Find flights
When to book
Airlines
FAQs

Cheap flights from Halifax to Chicago Midway Airport from C$ 380

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 13/4. Fares are subject to change and may not be available on all flights or dates of travel.
YHZ — MDW
31 Mar — 7 Apr1
1 adult

Cheap flight deals from Halifax to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Halifax (YHZ) 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 26 March 2025.

Round-trip from

C$ 380

Popular in

October

Cheapest in

January

Average price

C$ 493
Porter Airlines
  • Porter Airlines
  • 13/4-19/4
  • 4 total stops
  • 17h 45m total
  • Halifax to Chicago
Search Deals
Highest demand for flights based on searches. 9% potential increase in price (C$ 81 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2025
Search Deals

Find flight deals from Halifax to Midway

Cheapest flights from Halifax to Midway
Explore the most affordable flight options available from Halifax to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 26 March 2025.

Sun 13/48:25 a.m.YHZ - MDW
2 stops10h 15mPorter Airlines
Sat 19/412:55 p.m.MDW - YHZ
2 stops7h 30mPorter Airlines
Deal found 26/3C$ 380
Fri 16/56:00 p.m.YHZ - MDW
2 stops29h 14mWestJet
Mon 19/57:25 p.m.MDW - YHZ
2 stops25h 25mWestJet
Deal found 24/3C$ 584
Sat 3/511:00 p.m.YHZ - MDW
1 stop11h 45mMultiple Airlines
Fri 9/55:50 p.m.MDW - YHZ
1 stop14h 18mMultiple Airlines
Deal found 25/3C$ 614

Cheapflights Fare Finder

Customize your flight search to find flights from Halifax 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 26 March 2025.
Use the filters below to find and compare flights from Halifax to Chicago Midway Airport that are best for you.

Fly from

Halifax

Fly to

Midway

Route

Depart

Return

Price

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sun 13/4

8:25 a.m.-4:40 p.m.

2 stops10h 15m

Chicago Midway

Sat 19/4

12:55 p.m.-10:25 p.m.

2 stops7h 30m

C$ 380

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Fri 16/5

6:00 p.m.-9:14 p.m.

2 stops29h 14m

Chicago Midway

Mon 19/5

7:25 p.m.-10:50 p.m.

2 stops25h 25m

C$ 584

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sat 3/5

11:00 p.m.-8:45 a.m.

1 stop11h 45m

Chicago Midway

Fri 9/5

5:50 p.m.-10:08 a.m.

1 stop14h 18m

C$ 614

Flights are sorted by cheapest round-trip flights first.

Deals found on 26/3

Best time to book a flight from Halifax to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Halifax 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 Halifax to Chicago Midway Airport

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 43.0 mm.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

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 26 March 2025.
Porter Airlines
7.9
Good
276 reviews
Check prices

Boarding

8.2

Overall

7.9

Food

7.6

Comfort

8.0

Entertainment

6.9

Crew

8.7

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
Porter Airlines
7.9
Good
276 reviews
Porter Airlines
7.9
Good
276 reviews
Check prices

Boarding

8.2

Overall

7.9

Food

7.6

Comfort

8.0

Entertainment

6.9

Crew

8.7

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
WestJet
7.2
Good
2,785 reviews
Porter Airlines
7.9
Good
276 reviews
Check prices

Boarding

8.2

Overall

7.9

Food

7.6

Comfort

8.0

Entertainment

6.9

Crew

8.7

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?

Related info for your journey

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

  • What airport do you fly from for flights from Halifax to Chicago Midway?

    Most people fly from Halifax Intl (YHZ) if they book a flight from Halifax to Chicago Midway. On average, Halifax Intl has 0 outbound flights to Chicago Midway per day from 1 airline. Halifax Intl is conveniently located just 26.9 km from Halifax’s city centre.

  • What are the cheapest airlines flying from Halifax to Chicago Midway Airport round-trip?

    Cheapflights users have booked flights from Halifax to Chicago Midway Airport round-trip from C$ 380. Another airline that can offer you cheap pricing is WestJet.

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

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

  • How can I find direct flights from Halifax to Midway?

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

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

    Yes. Cheapflights offers flight deals from Halifax 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 Halifax to Chicago Midway Airport?

    Currently, January is the cheapest month in which you can book a flight from Halifax to Chicago Midway Airport (average of C$ 243). Flying from Halifax 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Halifax to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Halifax to O'Hare Intl flights
St John to O'Hare Intl flights
Moncton to O'Hare Intl flights

Top airline flying from Halifax to Midway

Discover the top airline that operate flights from Halifax 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 26 March 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 437AverageC$ 580FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Halifax to Midway?

Deals for Halifax to Midway flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

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

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Halifax to Midway.

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

Certainly. Search results for flights to Midway from Halifax shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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

Of course! You can now track prices for flights from Halifax to Midway and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.