From
To
Thu 13-8
–
Thu 20-8
Any month
Compare vs Cheapflights |
From
To
Leaving on
Thu 13-8
Time
Anytime
From
To
Leaving on
Depart
Time
Anytime
From
To
Leaving on
Depart
Time
Anytime
From
To
Leaving on
Depart
Time
Anytime
From
To
Leaving on
Depart
Time
Anytime
From
To
Leaving on
Depart
Time
Anytime
Add another flight clear all

We work with more than 300 partners to bring you better travel deals

Home North America USA Illinois Chicago Cheap flights to Chicago Chicago Midway

Cheap Flights to Chicago Midway

Popular in January High demand for flights, 8% potential price rise
Cheapest in September Best time to find cheap flights, 3% potential price drop
Average price S$ 1,820 Average for round-trip flights in August 2020
Round-trip from S$ 1,081 From Singapore to Chicago
One-way from S$ 988 One-way flight from Singapore to Chicago
Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.

Cheapest prices for Chicago Midway flights by month

January
S$ 1,116
February
S$ 1,205
March
S$ 1,075
April
S$ 1,345
May
S$ 1,216
June
S$ 1,307
July
S$ 1,245
August
S$ 1,602
September
S$ 1,246
October
S$ 1,400
November
S$ 1,323
December
S$ 1,488
At the present moment the cheapest month to fly to Chicago Midway is currently March; with August being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.

When is the best time to fly to Chicago Midway?

Choose a month below to see average flight price and weather conditions.
SIN - CHI
Price
S$ 1,075 - S$ 1,929
CHI
Temperature
1 - 29 °C
CHI
Rainfall
17 - 109 mm
Whilst there are several times of the year to choose from, February is seen as the time to fly to Chicago Midway, however, it is possible to get good deals throughout the year. If weather is an important factor for you when considering when to fly to Chicago Midway, the warmest period tends to be July, with the wettest being May.

When is the best time to book a flight to Chicago Midway?

The best time to book flights to Chicago Midway is 60 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

Which day is cheapest to fly to Chicago Midway?

The cheapest flights to Chicago Midway are usually found when departing on a Friday. The departure day with the highest cost at present is Saturday.

What time of day is cheapest to fly to MDW airport?

Chicago Midway flights can be made cheaper if you choose a flight in the afternoon. Booking a flight in the morning will likely mean higher prices.

Alternative, similarly priced destinations

Flights to
Los Angeles
S$ 1,027
Flights to
Vancouver
S$ 1,122

Cheapest flights to USA

Popular flight searches

Check out other popular destinations found by fellow travellers

International departures to Chicago Midway

Home North America USA Illinois Chicago Cheap flights to Chicago Chicago Midway