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Find cheap flights from Florida to Chicago Midway Airport from $34

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 4/16. 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
sáb. 4/27
sáb. 5/4

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In the last 7 days travelers have searched 46,342,885 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

October

Cheapest flight

$34
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly and prices are also 14% lower on average.
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 Midway, which days they fly and book direct flights.

Nonstop departures

Florida to Chicago Midway

Monday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Tuesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Wednesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Thursday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

Friday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Saturday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Sunday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

See more direct flights

Nonstop returns

Chicago Midway to Florida

Monday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Tuesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Wednesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Thursday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

Friday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Saturday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Sunday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

See more direct flights
See more direct flights

Book cheap flights from Florida to Chicago

Recent round-trip flight deals

4/24mié.
nonstopFrontier
3h 32mMIA-MDW
5/1mié.
nonstopFrontier
3h 17mMDW-MIA
$61
4/24mié.
nonstopFrontier
3h 32mMIA-MDW
5/1mié.
nonstopFrontier
3h 17mMDW-MIA
$65
4/16mar.
nonstopFrontier
3h 32mMIA-MDW
4/23mar.
nonstopFrontier
3h 17mMDW-MIA
$66
4/16mar.
nonstopFrontier
2h 49mTPA-MDW
4/23mar.
nonstopFrontier
2h 46mMDW-TPA
$68
4/18jue.
nonstopFrontier
3h 32mMIA-MDW
4/21dom.
nonstopFrontier
3h 17mMDW-MIA
$68
4/9mar.
nonstopFrontier
3h 06mMCO-MDW
4/9mar.
nonstopFrontier
2h 59mMDW-MCO
$68
4/16mar.
nonstop
2h 49mTPA-MDW
4/23mar.
1 stop
8h 38mMDW-TPA
$90
5/22mié.
1 stopDelta
7h 40mTPA-MDW
5/30jue.
1 stopDelta
6h 48mMDW-TPA
$187
4/30mar.
1 stopDelta
4h 25mJAX-MDW
5/4sáb.
1 stopDelta
7h 04mMDW-JAX
$196
4/27sáb.
1 stopDelta
5h 40mFLL-MDW
4/30mar.
1 stopDelta
4h 46mMDW-FLL
$196

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Recent one-way flight deals

4/16mar.
nonstopFrontier
2h 49mTPA-MDW
$34
5/1mié.
nonstopFrontier
3h 32mMIA-MDW
$34
4/23mar.
1 stop
14h 58mMIA-MDW
$54
4/16mar.
1 stop
9h 02mMIA-MDW
$55
5/7mar.
1 stopDelta
4h 16mJAX-MDW
$98
5/4sáb.
1 stopDelta
4h 17mSRQ-MDW
$98
5/3vie.
1 stopAllegiant Air
6h 47mFLL-MDW
$108
4/12vie.
1 stopAllegiant Air
5h 10mFLL-MDW
$111
4/16mar.
2 stopsPorter Airlines
18h 52mFLL-MDW
$228
4/12vie.
1 stopPorter Airlines
8h 17mRSW-MDW
$364

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Search by price

Last minute flights from Florida to Midway

Last minute flight, train and bus deals

4/2mar.
nonstopFrontier
3h 31mMIA-MDW
4/5vie.
nonstopFrontier
3h 14mMDW-MIA
$134
4/2mar.
nonstopFrontier
2h 47mTPA-MDW
4/3mié.
nonstopFrontier
2h 55mMDW-TPA
$138
4/2mar.
nonstopFrontier
3h 06mMCO-MDW
4/6sáb.
nonstopFrontier
2h 59mMDW-MCO
$146
4/2mar.
nonstopFrontier
3h 06mMCO-MDW
4/5vie.
nonstopFrontier
2h 59mMDW-MCO
$166
4/2mar.
multi-stop
25h 17mMCO-MDW
4/5vie.
nonstop
2h 59mMDW-MCO
$196
4/2mar.
multi-stop
9h 02mMIA-MDW
4/2mar.
multi-stop
6h 05mMDW-MIA
$230
3/31dom.
multi-stopAllegiant Air
23h 04mFLL-MDW
4/5vie.
multi-stopAllegiant Air
10h 57mMDW-FLL
$306
3/29vie.
multi-stopDelta
4h 37mPBI-MDW
4/3mié.
multi-stopDelta
6h 26mMDW-PBI
$338
3/30sáb.
multi-stopDelta
4h 37mPBI-MDW
4/3mié.
multi-stopDelta
5h 00mMDW-PBI
$483
3/31dom.
multi-stopPorter Airlines
18h 17mMCO-MDW
4/2mar.
multi-stopPorter Airlines
11h 59mMDW-MCO
$977

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