$704+ Cheap flights to Midway
This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 31/10. Fares are subject to change and may not be available on all flights or dates of travel.
— MDW
11 Nov — 18 Nov1
Flights to Midway in 2026
Enter your travel dates to find the best prices.
Cheapest
Best
Last-minute
One-way
Cheapest flights to Midway AirportExplore the most affordable flight options available to Midway Airport. Find the lowest fares based on data from user searches, with prices last updated on 12 October 2026.
Explore the most affordable flight options available to Midway Airport. Find the lowest fares based on data from user searches, with prices last updated on 12 October 2026.
Sat 31/1009:40 -
2 stops23h 07m
Mon 30/1110:34 -
2 stops28h 56m
Deal found 9/10$1,131
Thu 12/1110:40 -
2 stops22h 59m
Mon 30/1113:31 -
2 stops25h 59m
Deal found 11/10$2,748
Thu 26/1110:40 -
2 stops29h 14m
Thu 3/1213:41 -
2 stops25h 49m
Deal found 12/10$2,823
Sat 14/1110:40 -
2 stops22h 59m
Tue 9/212:30 -
2 stops25h 20m
Deal found 11/10$2,824
Mon 12/1010:15 -
2 stops23h 45m
Tue 27/1012:27 -
2 stops26h 53m
Deal found 8/10$2,890
Thu 5/1110:40 -
2 stops23h 07m
Mon 9/1111:27 -
2 stops28h 03m
Deal found 10/10$2,896
Thu 15/1010:15 -
2 stops22h 32m
Wed 28/1010:59 -
2 stops28h 21m
Deal found 12/10$2,899
Sat 31/1009:40 -
2 stops23h 07m
Sat 28/1110:34 -
2 stops28h 56m
Deal found 8/10$3,039
Mon 26/1008:45 -
2 stops42h 37m
Fri 30/1012:20 -
1 stop26h 35m
Deal found 10/10$3,047
Fri 16/1010:15 -
2 stops23h 45m
Fri 23/1012:27 -
2 stops27h 23m
Deal found 11/10$3,049
Thu 15/1020:50 -
2 stops42h 53m
Wed 21/1015:30 -
1 stop23h 25m
Deal found 11/10$3,583
Best flights to Midway AirportDiscover carefully curated flight deals to Midway Airport that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 12 October 2026.
Discover carefully curated flight deals to Midway Airport that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 12 October 2026.
Thu 26/1110:40 -
2 stops29h 14m
Thu 3/1213:41 -
2 stops25h 49m
Deal found 12/10$2,823
Mon 26/1008:45 -
2 stops42h 37m
Fri 30/1012:20 -
1 stop26h 35m
Deal found 10/10$3,047
Sat 14/1110:40 -
2 stops22h 59m
Tue 9/212:30 -
2 stops25h 20m
Deal found 11/10$2,824
Sat 31/1009:40 -
2 stops23h 07m
Sat 28/1110:34 -
2 stops28h 56m
Deal found 8/10$3,039
Tue 22/1221:55 -
2 stops31h 15m
Mon 4/117:25 -
2 stops33h 40m
Deal found 9/10$8,826
Mon 21/1221:55 -
2 stops31h 15m
Mon 4/117:25 -
2 stops33h 40m
Deal found 9/10$8,826
Sat 5/1221:55 -
2 stops31h 09m
Sun 6/1217:12 -
2 stops33h 53m
Deal found 11/10$8,826
Sun 22/1121:55 -
2 stops31h 07m
Sun 29/1117:13 -
2 stops33h 52m
Deal found 8/10$8,829
Mon 23/1121:55 -
2 stops31h 04m
Mon 30/1117:13 -
2 stops33h 52m
Deal found 9/10$8,852
Tue 24/1121:55 -
2 stops31h 04m
Tue 1/1217:12 -
2 stops33h 53m
Deal found 10/10$8,856
Thu 17/1221:55 -
2 stops31h 09m
Mon 28/1217:05 -
2 stops34h 00m
Deal found 11/10$8,865
Last-minute flights to Midway AirportDiscover last-minute flight deals to Midway Airport. Data last updated 12 October 2026 and is based on user searches.
Discover last-minute flight deals to Midway Airport. Data last updated 12 October 2026 and is based on user searches.
Mon 12/1010:15 -
2 stops23h 45m
Tue 27/1012:27 -
2 stops26h 53m
Deal found 8/10$2,890
Thu 15/1010:15 -
2 stops22h 32m
Wed 28/1010:59 -
2 stops28h 21m
Deal found 12/10$2,899
Thu 15/1020:50 -
2 stops42h 53m
Wed 21/1015:30 -
1 stop23h 25m
Deal found 11/10$3,583
Fri 16/1010:15 -
2 stops23h 45m
Fri 23/1012:27 -
2 stops27h 23m
Deal found 11/10$3,049
Mon 26/1008:45 -
2 stops42h 37m
Fri 30/1012:20 -
1 stop26h 35m
Deal found 10/10$3,047
Sat 31/1009:40 -
2 stops23h 07m
Mon 30/1110:34 -
2 stops28h 56m
Deal found 9/10$1,131
Sat 31/1009:40 -
2 stops23h 07m
Sat 28/1110:34 -
2 stops28h 56m
Deal found 8/10$3,039
Thu 5/1110:40 -
2 stops23h 07m
Mon 9/1111:27 -
2 stops28h 03m
Deal found 10/10$2,896
Thu 12/1110:40 -
2 stops22h 59m
Mon 30/1113:31 -
2 stops25h 59m
Deal found 11/10$2,748
Sat 14/1110:40 -
2 stops22h 59m
Tue 9/212:30 -
2 stops25h 20m
Deal found 11/10$2,824
Thu 26/1110:40 -
2 stops29h 14m
Thu 3/1213:41 -
2 stops25h 49m
Deal found 12/10$2,823
One-way flights to Midway AirportSearch for one-way flight options to Midway Airport. Find affordable one-way fares based on user searches. Data last updated 12 October 2026.
Search for one-way flight options to Midway Airport. Find affordable one-way fares based on user searches. Data last updated 12 October 2026.
Sat 31/1009:40 -
2 stops28h 53m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 9/10$704
Tue 23/314:00 -
3 stops38h 13m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 11/10$1,278
Tue 9/221:30 -
2 stops43h 16m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 8/10$1,347
Tue 16/314:00 -
3 stops38h 13m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 12/10$1,351
Fri 15/114:55 -
3 stops38h 18m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 9/10$1,353
Wed 17/314:00 -
3 stops45h 42m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 12/10$1,360
Mon 15/311:30 -
3 stops48h 12m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 12/10$1,366
Sun 15/1116:50 -
2 stops47h 57m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 9/10$1,368
Tue 30/314:15 -
3 stops37h 58m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 12/10$1,374
Sat 13/314:00 -
3 stops45h 42m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 12/10$1,416
Thu 11/221:30 -
2 stops43h 16m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 8/10$1,424
Find flight deals to Midway Airport
Find the latest flights to Midway in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 7,457,451 searches and data was last updated on 12 October 2026.
Cheapflights Fare Finder
Locate flights to Midway that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 7,457,451 searches and data was last updated on 12 October 2026.
Use the filters below to find and compare flights to Chicago Midway Airport that are best for you.
Fly from
Route
Depart
Return
Cheapest return flight
SydneyChicago
SYD Sydney Kingsford Smith - MDW Chicago Midway
SYDMDW
Sydney Kingsford Smith
Sat 31/10
09:40-22:33
2 stops28h 53m
Chicago Midway
Wed 31/12
00:00-16:00
Nonstop0h 00m
$704
SydneyChicago
SYD Sydney Kingsford Smith - MDW Chicago Midway
SYDMDW
Sydney Kingsford Smith
Tue 23/3
14:00-12:13
3 stops38h 13m
Chicago Midway
Wed 31/12
00:00-16:00
Nonstop0h 00m
$1,278
SydneyChicago
SYD Sydney Kingsford Smith - MDW Chicago Midway
SYDMDW
Sydney Kingsford Smith
Fri 15/1
14:55-12:13
3 stops38h 18m
Chicago Midway
Wed 31/12
00:00-16:00
Nonstop0h 00m
$1,353
SydneyChicago
SYD Sydney Kingsford Smith - MDW Chicago Midway
SYDMDW
Sydney Kingsford Smith
Sun 15/11
16:50-23:47
2 stops47h 57m
Chicago Midway
Wed 31/12
00:00-16:00
Nonstop0h 00m
$1,368
SydneyChicago
SYD Sydney Kingsford Smith - MDW Chicago Midway
SYDMDW
Sydney Kingsford Smith
Tue 9/2
21:40-23:46
3 stops43h 06m
Chicago Midway
Wed 31/12
00:00-16:00
Nonstop0h 00m
$1,620
SydneyChicago
SYD Sydney Kingsford Smith - MDW Chicago Midway
SYDMDW
Sydney Kingsford Smith
Mon 23/11
10:40-18:04
2 stops24h 24m
Chicago Midway
Wed 31/12
00:00-16:00
Nonstop0h 00m
$1,832
SydneyChicago
SYD Sydney Kingsford Smith - MDW Chicago Midway
SYDMDW
Sydney Kingsford Smith
Sat 21/11
10:40-22:54
2 stops29h 14m
Chicago Midway
Wed 31/12
00:00-16:00
Nonstop0h 00m
$2,060
SydneyChicago
SYD Sydney Kingsford Smith - MDW Chicago Midway
SYDMDW
Sydney Kingsford Smith
Sun 22/11
10:40-16:39
2 stops22h 59m
Chicago Midway
Wed 31/12
00:00-16:00
Nonstop0h 00m
$2,060
SydneyChicago
SYD Sydney Kingsford Smith - MDW Chicago Midway
SYDMDW
Sydney Kingsford Smith
Sat 13/3
10:40-07:45
2 stops38h 05m
Chicago Midway
Wed 31/12
00:00-16:00
Nonstop0h 00m
$2,066
Fastest return journey
SydneyChicago
SYD Sydney Kingsford Smith - MDW Chicago Midway
SYDMDW
Sydney Kingsford Smith
Thu 1/4
10:15-16:50
2 stops22h 35m
Chicago Midway
Wed 31/12
00:00-16:00
Nonstop0h 00m
$2,066
Showing 1-10 of 22 resultsSorted by cheapest first
Best time to book a flight to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway with our price prediction graph.
SYD-MDW
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight to Chicago Midway Airport
Rainfall in Midway by month
Plan your trip to Midway by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Midway ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Midway when rainfall is around 43.0 mm.
Temperature in Midway by month
Plan your trip to Midway by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Midway, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).
FAQs about flying to Midway
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Complete your trip
Search flights to Midway by cabin class
Find flights to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Popular flight searches
Check out other popular destinations found by fellow travellers in 2026
Most traveled routes by our users
Other airports near Midway
Other Chicago travellers fly to these airports near Midway.
Find the best flight deals from Chicago (MDW)
Some of the lowest fares we’ve come across for flights departing from Midway (MDW).
Popular cities in United States
Check out these other destinations located within United States for alternative trip ideas.
Popular United States flight routes
Browse through the most popular flight routes to the United States at this time.
Complete your trip
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Fly with Cheapflights
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How does Cheapflights help users find flights to Midway?
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Why should you use Cheapflights to find cheap flight tickets to Midway?
Cheapflights simply makes it quick and affordable to book flights to Midway by bringing together all flight options from hundreds of airlines and agencies online — and we put them in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.
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Certainly. Search results for flights to Midway shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.
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Not ready to book yet? You can track prices for flights to Midway on Cheapflights with our Price Alerts feature and get notified when better prices are available.