R1 570+ Cheap flights from Chicago Midway Airport
This is the cheapest return flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
MDW — CPT
Nov 8 — Nov 151
Find flights from Midway within your budget
Find flights departing from Midway that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 9 October 2026. In the last 7 days, Cheapflights users made a total of 7 457 451 searches
Fly to
Route
Depart
Return
Cheapest return flight
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Wed 6/1
19:45-21:30
Nonstop2h 45m
Denver Intl
Wed 31/12
0:00-1:00
Nonstop0h 00m
R1 570
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Tue 15/12
8:05-10:00
Nonstop2h 55m
Denver Intl
Wed 31/12
0:00-1:00
Nonstop0h 00m
R1 570
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Wed 25/11
22:50-0:40
Nonstop2h 50m
Denver Intl
Wed 31/12
0:00-1:00
Nonstop0h 00m
R1 570
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Wed 20/1
19:45-21:30
Nonstop2h 45m
Denver Intl
Wed 31/12
0:00-1:00
Nonstop0h 00m
R1 570
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Mon 2/11
5:55-7:45
Nonstop2h 50m
Denver Intl
Wed 31/12
0:00-1:00
Nonstop0h 00m
R1 570
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Tue 5/1
8:05-10:00
Nonstop2h 55m
Denver Intl
Wed 31/12
0:00-1:00
Nonstop0h 00m
R1 570
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Thu 24/12
13:20-17:25
1 stop5h 05m
Denver Intl
Wed 31/12
0:00-1:00
Nonstop0h 00m
R1 652
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Thu 17/12
5:55-7:45
Nonstop2h 50m
Denver Intl
Wed 31/12
0:00-1:00
Nonstop0h 00m
R1 669
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Tue 24/11
6:00-7:45
Nonstop2h 45m
Denver Intl
Wed 31/12
0:00-1:00
Nonstop0h 00m
R1 669
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Mon 2/11
13:27-17:32
1 stop5h 05m
Denver Intl
Wed 31/12
0:00-1:00
Nonstop0h 00m
R1 735
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Midway
Have a flexible travel schedule? Discover the best time to fly from Midway with our price prediction graph.
MDW-CPT
MDW-DEN
MDW-MCO
MDW-LGA
MDW-MIA
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.
Travel insights for flights from Midway
Get recent, data-driven insights about flights from Midway including ideal travel times, pricing trends, and more.
MDW-CPT
MDW-DEN
MDW-MCO
MDW-LGA
MDW-MIA
What are popular destinations to fly to from Chicago Midway Airport?
From Chicago Midway Airport you can expect to find greater availability for the following destinations: Detroit (194 flights per day), Atlanta (145 flights per day) and Minneapolis (96 flights per day).
What is the cheapest place to fly to from Chicago Midway Airport?
The cheapest city to fly to from Chicago Midway Airport is Atlanta Hartsfield-Jackson, with prices starting at R4 729. Explore other affordable destinations below.
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Other United States origins
Popular flights
Alternate flight departure points to Midway
Consider leaving from one of these other departure points that are located a short distance from Midway. Flight origins were last updated on 9 October 2026.
Fly from other United States cities
Consider departing from one of these cities also located in United States. Flight origins are based on user searches made on Cheapflights and were last updated on 9 October 2026.
Popular flight searches
Check out other popular destinations found by fellow travellers in 2026
Related info for your journey
Access useful and relevant information related to your journey from Midway. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 9 October 2026.
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Users can book flights with no change fees policies with our dedicated filters. Book flights from Midway flexibly with Cheapflights today.
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