with Porter Airlines and WestJet from Niagara Falls 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.
Porter Airlines
7.9
Good
365 reviews
Check prices

Comfort

7.9

Crew

8.6

Food

7.6

Overall

7.9

Entertainment

7.0

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Porter Airlines
7.9
Good
365 reviews
Porter Airlines
7.9
Good
365 reviews
Check prices

Comfort

7.9

Crew

8.6

Food

7.6

Overall

7.9

Entertainment

7.0

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
WestJet
7.2
Good
3,095 reviews
Porter Airlines
7.9
Good
365 reviews
Check prices

Comfort

7.9

Crew

8.6

Food

7.6

Overall

7.9

Entertainment

7.0

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.

Related info for your journey

Find useful and relevant information for your journey from Niagara Falls to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Niagara Falls to Chicago Midway Airport?

    A quick flight from Niagara Falls to Chicago Midway Airport can take about 7h 48m. WestJet provides one of the quickest options available for as low as C$ 373. The distance between Niagara Falls and Chicago Midway Airport is about 695 km.

  • Can I find deals for flights from Niagara Falls to Midway that include hotel bookings?

    Yes. In addition to deals on Niagara Falls to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Niagara Falls to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Niagara Falls to Midway.

  • Can I find deals for business class flights from Niagara Falls to Midway?

    Yes. Cheapflights offers flight deals from Niagara Falls to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Niagara Falls to Chicago Midway Airport?

    Currently, September is the cheapest month in which you can book a flight from Niagara Falls to Chicago Midway Airport (average of C$ 207). Flying from Niagara Falls to Chicago Midway Airport in November is currently the most expensive (average of C$ 312). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Niagara Falls to Midway

Discover the top 2 airlines that operate flights from Niagara Falls 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 629,999 searches. Data last updated 17 September 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 203AverageC$ 330FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
WestJetCheapestC$ 419AverageC$ 674FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Niagara Falls to Midway?

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Why should you use Cheapflights to find cheap flight tickets from Niagara Falls to Midway?

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Can Cheapflights find flights from Niagara Falls to Midway with no change fees?

Need flexible booking options for your flight to Midway from Niagara Falls? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Niagara Falls to Midway become cheaper?

Yes, Cheapflights offers price alerts on Niagara Falls to Midway flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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