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$43 Find cheap flights from Florida to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Midway departing on 8/19. 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.
1 adult
0 bags
Wed 8/21
Wed 8/28

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In the last 7 days travelers have searched 49,460,160 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

July

Cheapest flight

$43
Best time to beat the crowds but there is an average 15% increase in price.
Most popular time to fly with an average 6% increase in price.
Flight from Tampa to Chicago Midway Airport

FAQs for booking Florida to Chicago Midway Airport flights

  • How does KAYAK find such low prices on flights from Florida to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Florida to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Florida to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Florida is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Florida to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Florida with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Florida to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Florida up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Florida to Chicago Midway Airport?

Find which airlines fly direct from Florida to Chicago Midway Airport, which days they fly and book direct flights.

Nonstop departures

Florida to Chicago Midway

Monday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Tuesday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Wednesday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Thursday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Friday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Saturday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Sunday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

See more direct flights

Nonstop returns

Chicago Midway to Florida

Monday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Tuesday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Wednesday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Thursday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Friday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Saturday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Sunday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

See more direct flights
See more direct flights

Book cheap flights from Florida to Chicago

Recent round-trip flight deals

8/16Fri
nonstopFrontier
3h 06mMIA-MDW
8/19Mon
nonstopFrontier
3h 04mMDW-MIA
$79
8/16Fri
nonstopFrontier
3h 06mMIA-MDW
8/19Mon
nonstopFrontier
3h 04mMDW-MIA
$80
8/16Fri
1 stopDelta
12h 25mMIA-MDW
8/19Mon
2 stopsDelta
15h 29mMDW-MIA
$81
8/16Fri
1 stopDelta
12h 25mMIA-MDW
8/19Mon
2 stopsDelta
10h 08mMDW-MIA
$89
8/20Tue
1 stop
16h 01mMIA-MDW
8/22Thu
1 stop
15h 23mMDW-MIA
$142
9/3Tue
1 stop
16h 01mMIA-MDW
9/9Mon
1 stop
22h 40mMDW-MIA
$158
8/5Mon
1 stopAllegiant Air
6h 25mMCO-MDW
8/12Mon
1 stopAllegiant Air
4h 30mMDW-MCO
$277
7/25Thu
2 stopsAllegiant Air
25h 28mFLL-MDW
7/28Sun
2 stopsAllegiant Air
24h 54mMDW-FLL
$637
8/20Tue
2 stopsAir Transat
11h 02mFLL-MDW
8/27Tue
2 stopsAir Transat
16h 10mMDW-FLL
$685
8/20Tue
2 stopsAir Transat
11h 02mFLL-MDW
8/27Tue
2 stopsAir Transat
16h 10mMDW-FLL
$740

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Recent one-way flight deals

8/19Mon
nonstopFrontier
2h 49mTPA-MDW
$43
11/21Thu
nonstopFrontier
2h 48mMCO-MDW
$44
8/9Fri
1 stopAllegiant Air
5h 15mJAX-MDW
$70
8/9Fri
1 stopAllegiant Air
5h 15mJAX-MDW
$90
8/13Tue
1 stopDelta
5h 17mTPA-MDW
$98
10/22Tue
1 stopDelta
7h 28mMCO-MDW
$98
8/19Mon
2 stops
11h 10mTPA-MDW
$152
9/16Mon
2 stops
10h 45mTPA-MDW
$159
9/30Mon
2 stopsVolaris
17h 51mMIA-MDW
$363
8/11Sun
2 stopsVolaris
20h 55mMIA-MDW
$632

Search by stops

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Search by price

Last minute flights from Florida to Midway

Last minute flight, train and bus deals

7/24Wed
nonstopFrontier
3h 06mMIA-MDW
7/31Wed
nonstopFrontier
3h 04mMDW-MIA
$157
7/24Wed
nonstopFrontier
3h 06mMIA-MDW
7/30Tue
nonstopFrontier
3h 04mMDW-MIA
$165
7/27Sat
nonstopFrontier
3h 06mMIA-MDW
7/28Sun
nonstopFrontier
3h 04mMDW-MIA
$178
7/27Sat
multi-stopDelta
5h 45mPBI-MDW
7/30Tue
multi-stopDelta
4h 46mMDW-PBI
$393
7/26Fri
multi-stop
12h 33mFLL-MDW
7/29Mon
multi-stop
14h 34mMDW-FLL
$415
7/26Fri
multi-stop
12h 33mFLL-MDW
7/29Mon
multi-stop
15h 59mMDW-FLL
$416
7/25Thu
multi-stopDelta
6h 28mFLL-MDW
8/8Thu
multi-stopDelta
6h 58mMDW-FLL
$497
7/26Fri
multi-stopAllegiant Air
5h 15mJAX-MDW
7/28Sun
multi-stopAllegiant Air
18h 54mMDW-JAX
$499
7/26Fri
multi-stopAllegiant Air
5h 15mJAX-MDW
8/1Thu
multi-stopAllegiant Air
18h 54mMDW-JAX
$521
7/25Thu
multi-stopPorter Airlines
20h 47mMCO-MDW
7/28Sun
multi-stopPorter Airlines
10h 04mMDW-MCO
$1,253

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Flights to Chicago Midway Airport