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Flights to Chicago Midway

C$ 163 Cheap flights to Chicago Midway Airport

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight to Chicago Midway Airport departing on 3/9. 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
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Sun 21/7
Sun 28/7

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Chicago Midway flight deals found on momondo

Check out some of the best fares to Chicago Midway found recently by users on momondo
Multiple Airlines
3 Sep.
YVR9:15 p.m.Vancouver Intl
10h 55m
2 stops
MDW10:10 a.m.Chicago Midway
22 Oct.
MDW10:00 a.m.Chicago Midway
13h 04m
1 stop
YVR9:04 p.m.Vancouver Intl
Porter Airlines
7 Aug.
YTZ8:50 p.m.Toronto Island
1h 47m
MDW9:37 p.m.Chicago Midway
21 Aug.
MDW5:15 p.m.Chicago Midway
1h 42m
YTZ7:57 p.m.Toronto Island
Delta
9 Nov.
YYC6:50 a.m.Calgary
10h 15m
1 stop
MDW6:05 p.m.Chicago Midway
16 Nov.
MDW11:59 a.m.Chicago Midway
9h 44m
1 stop
YYC8:43 p.m.Calgary
Air Transat
7 Aug.
YTZ8:50 p.m.Toronto Island
1h 47m
MDW9:37 p.m.Chicago Midway
13 Aug.
MDW11:05 a.m.Chicago Midway
1h 42m
YTZ1:47 p.m.Toronto Island
WestJet
23 Aug.
YYZ5:59 p.m.Toronto Pearson Intl
4h 47m
1 stop
MDW9:46 p.m.Chicago Midway
26 Aug.
MDW6:11 a.m.Chicago Midway
9h 33m
1 stop
YYZ4:44 p.m.Toronto Pearson Intl
Porter Airlines
6 Aug.
YTZ9:20 a.m.Toronto Island
1h 47m
MDW10:07 a.m.Chicago Midway
14 Aug.
MDW8:00 a.m.Chicago Midway
1h 42m
YTZ10:42 a.m.Toronto Island

Find the cheapest one-way flights to Chicago Midway

If you're looking for one-way flights from Vancouver to Chicago Midway, view some of our deals below provided by Delta and Porter Airlines
Multiple Airlines
3 Sep.
YVR9:15 p.m.Vancouver Intl
10h 55m
2 stops
MDW10:10 a.m.Chicago Midway
Porter Airlines
14 Aug.
YTZ9:20 a.m.Toronto Island
1h 47m
MDW10:07 a.m.Chicago Midway
Delta
28 Aug.
YYC6:45 a.m.Calgary
9h 40m
2 stops
MDW5:25 p.m.Chicago Midway

Search last-minute flights to Chicago Midway Airport

Porter Airlines
25 Jul.
YTZ3:30 p.m.Toronto Island
1h 47m
MDW4:17 p.m.Chicago Midway
28 Jul.
MDW8:40 a.m.Chicago Midway
1h 42m
YTZ11:22 a.m.Toronto Island
WestJet
25 Jul.
YYZ12:30 p.m.Toronto Pearson Intl
7h 09m
1 stop
MDW6:39 p.m.Chicago Midway
29 Jul.
MDW6:00 a.m.Chicago Midway
5h 10m
1 stop
YYZ12:10 p.m.Toronto Pearson Intl
Delta
28 Jul.
YYZ9:45 a.m.Toronto Pearson Intl
8h 18m
1 stop
MDW5:03 p.m.Chicago Midway
2 Aug.
MDW9:18 a.m.Chicago Midway
8h 16m
1 stop
YYZ6:34 p.m.Toronto Pearson Intl
Air Transat
22 Jul.
YTZ8:50 p.m.Toronto Island
1h 47m
MDW9:37 p.m.Chicago Midway
27 Jul.
MDW8:00 a.m.Chicago Midway
1h 42m
YTZ10:42 a.m.Toronto Island
Multiple Airlines
21 Jul.
YTZ8:50 p.m.Toronto Island
1h 47m
MDW9:37 p.m.Chicago Midway
31 Aug.
MDW8:00 a.m.Chicago Midway
1h 42m
YTZ10:42 a.m.Toronto Island
Porter Airlines
26 Jul.
YUL7:00 a.m.Montreal Pierre Elliott Trudeau Intl
4h 07m
1 stop
MDW10:07 a.m.Chicago Midway
29 Jul.
MDW8:00 a.m.Chicago Midway
4h 45m
1 stop
YUL1:45 p.m.Montreal Pierre Elliott Trudeau Intl

Find the cheapest direct flights to Chicago Midway Airport

Porter Airlines
7 Aug.
YTZ8:50 p.m.Toronto Island
1h 47m
MDW9:37 p.m.Chicago Midway
21 Aug.
MDW5:15 p.m.Chicago Midway
1h 42m
YTZ7:57 p.m.Toronto Island
Air Transat
7 Aug.
YTZ8:50 p.m.Toronto Island
1h 47m
MDW9:37 p.m.Chicago Midway
13 Aug.
MDW11:05 a.m.Chicago Midway
1h 42m
YTZ1:47 p.m.Toronto Island
Multiple Airlines
7 Aug.
YTZ8:50 p.m.Toronto Island
1h 47m
MDW9:37 p.m.Chicago Midway
9 Aug.
MDW5:15 p.m.Chicago Midway
1h 42m
YTZ7:57 p.m.Toronto Island
Porter Airlines
6 Aug.
YTZ9:20 a.m.Toronto Island
1h 47m
MDW10:07 a.m.Chicago Midway
14 Aug.
MDW8:00 a.m.Chicago Midway
1h 42m
YTZ10:42 a.m.Toronto Island
Porter Airlines
12 Aug.
YTZ8:50 p.m.Toronto Island
1h 47m
MDW9:37 p.m.Chicago Midway
14 Aug.
MDW8:00 a.m.Chicago Midway
1h 42m
YTZ10:42 a.m.Toronto Island
Porter Airlines
9 Aug.
YTZ8:50 p.m.Toronto Island
1h 47m
MDW9:37 p.m.Chicago Midway
16 Aug.
MDW8:00 a.m.Chicago Midway
1h 42m
YTZ10:42 a.m.Toronto Island

Cheapest flights to Chicago Midway

Find the cheapest flights to Chicago Midway from your nearest city or airport
CHEAPEST MONTH TO FLY TO CHICAGO MIDWAY AIRPORT FROM TORONTO PEARSON INTL AIRPORTFebruary39% cheaperFlying from Toronto Pearson Intl Airport to Chicago Midway Airport costs on average just C$ 336 in February
MOST EXPENSIVE MONTH TO FLY TO CHICAGO MIDWAY AIRPORT FROM TORONTO PEARSON INTL AIRPORTAugust25% more expensiveIt costs about C$ 682 for flights to Chicago Midway Airport from Toronto Pearson Intl Airport in August
MOST POPULAR MONTH TO FLY TO CHICAGO MIDWAY AIRPORT FROM TORONTO PEARSON INTL AIRPORTMay550% more users visitedMore momondo users searched in flights to Chicago Midway Airport from Toronto Pearson Intl Airport in May than any other month

Cheap Chicago Midway Airport flight deals and tips

Summary info about Chicago Midway Airport flight prices, duration and airlines

Best One-Way Price

C$ 163

Best Round-Trip Price

C$ 283

Fastest flight time

1h 47m

Operated By

2 airlines
The best one-way flight price to Chicago from Canada in the last 72 hours is C$ 163 (Vancouver Intl to Chicago Midway).
The best round-trip flight price to Chicago from Canada in the last 72 hours is C$ 283 (Vancouver Intl to Chicago Midway).
The fastest flight to Chicago from Canada takes 1h 47m (Toronto Island to Chicago Midway).
There are 2 airlines operating flights to Chicago, including Delta and Porter Airlines.

Frequently asked questions about flying to Chicago Midway Airport

What is the cheapest month to fly to Chicago Midway Airport?

In general, when booking your flight to Chicago Midway Airport, March is the cheapest month on average.

When is the best time to book flights to Chicago Midway Airport?

From most locations, to find the best deals on airfare, our data shows that users booking 50 days before flying found the cheapest flight to Chicago Midway Airport.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

On average, the cheapest flights to Chicago Midway Airport are found when departing on a Wednesday. Try to avoid departing on a Monday, as this is usually the most expensive day.

What is the cheapest time of day to fly to Chicago Midway Airport?

Generally, when visiting Chicago Midway Airport, Evening flights represent the best value. Morning flights are likely to have higher prices.

Is there an alternative airport near Chicago Midway Airport?

Finding an alternative and possibly cheaper destination airport near Chicago Midway Airport is possible. If you are planning a flight to Chicago Midway Airport, consider booking flights to Chicago O'Hare Intl Airport (26 km from Chicago city centre).

How long does it take to fly to Chicago Midway Airport?

Flight times from Canada to Chicago Midway Airport vary, but if you’re flying out of Toronto Pearson Intl and flying into Chicago O'Hare Intl (one of the most popular routes), then the duration is 1h 51m on average. Another popular route from Canada to Chicago Midway Airport is flying from Vancouver Intl to Chicago O'Hare Intl, which will take roughly 4h 01m. Keep in mind that layovers or delays could extend your travel time.

When did momondo last update prices for flights to Chicago Midway Airport?

Prices for flights to Chicago Midway Airport are updated daily.

How many operators does momondo search for flights to Chicago Midway Airport?

How old do you have to be to fly to Chicago Midway Airport?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel to Chicago Midway Airport.

What documentation or ID do you need to fly to Chicago Midway Airport?

The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.


Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights to Chicago. Millions of users trust and use momondo every year so you are in good company.

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

All flight searches to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight to Chicago.

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

Price alerts on flights to 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.


An easier way to manage your Chicago Midway trip

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1 adult
From?
To?
Sun 21/7
Sun 28/7
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Find better results for your trip to Chicago Midway Airport MDW

Popular Flights to Chicago Midway Airport
Popular routes according to searches in the past day on momondo


Cheapest flight routes to Chicago Midway

These routes have the cheapest flights to Chicago Midway found by momondo users in Canada
DepartingDestinationBest TimeBest Price
TorontoChicago1h 47mC$ 290
CalgaryChicago9h 38mC$ 305
MontrealChicago4h 02mC$ 310
VancouverChicago8h 53mC$ 322
HalifaxChicago5h 42mC$ 332
WinnipegChicago7h 42mC$ 341
EdmontonChicago7h 31mC$ 392
OttawaChicago3h 42mC$ 399
Québec CityChicago6h 12mC$ 479
VictoriaChicago9h 34mC$ 583
SaskatoonChicago9h 48mC$ 656
St. John'sChicago8h 47mC$ 740
ReginaChicago9h 23mC$ 810
ComoxChicago9h 34mC$ 836
Grande PrairieChicago9h 49mC$ 840
KelownaChicago9h 03mC$ 859