How far is Chicago Midway Airport from central Chicago?

Chicago Midway Airport is 14 km from the centre of Chicago. Visit our flight page for the latest deals!>/a>

How does KAYAK find such low prices on flights to Chicago Midway Airport?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Chicago Midway Airport. Visit our flight page for the latest deals!>/a>

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chicago Midway Airport?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport is likely to change within 7 days, so travellers know whether to wait or book now. Visit our flight page for the latest deals!>/a>

What is the Hacker Fare option on flights to Chicago Midway Airport?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Chicago Midway Airport with an airline and back with another airline. Visit our flight page for the latest deals!>/a>

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Chicago Midway Airport?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best. Visit our flight page for the latest deals!>/a>

S$ 1,356 CHEAP FLIGHTS to Chicago Midway (MDW) in 2025

MDW

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Cheap Flight Deals to Midway

Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Round-trip

One-way

All Flight Deals

Recent return flight deals to Midway

Recommended return deals departing in the coming months from the most popular airlines that fly to Midway.

Discover the best prices and deals for you by selecting your travel dates.

Choose your dates

11:00 - 22:20SIN-MDW

25h 20m2 stops

17:05 - 20:25MDW-SIN

37h 20m2 stops

S$ 1,356Delta

Find Deal

Thu, 6 Feb - Wed, 19 Feb

01:30 - 16:20SIN-MDW

28h 50m2 stops

17:05 - 00:10MDW-SIN

41h 05m2 stops

S$ 1,497Delta

Find Deal

Thu, 20 Feb - Fri, 28 Feb

11:00 - 22:20SIN-MDW

25h 20m2 stops

06:00 - 00:10MDW-SIN

28h 10m2 stops

S$ 1,643Delta

Find Deal

Fri, 21 Feb - Fri, 28 Feb

01:40 - 16:21SIN-MDW

28h 41m2 stops

17:07 - 16:15MDW-SIN

33h 08m2 stops

S$ 2,678KLM

Find Deal

Wed, 5 Feb - Wed, 19 Feb

07:30 - 09:32SIN-MDW

39h 02m2 stops

09:20 - 23:40MDW-SIN

25h 20m2 stops

S$ 2,774Delta

Find Deal

Sat, 3 May - Tue, 13 May

00:40 - 14:22SIN-MDW

26h 42m2 stops

17:59 - 08:45MDW-SIN

25h 46m2 stops

S$ 3,124

Find Deal

Fri, 2 May - Tue, 13 May

22:30 - 22:27SIN-MDW

36h 57m2 stops

18:42 - 00:10MDW-SIN

40h 28m2 stops

S$ 7,503Delta

Find Deal

Sat, 15 Mar - Wed, 26 Mar

01:30 - 22:27SIN-MDW

33h 57m2 stops

09:25 - 00:10MDW-SIN

25h 45m2 stops

S$ 7,511Delta

Find Deal

Sat, 15 Mar - Thu, 27 Mar

Flights to Midway - Travel Insights & Trends

Get data-powered insights and trends into flights to Midway to help you find the cheapest flights, the best time to fly and much more.

How long is the flight to Chicago Midway Airport?

The duration of your flight to Chicago depends on your departure and arrival airports. Obviously, any flights that include a stopover will also be longer. The most popular route to Chicago on KAYAK is from Singapore, which takes 20h 20m.

Cheapest flight	S$ 965

Flight from Singapore to Chicago Midway Airport

When to book flights to Midway

Are your dates flexible? Find out the best times to travel to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.

Estimated return price

KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns with a duration up to 40 days. The information is for flights to Chicago based on your location. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

How far is Chicago Midway Airport from central Chicago?
Chicago Midway Airport is 14 km from the centre of Chicago.
How does KAYAK find such low prices on flights to Chicago Midway Airport?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Chicago Midway Airport.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chicago Midway Airport?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport is likely to change within 7 days, so travellers know whether to wait or book now.
What is the Hacker Fare option on flights to Chicago Midway Airport?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Chicago Midway Airport with an airline and back with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Chicago Midway Airport?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

High season is considered to be January, February and December. The cheapest month to fly from Singapore is January.
Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago Midway Airport flight deals.

Direct departures

Singapore to Chicago Midway

Monday