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$59+ Cheap flights from Florida Keys to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/17. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — MDW
nov. 26 — dic. 31
mar. 11/26
mar. 12/3
1 adult, Economy
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Cheap flight deals from Florida Keys to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Florida Keys (zzEOA) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated noviembre 21, 2024.

Find flight deals from Florida Keys to Midway

Cheapest flights from Florida Keys to Midway
Explore the most affordable flight options available from Florida Keys to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 21, 2024.

This Frontier deal was found by Cheapflights users on 11/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/612:42 pmMIA - MDW
Nonstop3h 30mFrontier
dom. 12/86:30 amMDW - MIA
1 stop11h 12mFrontier
Deal found 11/21$123
This eDestinos deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/129:45 amMIA - MDW
2 stops38h 00mMultiple Airlines
lun. 12/168:15 amMDW - MIA
1 stop6h 13mMultiple Airlines
Deal found 11/20$169
This Southwest deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/76:30 amMIA - MDW
Nonstop3h 10mSouthwest
dom. 12/811:25 amMDW - MIA
Nonstop3h 05mSouthwest
Deal found 11/19$274
This Delta deal was found by Cheapflights users on 11/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/196:02 pmEYW - MDW
1 stop5h 04mDelta
mar. 12/246:00 amMDW - EYW
1 stop5h 07mDelta
Deal found 11/21$343

Find flights from Florida Keys to Midway within your budget

Customize your flight search to find flights from Florida Keys to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,612,795 searches. Data last updated noviembre 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

MiamiChicago

MIA - MDW

MIAMDW

Miami

vie. 1/10

7:15 am-5:52 pm

1 stop11h 37m

Chicago Midway

dom. 1/12

7:45 am-11:58 am

Nonstop3h 13m

$123

MiamiChicago

MIA - MDW

MIAMDW

Miami

jue. 12/12

9:45 am-10:45 pm

2 stops38h 00m

Chicago Midway

lun. 12/16

8:15 am-3:28 pm

1 stop6h 13m

$169

MiamiChicago

MIA - MDW

MIAMDW

Miami

mar. 12/10

6:00 am-9:50 am

1 stop4h 50m

Chicago Midway

mié. 12/11

12:44 pm-6:25 pm

1 stop4h 41m

$252

MiamiChicago

MIA - MDW

MIAMDW

Miami

sáb. 1/11

8:10 am-10:20 am

Nonstop3h 10m

Chicago Midway

jue. 1/16

6:30 am-3:50 pm

1 stop8h 20m

$262

Key WestChicago

EYW - MDW

EYWMDW

Key West

jue. 12/19

6:02 pm-10:06 pm

1 stop5h 04m

Chicago Midway

mar. 12/24

6:00 am-12:07 pm

1 stop5h 07m

$343

MiamiChicago

MIA - MDW

MIAMDW

Miami

mar. 12/17

5:15 am-1:09 pm

1 stop8h 54m

$59

MiamiChicago

MIA - MDW

MIAMDW

Miami

mié. 1/8

4:40 pm-6:55 pm

Nonstop3h 15m

$79

MiamiChicago

MIA - MDW

MIAMDW

Miami

mié. 3/5

11:30 am-6:14 pm

1 stop7h 44m

$108

MiamiChicago

MIA - MDW

MIAMDW

Miami

sáb. 12/7

9:30 am-11:29 pm

2 stops14h 59m

$114

Key WestChicago

EYW - MDW

EYWMDW

Key West

dom. 1/19

10:00 am-3:21 pm

1 stop6h 21m

$130

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 11 results
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Best time to book a flight from Florida Keys to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Florida Keys with our price prediction graph.
Estimated round-trip 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 Florida Keys to Midway

Get recent, data-driven insights about flights from Florida Keys to Midway including ideal travel times, pricing trends, and more.

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 Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

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 Chicago Midway Airport, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated noviembre 21, 2024.
Read through reviews of airlines operating flights from Florida Keys to Chicago, such as Frontier, Delta and Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

Southwest
8.1
Very good
5,005 reviews
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

Delta
8.0
Very good
8,755 reviews
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

Frontier
6.1
Okay
3,536 reviews
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

Related info for your journey

Find useful and relevant information for your journey from Florida Keys to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Florida Keys to Chicago Midway Airport one-way?

    One-way options have recently been found by users for as low as $59 on Frontier. Other airlines that offer cheap prices include Southwest from $79 and Delta from $108 one-way.

  • Can I find deals for flights from Florida Keys to Midway that include hotel bookings?

    Yes. In addition to deals on Florida Keys to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Florida Keys to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Florida Keys to Midway.

  • Can I find deals for business class flights from Florida Keys to Midway?

    Yes. Cheapflights offers flight deals from Florida Keys to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Florida Keys to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Florida Keys to Chicago Midway Airport (average of $160). Flying from Florida Keys to Chicago Midway Airport in October is currently the most expensive (average of $232). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Florida Keys to Midway

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