Cheap Flights to Chicago Midway from $1,765

Flights to Chicago Midway in 2021

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

Popular in	January	High demand for flights, 22% potential price rise
Cheapest in	February	Best time to find cheap flights, 4% potential price drop
Average price	$1,116	Average for round-trip flights in May 2021
Round-trip from	$2,511	From Sydney to Chicago
One-way from	$13	One-way flight from Sydney to Chicago

Cheapest prices for Chicago Midway flights by month

The cheapest ticket to Chicago Midway found for each month in 2021 based on historical flight searches by Cheapflights users.

January

$1,113

February

$1,150

March

$1,141

April

$1,198

May

$1,072

June

$1,216

July

$1,101

August

$1,121

September

$1,173

October

$1,152

November

$1,118

December

$1,338

Currently, the cheapest month for flights to Chicago Midway is May. The most expensive month for flights is December. The cheapest prices are shown above but prices will vary according to departure times, airlines, class and how early you book.

When is the best time to fly to Chicago Midway?

Average Chicago flight ticket prices and weather conditions for 2021 and 2022 by month.

SYD - CHI Price	$1,072 - $2,155
CHI Temperature	1 - 29 °C
CHI Rainfall	17 - 109 mm

Flying to Chicago Midway in May is usually considered the best time to fly. However, you will find other deals are always available year round. July sees the temperatures in Chicago Midway peak to their warmest. May tends, on average, to see the most amount of rainfall.

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

The price you pay for your flight to Chicago Midway may vary depending on when you book. For the best chance of a lower fare, look to book 1 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

Which day is cheapest to fly to Chicago Midway?

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

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

Flights in the morning are typically the cheapest time of the day to fly to Chicago Midway. Flights in the afternoon are usually the most expensive.

Cheap flights to Chicago Midway Airport in May, June 2021

The best prices found for MDW flights for May, June

24 May - 28 May

$6,450pp

SYD

Sydney Kingsford Smith

Delta

2 STOPS

MDW

Chicago Midway

MDW

Chicago Midway

Delta

2 STOPS

SYD

Sydney Kingsford Smith

24 May - 28 May

$6,477pp

SYD

Sydney Kingsford Smith

Delta

2 STOPS

MDW

Chicago Midway

MDW

Chicago Midway

Delta

2 STOPS

SYD

Sydney Kingsford Smith

21 May - 23 May

$6,501pp

SYD

Sydney Kingsford Smith

Delta

2 STOPS

MDW

Chicago Midway

MDW

Chicago Midway

Delta

2 STOPS

SYD

Sydney Kingsford Smith

Chicago Midway Airport 2021 flight deals

Cheap flights to Chicago Midway Airport found for this year

31 Dec - 16 Jan

$6,023pp

SYD

Sydney Kingsford Smith

Delta

2 STOPS

MDW

Chicago Midway

MDW

Chicago Midway

Delta

2 STOPS

SYD

Sydney Kingsford Smith

24 May - 28 May

$6,450pp

SYD

Sydney Kingsford Smith

Delta

2 STOPS

MDW

Chicago Midway

MDW

Chicago Midway

Delta

2 STOPS

SYD

Sydney Kingsford Smith

24 May - 28 May

$6,477pp

SYD

Sydney Kingsford Smith

Delta

2 STOPS

MDW

Chicago Midway

MDW

Chicago Midway

Delta

2 STOPS

SYD

Sydney Kingsford Smith

Last minute flights to Chicago Midway Airport

Late deals on return flights to Chicago Midway Airport, departing today and this week

24 May - 28 May

$6,450pp

SYD

Sydney Kingsford Smith

Delta

2 STOPS

MDW

Chicago Midway

MDW

Chicago Midway

Delta

2 STOPS

SYD

Sydney Kingsford Smith

24 May - 28 May

$6,477pp

SYD

Sydney Kingsford Smith

Delta

2 STOPS

MDW

Chicago Midway

MDW

Chicago Midway

Delta

2 STOPS

SYD

Sydney Kingsford Smith

24 May - 28 May

$6,501pp

SYD

Sydney Kingsford Smith

Delta

2 STOPS

MDW

Chicago Midway

MDW

Chicago Midway

Delta

2 STOPS

SYD

Sydney Kingsford Smith

Find the best prices for you!

Cheap tickets to Chicago Midway found by our users in Australia as recently as May 17, 2021.

Sydney to Chicago Midway flights from $6,501 pp

Cheapest flights to USA

Not set on Chicago Midway? See the cheapest flights to Australia. Airfare prices updated on May 17, 2021.

Brisbane to Honolulu flights from $697 pp

Sydney to Honolulu flights from $1,114 pp

Sydney to San Francisco flights from $1,123 pp

Melbourne to Honolulu flights from $1,138 pp

Sydney to Los Angeles flights from $1,149 pp

Brisbane to Los Angeles flights from $1,156 pp

Brisbane to Kahului flights from $1,162 pp

Sydney to Kahului flights from $1,233 pp

Sydney to New York flights from $1,233 pp

Sydney to Hilo flights from $1,261 pp

Adelaide to Honolulu flights from $1,269 pp

Melbourne to Kahului flights from $1,278 pp

Melbourne to Los Angeles flights from $1,315 pp

Melbourne to Lihue flights from $1,315 pp

Melbourne to San Francisco flights from $1,319 pp

Brisbane to San Francisco flights from $1,324 pp

Cheap Flights to Chicago Midway

Flights to Chicago Midway in 2021

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

The cheapest ticket to Chicago Midway found for each month in 2021 based on historical flight searches by Cheapflights users.

When is the best time to fly to Chicago Midway?

Average Chicago flight ticket prices and weather conditions for 2021 and 2022 by month.

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

The price you pay for your flight to Chicago Midway may vary depending on when you book. For the best chance of a lower fare, look to book 1 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

Which day is cheapest to fly to Chicago Midway?

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

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

Flights in the morning are typically the cheapest time of the day to fly to Chicago Midway. Flights in the afternoon are usually the most expensive.

Cheap flights to Chicago Midway Airport in May, June 2021

The best prices found for MDW flights for May, June

Chicago Midway Airport 2021 flight deals

Cheap flights to Chicago Midway Airport found for this year

Last minute flights to Chicago Midway Airport

Late deals on return flights to Chicago Midway Airport, departing today and this week

Find the best prices for you!

Cheap tickets to Chicago Midway found by our users in Australia as recently as May 17, 2021.

Cheapest flights to USA

Not set on Chicago Midway? See the cheapest flights to Australia. Airfare prices updated on May 17, 2021.

Popular flight searches

Check out other popular destinations found by fellow travellers in 2021.

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