Cheap flights to Midway

BOS — MDW
30 May — 6 Jun1
Return
1 adult
Economy
From?
To?
Tue 30-5
Tue 6-6

Were you looking for Flights from Midway?

Flights to Midway in 2023

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.

Popular in

August

Cheapest in

April

Average price

S$ 1,659

Return from

S$ 1,310

One-way from

S$ 800
High demand for flights, 11% potential price rise
Best time to find cheap flights, 2% potential price drop
Average for return flights in May 2023
From Singapore Changi to Chicago
One-way flight from Singapore Changi (SIN) to Chicago Midway (MDW)

Cheap flights to Midway Airport in May, June 2023

The best prices found for CHI flights for May, June
The following deals offer some of the lowest prices we've found on flights heading to Chicago in May and June 2023. Deals update frequently so be sure to check back soon if you're not finding what you're looking for.

Midway Airport 2023 flight deals

Cheap flights to Midway Airport found for this year
Listed are some of the best fares we've found on flights departing to Chicago in 2023. If these deals don't appeal to you, be sure to come back soon for more options.

Last minute flights to Midway Airport

Late deals on return flights to Midway Airport, departing today and this week
Browse some of the flights available to Chicago departing last-minute. Tip: double check your flight details before making your reservation.

One-way flights to Midway Airport

The cheapest one-way flights to Midway Airport
Take a look at some of the one-way flights departing to Chicago in the near future. Book a round-trip flight to Chicago instead by using the search form above.

Find flights to Midway within your budget

Use the slider to find flights to Midway that fit your budget.

Fly from

Any airport

Budget

S$ 2,096 - S$ 4,242

Route

Depart

Return

Price

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Mon 9-10

2 stops33h 06m

Chicago Midway

Thu 12-10

2 stops34h 00m

S$ 2,096

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Thu 9-11

2 stops29h 29m

Chicago Midway

Fri 1-12

2 stops31h 22m

S$ 2,551

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Thu 9-11

2 stops29h 29m

Chicago Midway

Fri 1-12

2 stops31h 22m

S$ 2,553

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Wed 2-8

2 stops32h 04m

Chicago Midway

Wed 23-8

2 stops34h 00m

S$ 2,713

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Fri 10-11

2 stops31h 11m

Chicago Midway

Fri 1-12

2 stops32h 00m

S$ 2,825

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Fri 10-11

2 stops31h 11m

Chicago Midway

Fri 1-12

2 stops29h 10m

S$ 2,829

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Sat 17-6

2 stops29h 18m

Chicago Midway

Sun 25-6

2 stops31h 48m

S$ 3,179

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Tue 1-8

2 stops29h 23m

Chicago Midway

Wed 23-8

2 stops32h 31m

S$ 3,409

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Sun 18-6

2 stops25h 06m

Chicago Midway

Sun 25-6

2 stops28h 10m

S$ 4,242

Flights are sorted by cheapest first

Deals found on 24-5

When is the best time to fly to Midway Airport?

Average Midway flight ticket prices and weather conditions for 2023 and 2024 by month

SIN - CHI

Price

S$ 1,326 - S$ 4,205

CHI

Temperature

-5 - 23 °C

CHI

Rainfall

43 - 125 mm

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

To ensure you get the cheapest price possible for a flight to Midway, you should look to book at least 53 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Which day is cheapest to fly to Midway?

Thursday is currently, on average, the cheapest day to fly to Midway. Flying on Saturday will result in higher flight prices.

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

To get the best value, try booking a flight at midday when visiting Midway. Generally the prices will increase for flights in the evening as these tend to have higher demand.
Other local departures to Midway from Singapore

Fly with Cheapflights

What makes Cheapflights the go-to destination for all your flight needs
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.