AED 503+ 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 4/11. 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 — DXB
7 Sep — 14 Sep1
1 adult

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 2 September 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.
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Price to beat on a one-way flight from Chicago Midway.
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Find flights from Midway

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 2 September 2025.

Tue 4/1113:08MDW - DXB
2 stops24h 53mDelta
Tue 11/1101:55DXB - MDW
2 stops24h 44mDelta
Deal found 1/9AED 2,626
Fri 12/919:15MDW - DXB
2 stops18h 45mDelta
Thu 25/901:00DXB - MDW
2 stops26h 35mDelta
Deal found 2/9AED 2,629
Wed 15/1018:23MDW - DXB
2 stops19h 37mDelta
Sun 19/1000:40DXB - MDW
2 stops26h 45mDelta
Deal found 31/8AED 2,982
Fri 19/913:08MDW - DXB
2 stops24h 52mDelta
Sun 28/901:00DXB - MDW
2 stops25h 35mDelta
Deal found 2/9AED 3,096
Sun 14/918:15MDW - DXB
2 stops19h 45mKLM
Tue 16/901:00DXB - MDW
2 stops25h 35mKLM
Deal found 1/9AED 3,162
Wed 15/1018:23MDW - DXB
2 stops19h 37mDelta
Mon 27/1001:55DXB - MDW
2 stops25h 30mDelta
Deal found 31/8AED 3,334
Wed 29/1013:08MDW - DXB
2 stops25h 12mDelta
Fri 7/1101:30DXB - MDW
2 stops30h 44mDelta
Deal found 1/9AED 3,404
Thu 23/1013:08MDW - DXB
2 stops24h 52mDelta
Sun 26/1001:55DXB - MDW
2 stops24h 48mDelta
Deal found 2/9AED 3,408
Sun 30/1113:14MDW - DXB
2 stops24h 06mDelta
Tue 9/1201:55DXB - MDW
2 stops24h 41mDelta
Deal found 1/9AED 3,448
Wed 31/1209:29MDW - DXB
2 stops28h 32mDelta
Sat 10/101:55DXB - MDW
2 stops26h 39mDelta
Deal found 1/9AED 3,496
Fri 31/1013:08MDW - DXB
2 stops25h 53mDelta
Sat 15/1101:55DXB - MDW
2 stops26h 13mDelta
Deal found 1/9AED 3,760
Wed 17/909:00MDW - AUH
1 stop25h 30mMultiple Airlines
Sun 21/909:20AUH - MDW
2 stops30h 51mMultiple Airlines
Deal found 1/9AED 5,244

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 2 September 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

Mon 10/11

17:34-00:01

2 stops20h 27m

Dubai Intl

Tue 25/11

01:30-18:18

2 stops26h 48m

AED 2,626

ChicagoDubai

MDW - DXB

MDWDXB

Chicago Midway

Tue 4/11

13:08-00:01

2 stops24h 53m

Dubai Intl

Mon 10/11

01:55-18:08

2 stops26h 13m

AED 2,626

ChicagoDubai

MDW - DXB

MDWDXB

Chicago Midway

Wed 17/9

12:43-22:35

2 stops24h 52m

Dubai Intl

Mon 29/9

01:00-18:35

2 stops26h 35m

AED 2,626

ChicagoDubai

MDW - DXB

MDWDXB

Chicago Midway

Tue 11/11

12:47-00:01

2 stops25h 14m

Dubai Intl

Mon 17/11

01:30-18:08

2 stops26h 38m

AED 2,626

ChicagoDubai

MDW - DXB

MDWDXB

Chicago Midway

Wed 5/11

13:08-00:01

2 stops24h 53m

Dubai Intl

Tue 11/11

01:55-16:39

2 stops24h 44m

AED 2,626

ChicagoDubai

MDW - DXB

MDWDXB

Chicago Midway

Tue 4/11

13:08-00:01

2 stops24h 53m

Dubai Intl

Tue 11/11

01:55-16:39

2 stops24h 44m

AED 2,626

ChicagoDubai

MDW - DXB

MDWDXB

Chicago Midway

Wed 15/10

18:23-23:00

2 stops19h 37m

Dubai Intl

Sun 19/10

00:40-18:25

2 stops26h 45m

AED 2,626

ChicagoDubai

MDW - DXB

MDWDXB

Chicago Midway

Sat 11/10

18:23-22:35

2 stops19h 12m

Dubai Intl

Thu 23/10

01:00-18:25

2 stops26h 25m

AED 2,626

ChicagoDubai

MDW - DXB

MDWDXB

Chicago Midway

Wed 15/10

13:08-23:00

2 stops24h 52m

Dubai Intl

Tue 21/10

01:00-16:09

2 stops24h 09m

AED 2,626

ChicagoDubai

MDW - DXB

MDWDXB

Chicago Midway

Tue 30/9

18:15-23:00

2 stops19h 45m

Dubai Intl

Mon 6/10

00:40-18:25

2 stops26h 45m

AED 2,626

Flights are sorted by cheapest return flights first.

Deals found on 1/9

Showing 1-10 of 26 results
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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: Detroit (208 flights per day), Atlanta (143 flights per day), and Minneapolis (75 flights per day).

Washington, D.C.
Washington, D.C.
From AED 148
Cincinnati Cinci./N. Kentucky
Cincinnati Cinci./N. Kentucky
From AED 145
Denver Intl
Denver Intl
From AED 176

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 145
Washington, D.C.
Washington, D.C.
From AED 148
Denver Intl
Denver Intl
From AED 176

Browse thousands of different options on Cheapflights for your next trip

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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 2 September 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 2 September 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 Las Vegas, Atlanta, Orlando 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.

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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.

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