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Cheap Flights to Midway from S$ 800

BOS — MDW

30 May — 6 Jun1

Return

1 adult

Economy

Tue 30-5

Tue 6-6

Were you looking for Flights from Midway?

Flights to Midway in 2023

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

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Best time to find cheap flights, 2% potential price drop

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Average for return flights in May 2023

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From Singapore Changi to Chicago

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One-way flight from Singapore Changi (SIN) to Chicago Midway (MDW)

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Cheap flights to Midway Airport in May, June 2023

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.

31 May - 7 Jun

SIN

Singapore Changi

MDW

Chicago Midway

2 stops

31h 19m

MDW

Chicago Midway

SIN

Singapore Changi

2 stops

32h 51m

S$ 2,602

Air France

Deal found 24-5

30 May - 7 Jun

SIN

Singapore Changi

MDW

Chicago Midway

2 stops

29h 19m

MDW

Chicago Midway

SIN

Singapore Changi

2 stops

32h 31m

S$ 2,782

KLM

Deal found 24-5

31 May - 7 Jun

SIN

Singapore Changi

MDW

Chicago Midway

2 stops

31h 19m

MDW

Chicago Midway

SIN

Singapore Changi

2 stops

32h 51m

S$ 2,801

Air France

Deal found 25-5

30 May - 7 Jun

SIN

Singapore Changi

MDW

Chicago Midway

2 stops

29h 19m

MDW

Chicago Midway

SIN

Singapore Changi

2 stops

32h 31m

S$ 2,829

KLM

Deal found 25-5

26 May - 21 Jun

SIN

Singapore Changi

MDW

Chicago Midway

2 stops

30h 49m

MDW

Chicago Midway

SIN

Singapore Changi

2 stops

31h 48m

S$ 3,003

Multiple Airlines

Deal found 25-5

17 Jun - 25 Jun

SIN

Singapore Changi

MDW

Chicago Midway

2 stops

29h 18m

MDW

Chicago Midway

SIN

Singapore Changi

2 stops

31h 48m

S$ 3,179

KLM

Deal found 25-5

25 May - 21 Jun

SIN

Singapore Changi

MDW

Chicago Midway

2 stops

29h 19m

MDW

Chicago Midway

SIN

Singapore Changi

2 stops

31h 48m

S$ 3,307

KLM

Deal found 25-5

18 Jun - 25 Jun

SIN

Singapore Changi

MDW

Chicago Midway

2 stops

25h 06m

MDW

Chicago Midway

SIN

Singapore Changi

2 stops

28h 10m

S$ 4,242

Delta

Deal found 25-5

22 Jun - 29 Jun

SIN

Singapore Changi

MDW

Chicago Midway

2 stops

35h 46m

MDW

Chicago Midway

SIN

Singapore Changi

2 stops

30h 17m

S$ 12,012

Delta

Deal found 25-5

Midway Airport 2023 flight deals

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.

9 Oct - 12 Oct

SIN

Singapore Changi

MDW

Chicago Midway

2 stops

33h 06m

MDW

Chicago Midway

SIN

Singapore Changi

2 stops

34h 00m

S$ 2,096

Delta

Deal found 24-5

9 Nov - 1 Dec

SIN

Singapore Changi

MDW

Chicago Midway

2 stops

29h 29m

MDW

Chicago Midway

SIN

Singapore Changi

2 stops

31h 22m

S$ 2,551

KLM

Deal found 25-5

9 Nov - 1 Dec

SIN

Singapore Changi

MDW

Chicago Midway

2 stops

29h 29m

MDW

Chicago Midway

SIN

Singapore Changi

2 stops

31h 22m

S$ 2,553

KLM

Deal found 24-5

31 May - 7 Jun

SIN

Singapore Changi

MDW

Chicago Midway

2 stops

31h 19m

MDW

Chicago Midway

SIN

Singapore Changi

2 stops

32h 51m

S$ 2,602

Air France

Deal found 24-5

2 Aug - 23 Aug

SIN

Singapore Changi

MDW

Chicago Midway

2 stops

32h 04m

MDW

Chicago Midway

SIN

Singapore Changi

2 stops

34h 00m

S$ 2,713

Delta

Deal found 24-5

7 Dec - 30 Dec

SIN

Singapore Changi

MDW

Chicago Midway

2 stops

29h 29m

MDW

Chicago Midway

SIN

Singapore Changi

2 stops

33h 40m

S$ 2,727

KLM

Deal found 25-5

16 Dec - 5 Jan

SIN

Singapore Changi

MDW

Chicago Midway

2 stops

33h 01m

MDW

Chicago Midway

SIN

Singapore Changi

2 stops

24h 56m

S$ 2,735

Air France

Deal found 25-5

30 May - 7 Jun

SIN

Singapore Changi

MDW

Chicago Midway

2 stops

29h 19m

MDW

Chicago Midway

SIN

Singapore Changi

2 stops

32h 31m

S$ 2,782

KLM

Deal found 24-5

31 May - 7 Jun

SIN

Singapore Changi

MDW

Chicago Midway

2 stops

31h 19m

MDW

Chicago Midway

SIN

Singapore Changi

2 stops

32h 51m

S$ 2,801

Air France

Deal found 25-5

Last minute flights to Midway Airport

Browse some of the flights available to Chicago departing last-minute. Tip: double check your flight details before making your reservation.

31 May - 7 Jun

SIN

Singapore Changi

MDW

Chicago Midway

2 stops

31h 19m

MDW

Chicago Midway

SIN

Singapore Changi

2 stops

32h 51m

S$ 2,602

Air France

Deal found 24-5

30 May - 7 Jun

SIN

Singapore Changi

MDW

Chicago Midway

2 stops

29h 19m

MDW

Chicago Midway

SIN

Singapore Changi

2 stops

32h 31m

S$ 2,782

KLM

Deal found 24-5

31 May - 7 Jun

SIN

Singapore Changi

MDW

Chicago Midway

2 stops

31h 19m

MDW

Chicago Midway

SIN

Singapore Changi

2 stops

32h 51m

S$ 2,801

Air France

Deal found 25-5

30 May - 7 Jun

SIN

Singapore Changi

MDW

Chicago Midway

2 stops

29h 19m

MDW

Chicago Midway

SIN

Singapore Changi

2 stops

32h 31m

S$ 2,829

KLM

Deal found 25-5

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.

18 Sep

SIN

Singapore Changi

MDW

Chicago Midway

3 stops

56h 35m

S$ 800

Multiple Airlines

Deal found 25-5

17 Sep

SIN

Singapore Changi

MDW

Chicago Midway

2 stops

52h 45m

S$ 823

Multiple Airlines

Deal found 25-5

17 Sep

SIN

Singapore Changi

MDW

Chicago Midway

3 stops

44h 20m

S$ 1,041

Multiple Airlines

Deal found 25-5

20 Jun

SIN

Singapore Changi

MDW

Chicago Midway

3 stops

54h 30m

S$ 1,085

Multiple Airlines

Deal found 25-5

13 Jun

SIN

Singapore Changi

MDW

Chicago Midway

3 stops

49h 02m

S$ 1,097

Multiple Airlines

Deal found 25-5

24 Jun

SIN

Singapore Changi

MDW

Chicago Midway

3 stops

57h 52m

S$ 1,112

Multiple Airlines

Deal found 25-5

14 Jun

SIN

Singapore Changi

MDW

Chicago Midway

3 stops

50h 17m

S$ 1,124

Multiple Airlines

Deal found 25-5

19 Jun

SIN

Singapore Changi

MDW

Chicago Midway

3 stops

48h 52m

S$ 1,137

Multiple Airlines

Deal found 25-5

18 Sep

SIN

Singapore Changi

MDW

Chicago Midway

2 stops

39h 35m

S$ 1,160

Multiple Airlines

Deal found 25-5

Find flights to Midway within your budget

Fly from

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

Pick Dates

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

Pick Dates

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

Pick Dates

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

Pick Dates

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

Pick Dates

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

Pick Dates

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

Pick Dates

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

Pick Dates

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

Pick Dates

Flights are sorted by cheapest first

Deals found on 24-5

When is the best time to fly to Midway Airport?

SIN - CHI Price	S$ 1,326 - S$ 4,205
CHI Temperature	-5 - 23 °C
CHI Rainfall	43 - 125 mm

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.

Search Deals

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.

Search Deals

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.

Search Deals

Other local departures to Midway from Singapore

Singapore to Midway

Singapore to Los Angeles flightsfrom S$ 1,165 pp

Singapore to San Francisco flightsfrom S$ 1,173 pp

Singapore to Seattle flightsfrom S$ 1,481 pp

Singapore to John F Kennedy Intl flightsfrom S$ 1,652 pp

Singapore to Newark flightsfrom S$ 1,823 pp

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Cheap flights to Midway

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

Cheapest in

Average price

Return from

One-way from

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.

When is the best time to fly to Midway Airport?

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

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.

Find the best Chicago flight deals for you

Cheap tickets to Midway found by our users in Singapore as recently as 26 May 2023.

Other local departures to Midway from Singapore

Cheapest flights to the United States

Not set on Midway? See the cheapest flights to the United States. Airfare prices updated on 26 May 2023.

Popular flight searches

Check out other popular destinations found by fellow travellers in 2023

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How does Cheapflights help users find flights to Midway?

Why should you use Cheapflights to find cheap flight tickets to Midway?

Can Cheapflights find flights to Midway with no change fees?

Can Cheapflights notify me if prices for flights to Midway become cheaper?

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