AED 481+ 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 15/12. 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 — DXB
17 Dec — 24 Dec1
1 adult
1 adult, Economy, 0 bags

What to know about flights from Midway

Discover essential information about flights departing from Midway, including flight schedules, destinations, airlines operating at the Midway airport, and any specific guidelines or requirements for travellers. Please note that the information is based on the most recent updates available. Data last updated 17 November 2025.

Good round-trip deal

AED 652 or less

Good one-way deal

AED 532 or less
Price to beat on a round-trip flight from Chicago Midway.
Search Deals
Price to beat on a one-way flight from Chicago Midway.
Search Deals

Find flights from Midway

Enter your travel dates to find the best prices.

Cheapest flights from Midway
Explore the most affordable flight options available from Midway. Find the lowest fares based on data from user searches, with prices last updated on 17 November 2025.

Sun 11/118:30MDW - DXB
2 stops18h 50mDelta
Sun 25/101:55DXB - MDW
2 stops40h 57mDelta
Deal found 16/11AED 2,648
Wed 7/117:31MDW - DXB
2 stops20h 30mDelta
Fri 16/106:30DXB - MDW
2 stops25h 37mDelta
Deal found 16/11AED 2,678
Tue 9/1213:50MDW - DXB
2 stops24h 11mDelta
Mon 15/1201:55DXB - MDW
2 stops26h 05mDelta
Deal found 15/11AED 2,681
Mon 1/1213:15MDW - DXB
2 stops24h 05mDelta
Tue 23/1201:30DXB - MDW
2 stops25h 56mDelta
Deal found 14/11AED 2,714
Thu 4/1213:14MDW - DXB
2 stops24h 47mDelta
Thu 25/1201:55DXB - MDW
2 stops25h 31mDelta
Deal found 16/11AED 2,718
Sun 30/1113:15MDW - DXB
2 stops24h 05mDelta
Thu 25/1201:55DXB - MDW
2 stops25h 31mDelta
Deal found 16/11AED 2,766
Thu 15/113:28MDW - DXB
2 stops23h 52mDelta
Sat 17/101:55DXB - MDW
2 stops25h 39mDelta
Deal found 14/11AED 2,861
Sun 7/1213:14MDW - DXB
2 stops24h 47mDelta
Wed 10/1201:55DXB - MDW
2 stops26h 05mDelta
Deal found 15/11AED 2,865
Thu 4/1209:34MDW - DXB
2 stops28h 27mDelta
Mon 22/1201:55DXB - MDW
2 stops25h 31mDelta
Deal found 14/11AED 2,898
Sat 6/1209:29MDW - DXB
2 stops28h 32mDelta
Thu 25/1201:55DXB - MDW
2 stops25h 24mDelta
Deal found 15/11AED 2,902
Mon 1/1210:47MDW - DXB
2 stops26h 33mMultiple Airlines
Tue 23/1206:30DXB - MDW
2 stops36h 35mMultiple Airlines
Deal found 14/11AED 2,957
Mon 1/1217:34MDW - DXB
2 stops20h 27mKLM
Wed 3/1201:55DXB - MDW
2 stops24h 23mKLM
Deal found 13/11AED 3,096

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 17 November 2025. In the last 7 days, Cheapflights users made a total of 220,657 searches

Fly to

Dubai

Route

Departure

Return

Price

ChicagoDubai

MDW - DXB

MDWDXB

Chicago Midway

Sun 11/1

09:32-23:20

2 stops27h 48m

Dubai Intl

Sun 25/1

01:55-17:55

2 stops26h 00m

AED 2,648

ChicagoDubai

MDW - DXB

MDWDXB

Chicago Midway

Sun 30/11

13:15-23:20

2 stops24h 05m

Dubai Intl

Sat 6/12

01:55-16:18

2 stops24h 23m

AED 2,678

ChicagoDubai

MDW - DXB

MDWDXB

Chicago Midway

Sun 18/1

13:49-23:20

2 stops23h 31m

Dubai Intl

Fri 23/1

06:30-22:22

2 stops25h 52m

AED 2,678

ChicagoDubai

MDW - DXB

MDWDXB

Chicago Midway

Wed 11/2

18:14-04:30

2 stops24h 16m

Dubai Intl

Wed 18/2

06:45-22:44

2 stops25h 59m

AED 2,678

ChicagoDubai

MDW - DXB

MDWDXB

Chicago Midway

Thu 22/1

18:35-23:20

2 stops18h 45m

Dubai Intl

Sun 8/2

01:30-17:55

2 stops26h 25m

AED 2,678

ChicagoDubai

MDW - DXB

MDWDXB

Chicago Midway

Sun 30/11

13:15-23:20

2 stops24h 05m

Dubai Intl

Wed 10/12

06:45-23:47

2 stops27h 02m

AED 2,678

ChicagoDubai

MDW - DXB

MDWDXB

Chicago Midway

Wed 7/1

13:28-00:01

2 stops24h 33m

Dubai Intl

Wed 14/1

06:45-22:09

2 stops25h 24m

AED 2,678

ChicagoDubai

MDW - DXB

MDWDXB

Chicago Midway

Thu 22/1

13:26-23:20

2 stops23h 54m

Dubai Intl

Wed 4/2

01:55-17:55

2 stops26h 00m

AED 2,678

ChicagoDubai

MDW - DXB

MDWDXB

Chicago Midway

Thu 4/12

13:14-00:01

2 stops24h 47m

Dubai Intl

Tue 9/12

06:30-23:47

2 stops27h 17m

AED 2,678

ChicagoAbu Dhabi

MDW - AUH

MDWAUH

Chicago Midway

Thu 8/1

12:41-19:30

1 stop20h 49m

Abu Dhabi Zayed Intl

Thu 22/1

09:20-22:19

1 stop22h 59m

AED 3,864

Flights are sorted by cheapest return flights first.

Deals found on 14/11

Showing 1-10 of 40 results
1
2
3
4

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.
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.

What are popular destinations to fly to from Chicago Midway Airport?

Some of the most frequent flights departing from Chicago Midway Airport everyday are: Atlanta (199 flights per day), Detroit (172 flights per day), and Orlando (130 flights per day).

Washington, D.C.
Washington, D.C.
From AED 545
Cincinnati Cinci./N. Kentucky
Cincinnati Cinci./N. Kentucky
From AED 532
Denver Intl
Denver Intl
From AED 645

What is the cheapest place to fly to from Chicago Midway Airport?

The cheapest city to fly to from Chicago Midway Airport is Cincinnati Cinci./N. Kentucky, with prices starting at AED 532. Explore other affordable destinations below.

Cincinnati Cinci./N. Kentucky
Cincinnati Cinci./N. Kentucky
From AED 532
Washington, D.C.
Washington, D.C.
From AED 545
Denver Intl
Denver Intl
From AED 645

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.

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 17 November 2025.
Flights from St. Louis
Flights from O'Hare Intl
Flights from Belleville
Flights from Springfield

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 17 November 2025.

  • What are the most popular destinations to fly to from Chicago Midway Airport?

    The most selected flight destinations from Chicago Midway Airport for the current month are Atlanta, Orlando Airport, Dallas/Fort Worth Airport. While Atlanta, Las Vegas, Cancún are the top choices made by travellers year-round.

  • What is the cheapest flight from Chicago Midway Airport to anywhere?

    Users have flown out of Chicago Midway Airport for as low as AED 532 to Cincinnati (prices may vary depending on the airline and departure time). On average, users have booked flights for AED 644 to fly from Chicago Midway Airport.

  • How does Cheapflights help users find flights from Midway?

    900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight from Midway today with Cheapflights!

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

    By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights from Midway.

  • Can Cheapflights find flights from Midway with no change fees?

    Certainly. Search results for flights from Midway shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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

    Yes! Start tracking prices for flights from Midway today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive the alerts.

See more FAQs

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Midway?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight from Midway today with Cheapflights!

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

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights from Midway.

Can Cheapflights find flights from Midway with no change fees?

Certainly. Search results for flights from Midway shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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

Yes! Start tracking prices for flights from Midway today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive the alerts.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.