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S$ 122+ Direct flights from Chicago Midway Airport
This is the cheapest return flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5-12. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
MDW — SIN
9 Nov — 16 Nov1
Find direct flights from Midway within your budget
Use the slider to find direct flights from Midway within your budget. Price data is based on user searches made on Cheapflights. Over the past seven days, Cheapflights users made 7,457,451 searches. This data was last updated on 10 October 2026.
Fly to
Route
Depart
Return
Cheapest return flight
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Sat 5-12
18:25-20:15
Nonstop2h 50m
Denver Intl
Wed 31-12
00:00-01:00
Nonstop0h 00m
S$ 122
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Tue 5-1
08:05-10:00
Nonstop2h 55m
Denver Intl
Wed 31-12
00:00-01:00
Nonstop0h 00m
S$ 122
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Sat 7-11
18:25-20:20
Nonstop2h 55m
Denver Intl
Wed 31-12
00:00-01:00
Nonstop0h 00m
S$ 122
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Thu 5-11
21:25-23:15
Nonstop2h 50m
Denver Intl
Wed 31-12
00:00-01:00
Nonstop0h 00m
S$ 122
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Sat 23-1
10:25-12:15
Nonstop2h 50m
Denver Intl
Wed 31-12
00:00-01:00
Nonstop0h 00m
S$ 122
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Wed 18-11
20:55-22:40
Nonstop2h 45m
Denver Intl
Wed 31-12
00:00-01:00
Nonstop0h 00m
S$ 122
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Tue 15-12
08:05-10:00
Nonstop2h 55m
Denver Intl
Wed 31-12
00:00-01:00
Nonstop0h 00m
S$ 122
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Tue 1-12
17:45-19:30
Nonstop2h 45m
Denver Intl
Wed 31-12
00:00-01:00
Nonstop0h 00m
S$ 129
Fastest return journey
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Thu 29-10
06:05-07:45
Nonstop2h 40m
Denver Intl
Wed 31-12
00:00-01:00
Nonstop0h 00m
S$ 152
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Mon 7-12
20:55-22:35
Nonstop2h 40m
Denver Intl
Wed 31-12
00:00-01:00
Nonstop0h 00m
S$ 156
Showing 1-10 of 23 resultsSorted by cheapest first
Best time to book a flight from Midway
Have a flexible travel schedule? Discover the best time to fly from Midway with our price prediction graph.
MDW-SIN
MDW-DEN
Estimated return 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.
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