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Good to Know: Flights to MDW
Useful information for finding cheap flights to Chicago Midway International and booking your next trip
Cheapest Round Trip Flight
$172
Porter Airline• nonstop • 2h 30mDec 24 – Dec 28
The cheapest round trip flight from Billy Bishop Toronto City Centre to Chicago Midway International is currently $172
Cheapest One way Flight
$251
Southwest Airlines• 1 stop• 15h 45mDec 09
The cheapest one way flight from Los Angeles International to Chicago Midway International is currently $251
Cheapest Direct Flight
$172
Porter Airline• nonstop• 2h 30mDec 24
The cheapest nonstop flight from Billy Bishop Toronto City Centre to Chicago Midway International is currently $172
Fastest Flight
2h 30m
The fastest nonstop flight from Billy Bishop Toronto City Centre to Chicago Midway International takes 2h 30m
Best Flight Deals to Chicago
Identify the most efficient round-trip flights to Chicago. We present options balancing cost and convenience for your return journey.
Dec 24 - Dec 28, Economy
Toronto → Chicago
2h 30m
9:15 AM - 10:05 AM • nonstop
Toronto → Chicago
2h 22m
11:00 AM - 1:42 PM • nonstop
Porter Airline
Dec 15 - Dec 19, Economy
Toronto → Chicago
38h 29m
11:45 AM - 9:54 AM • 2 stops
Toronto → Chicago
20h 10m
10:49 AM - 11:59 PM • 1 stop
WestJet Airlines
Dec 15 - Dec 19, Economy
Toronto → Chicago
30h 54m
4:00 PM - 9:54 AM • 2 stops
Toronto → Chicago
20h 10m
10:49 AM - 11:59 PM • 1 stop
WestJet Airlines
Dec 15 - Dec 19, Economy
Toronto → Chicago
27h 22m
6:12 PM - 9:54 AM • 1 stop
Toronto → Chicago
13h 57m
1:50 PM - 11:27 PM • 1 stop
WestJet Airlines
Dec 24 - Dec 28, Economy
Toronto → Chicago
41h 59m
5:00 PM - 5:19 PM • 2 stops
Toronto → Chicago
14h 9m
10:35 AM - 8:24 PM • 1 stop
WestJet Airlines
For travel requiring no set return, access available one-way flights to Chicago (MDW). These options support extended stays or open-ended plans.
Need to travel to Chicago soon? View current last-minute flight options to MDW for spontaneous or pressing plans.
Maximize your time in Chicago, not in transit. Discover non-stop direct flights to MDW for the quickest, most straightforward journey to the Strip.
Dec 24 - Dec 28, Economy
Toronto → Chicago
2h 30m
9:15 AM - 10:05 AM • nonstop
Toronto → Chicago
2h 22m
11:00 AM - 1:42 PM • nonstop
Porter Airline
Dec 24 - Dec 28, Economy
Toronto → Chicago
2h 30m
9:15 AM - 10:05 AM • nonstop
Toronto → Chicago
2h 22m
11:00 AM - 1:42 PM • nonstop
Air Transat
Dec 22 - Dec 27, Economy
Phoenix → Chicago
5h 15m
8:55 PM - 1:10 AM • nonstop
Phoenix → Chicago
5h 50m
4:30 PM - 7:20 PM • nonstop
Southwest Airlines
Dec 22 - Dec 27, Economy
Phoenix → Chicago
5h 15m
7:55 PM - 12:10 AM • nonstop
Phoenix → Chicago
5h 50m
5:20 AM - 8:10 AM • nonstop
Southwest Airlines
Dec 22 - Dec 27, Economy
Phoenix → Chicago
5h 15m
5:35 PM - 9:50 PM • nonstop
Phoenix → Chicago
5h 50m
1:55 PM - 4:45 PM • nonstop
Southwest Airlines
Destination Airport Information
| IATA Code | MDW |
| Name | Chicago Midway International |
| City | Chicago |
| Country | US |
| Latitude | 41.7859992980957 |
| Longitude | -87.75240325927734 |
Popular Airlines
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