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Cheap flights from Chicago Midway Airport to Halifax from $160

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Halifax departing on 9/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago Midway Airport to Halifax

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
3:20 pm - 9:25 pmMDW  Chicago Midway-YHZ Halifax Intl
28h 05m1 stop Toronto Island
Multiple Airlines Logo
3:45 pm - 11:00 amYHZ  Halifax Intl-MDW Chicago Midway
21h 15m1 stop Toronto Pearson Intl
$346Multiple Airlines
Tue, Sep 22 - Mon, Sep 28
Multiple Airlines Logo
3:20 pm - 9:25 pmMDW  Chicago Midway-YHZ Halifax Intl
28h 05m1 stop Toronto Island
Multiple Airlines Logo
7:25 am - 2:35 pmYHZ  Halifax Intl-MDW Chicago Midway
9h 10m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Island
$354Multiple Airlines
Tue, Sep 22 - Mon, Sep 28
Porter Airlines Logo
3:20 pm - 11:44 pmMDW  Chicago Midway-YHZ Halifax Intl
6h 24m2 stops Toronto Island Ottawa
Porter Airlines Logo
8:00 am - 2:35 pmYHZ  Halifax Intl-MDW Chicago Midway
8h 35m1 stop Toronto Island
$358Porter Airlines
Wed, Sep 2 - Sun, Sep 6
Porter Airlines Logo
3:20 pm - 11:44 pmMDW  Chicago Midway-YHZ Halifax Intl
6h 24m2 stops Toronto Island Ottawa
Porter Airlines Logo
8:00 am - 2:35 pmYHZ  Halifax Intl-MDW Chicago Midway
8h 35m1 stop Toronto Island
$371Porter Airlines
Tue, Sep 1 - Sun, Sep 6
Porter Airlines Logo
3:20 pm - 11:44 pmMDW  Chicago Midway-YHZ Halifax Intl
6h 24m2 stops Toronto Island Ottawa
Porter Airlines Logo
8:00 am - 2:35 pmYHZ  Halifax Intl-MDW Chicago Midway
8h 35m1 stop Toronto Island
$371Porter Airlines
Thu, Sep 3 - Sun, Sep 6
Multiple Airlines Logo
11:45 am - 10:45 amMDW  Chicago Midway-YHZ Halifax Intl
21h 00m1 stop Toronto Island
Multiple Airlines Logo
8:15 pm - 2:35 pmYHZ  Halifax Intl-MDW Chicago Midway
20h 20m1 stop Toronto Pearson Intl
$378Multiple Airlines
Tue, Sep 29 - Tue, Oct 13
Porter Airlines Logo
3:15 pm - 11:44 pmMDW  Chicago Midway-YHZ Halifax Intl
6h 29m2 stops Toronto Island Ottawa
Porter Airlines Logo
8:00 am - 2:35 pmYHZ  Halifax Intl-MDW Chicago Midway
8h 35m1 stop Toronto Island
$384Porter Airlines
Mon, Aug 31 - Sun, Sep 6
Multiple Airlines Logo
11:45 am - 11:33 pmMDW  Chicago Midway-YHZ Halifax Intl
9h 48m2 stops Toronto Island Montreal St Hubert
Multiple Airlines Logo
8:15 pm - 2:35 pmYHZ  Halifax Intl-MDW Chicago Midway
20h 20m1 stop Toronto Pearson Intl
$397Multiple Airlines
Tue, Sep 29 - Tue, Oct 13
Porter Airlines Logo
3:20 pm - 11:44 pmMDW  Chicago Midway-YHZ Halifax Intl
6h 24m2 stops Toronto Island Ottawa
Porter Airlines Logo
7:30 am - 11:00 amYHZ  Halifax Intl-MDW Chicago Midway
29h 30m1 stop Toronto Island
$399Porter Airlines
Thu, Sep 3 - Mon, Sep 7
Porter Airlines Logo
11:45 am - 11:44 pmMDW  Chicago Midway-YHZ Halifax Intl
9h 59m2 stops Toronto Island Ottawa
Porter Airlines Logo
7:00 am - 2:35 pmYHZ  Halifax Intl-MDW Chicago Midway
9h 35m2 stops Ottawa Toronto Island
$403Porter Airlines
Wed, Oct 7 - Sun, Oct 11

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Porter Airlines flights from Chicago Midway Airport to Halifax

Our best Porter Airlines deals on Chicago Midway Airport to Halifax flight tickets
Porter Airlines
Sep 2
MDW3:20 pmChicago Midway
6h 24m
2 stops
YHZ11:44 pmHalifax Intl
Sep 6
YHZ8:00 amHalifax Intl
8h 35m
1 stop
MDW2:35 pmChicago Midway
$358
Porter Airlines
Sep 1
MDW3:20 pmChicago Midway
6h 24m
2 stops
YHZ11:44 pmHalifax Intl
Sep 6
YHZ8:00 amHalifax Intl
8h 35m
1 stop
MDW2:35 pmChicago Midway
$371
Porter Airlines
Aug 31
MDW3:15 pmChicago Midway
6h 29m
2 stops
YHZ11:44 pmHalifax Intl
Sep 6
YHZ8:00 amHalifax Intl
8h 35m
1 stop
MDW2:35 pmChicago Midway
$384

Delta flights from Chicago Midway Airport to Halifax

Our best Delta deals on Chicago Midway Airport to Halifax flight tickets
Delta
Aug 20
MDW9:24 amChicago Midway
11h 54m
2 stops
YHZ11:18 pmHalifax Intl
Aug 26
YHZ6:30 amHalifax Intl
11h 45m
2 stops
MDW4:15 pmChicago Midway
$635
Delta
Aug 20
MDW9:24 amChicago Midway
11h 54m
2 stops
YHZ11:18 pmHalifax Intl
Aug 26
YHZ1:33 pmHalifax Intl
11h 03m
2 stops
MDW10:36 pmChicago Midway
$640
Delta
Aug 14
MDW9:24 amChicago Midway
11h 54m
2 stops
YHZ11:18 pmHalifax Intl
Aug 21
YHZ1:33 pmHalifax Intl
11h 03m
2 stops
MDW10:36 pmChicago Midway
$672

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Halifax 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, momondo users made 832,500 searches. Data last updated August 8, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Halifax that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoHalifax

MDW Chicago Midway - YHZ Halifax Intl

MDWYHZ

Chicago Midway

Tue 9/22

3:20 pm-9:25 pm

1 stop28h 05m

Halifax Intl

Mon 9/28

3:45 pm-11:00 am

1 stop21h 15m

$346

ChicagoHalifax

MDW Chicago Midway - YHZ Halifax Intl

MDWYHZ

Chicago Midway

Tue 9/22

3:20 pm-9:25 pm

1 stop28h 05m

Halifax Intl

Mon 9/28

7:25 am-2:35 pm

2 stops9h 10m

$354
Quickest round-trip

ChicagoHalifax

MDW Chicago Midway - YHZ Halifax Intl

MDWYHZ

Chicago Midway

Wed 9/2

3:20 pm-11:44 pm

2 stops6h 24m

Halifax Intl

Sun 9/6

8:00 am-2:35 pm

1 stop8h 35m

$358

ChicagoHalifax

MDW Chicago Midway - YHZ Halifax Intl

MDWYHZ

Chicago Midway

Tue 9/1

3:20 pm-11:44 pm

2 stops6h 24m

Halifax Intl

Sun 9/6

8:00 am-2:35 pm

1 stop8h 35m

$371

ChicagoHalifax

MDW Chicago Midway - YHZ Halifax Intl

MDWYHZ

Chicago Midway

Thu 9/3

3:20 pm-11:44 pm

2 stops6h 24m

Halifax Intl

Sun 9/6

8:00 am-2:35 pm

1 stop8h 35m

$371

ChicagoHalifax

MDW Chicago Midway - YHZ Halifax Intl

MDWYHZ

Chicago Midway

Tue 9/29

11:45 am-10:45 am

1 stop21h 00m

Halifax Intl

Tue 10/13

8:15 pm-2:35 pm

1 stop20h 20m

$378

ChicagoHalifax

MDW Chicago Midway - YHZ Halifax Intl

MDWYHZ

Chicago Midway

Mon 8/31

3:15 pm-11:44 pm

2 stops6h 29m

Halifax Intl

Sun 9/6

8:00 am-2:35 pm

1 stop8h 35m

$384

ChicagoHalifax

MDW Chicago Midway - YHZ Halifax Intl

MDWYHZ

Chicago Midway

Tue 9/29

11:45 am-11:33 pm

2 stops9h 48m

Halifax Intl

Tue 10/13

8:15 pm-2:35 pm

1 stop20h 20m

$397

ChicagoHalifax

MDW Chicago Midway - YHZ Halifax Intl

MDWYHZ

Chicago Midway

Thu 9/3

3:20 pm-11:44 pm

2 stops6h 24m

Halifax Intl

Mon 9/7

7:30 am-11:00 am

1 stop29h 30m

$399

ChicagoHalifax

MDW Chicago Midway - YHZ Halifax Intl

MDWYHZ

Chicago Midway

Wed 10/7

11:45 am-11:44 pm

2 stops9h 59m

Halifax Intl

Sun 10/11

7:00 am-2:35 pm

2 stops9h 35m

$403

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Halifax from

How to get the cheapest flight ticket from Chicago Midway Airport to Halifax

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Halifax?

According to our data, Saturday is the cheapest day to fly to Halifax from Chicago Midway Airport. The lowest ticket price found for a Saturday departure recently was $477. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. The most expensive day to fly to Halifax is Friday, with ticket prices averaging around $859.

Can stopping save me money on Chicago Midway Airport to Halifax flights?

You could potentially save up to 52% on your flight if you consider stops on a Chicago Midway Airport to Halifax flight.

When to book flights from Chicago Midway Airport to Halifax

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Halifax according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Halifax (MDW to YHZ) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Halifax

Fastest flight time

6h 24m

Direct flights

None
The fastest flight from Chicago Midway Airport to Halifax takes 6h 24m
There are no direct flights from Chicago Midway Airport to Halifax. There are no popular flight routes from Chicago Midway Airport to Halifax.
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Halifax

  • How far is Chicago Midway to Halifax Intl by plane?

    Halifax Intl is 1227.6 mi away from Chicago Midway. 6h 24m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Chicago Midway Airport to Halifax Intl Airport?

    Prices for flights from Chicago Midway Airport to Halifax Intl Airport were last updated today.

  • How old do you have to be to fly from Chicago Midway Airport to Halifax Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Halifax Intl Airport.

  • What documentation or ID do you need to fly to Halifax Intl Airport?

    The travel and health documents you'll need for your trip to Halifax Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Halifax Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Halifax?

Book flights to Halifax if you plan to visit one of these locations
Dartmouth
Enfield
Bridgewater
Lunenburg
Liverpool
Truro
Windsor

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Halifax?

It is quick and easy to find Chicago to Halifax flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Halifax that suits you.

Can I find flights from Chicago to Halifax with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Halifax from Chicago with this policy.

How can momondo help me find flights from Chicago to Halifax?

Once all potential Chicago to Halifax flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Halifax right now. Can momondo alert me if prices change?

Price alerts on flights to Halifax from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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