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Cheap flights from Halifax to Chicago Midway Airport from C$ 322

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 26/8. Fares are subject to change and may not be available on all flights or dates of travel.
YHZ — MDW
8 Jul — 15 Jul1
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 3 July 2025.

Round-trip from

C$ 523

One-way from

C$ 322

Popular in

June

Cheapest in

January

Average price

C$ 576
Delta
  • Delta
  • 16/8-6/9
  • 4 total stops
  • 19h 00m total
  • Halifax to Chicago
Delta
  • Delta
  • 26/8
  • 2 total stops
  • 13h 57m total
  • Halifax to Chicago
Highest demand for flights based on searches. 9% potential increase in price (C$ 77 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease (C$ 17 potential savings vs. average RT price).
Average for round-trip flights in July 2025

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 3 July 2025.

Sat 16/86:40 a.m.YHZ - MDW
2 stops7h 48mDelta
Sat 6/99:31 a.m.MDW - YHZ
2 stops11h 12mDelta
Deal found 1/7C$ 523
Mon 21/76:45 a.m.YHZ - MDW
2 stops11h 39mPorter Airlines
Thu 24/79:40 a.m.MDW - YHZ
2 stops11h 49mPorter Airlines
Deal found 3/7C$ 572
Sat 12/79:00 a.m.YHZ - MDW
1 stop13h 22mMultiple Airlines
Sat 19/79:40 a.m.MDW - YHZ
1 stop23h 20mMultiple Airlines
Deal found 1/7C$ 609
Sat 19/78:30 a.m.YHZ - MDW
2 stops15h 12mWestJet
Sat 26/77:21 p.m.MDW - YHZ
2 stops20h 19mWestJet
Deal found 1/7C$ 750

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 3 July 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

Sat 16/8

6:40 a.m.-3:28 p.m.

2 stops10h 48m

Chicago Midway

Sat 6/9

9:31 a.m.-10:43 p.m.

2 stops11h 12m

C$ 523

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Mon 21/7

6:45 a.m.-4:24 p.m.

2 stops11h 39m

Chicago Midway

Thu 24/7

9:40 a.m.-11:29 p.m.

2 stops11h 49m

C$ 572

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sat 19/7

8:30 a.m.-9:42 p.m.

2 stops15h 12m

Chicago Midway

Sat 26/7

7:21 p.m.-5:40 p.m.

2 stops20h 19m

C$ 750

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sat 16/8

11:00 p.m.-1:03 p.m.

2 stops16h 03m

Chicago Midway

Sat 23/8

7:17 p.m.-4:10 p.m.

3 stops18h 53m

C$ 1,071

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Tue 26/8

6:40 a.m.-6:37 p.m.

2 stops13h 57m

C$ 322

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sat 12/7

9:00 a.m.-8:22 p.m.

1 stop13h 22m

C$ 328

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Fri 15/8

5:15 p.m.-8:45 a.m.

1 stop17h 30m

C$ 368

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/7

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.

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 3 July 2025.
Check out reviews from past customers who have flown with Porter Airlines,Delta, andWestJet from Halifax to Chicago Midway Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.7

Food

7.7

Entertainment

7.0

Comfort

8.1

Boarding

8.2

Overall

8.0

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

Crew

8.7

Food

7.7

Entertainment

7.0

Comfort

8.1

Boarding

8.2

Overall

8.0

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
8.0
Very good

Crew

8.7

Food

7.7

Entertainment

7.0

Comfort

8.1

Boarding

8.2

Overall

8.0

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

Crew

8.7

Food

7.7

Entertainment

7.0

Comfort

8.1

Boarding

8.2

Overall

8.0

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

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$ 523. Other airlines that can offer you cheap pricing are Porter Airlines, from C$ 572, and WestJet, from C$ 750.

  • 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, June is the cheapest month in which you can book a flight from Halifax to Chicago Midway Airport (average of C$ 238). 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

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Alternative routes for Halifax to Midway

See prices for flight routes from nearby airports that may be better suited for you.

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 3 July 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 403AverageC$ 551FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights

Fly with Cheapflights

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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.

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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.

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