Find flights
Deals
When to book
FAQs & Tips
Airlines

Find cheap flights from Chicago Midway Airport to Tuscany from $380

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Tuscany departing on 6/16. 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
Mon 6/3
Mon 6/10

Search hundreds of travel sites at once for deals on flights to Tuscany

In the last 7 days travelers have searched 43,693,958 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Best Tuscany Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Florence
Florence2 stops$1,002

Good to know

Low season

January

High season

February

Cheapest flight

$380
Best time to beat the crowds with an average 36% drop in price.
Most popular time to fly and prices are also 44% lower on average.
Flight from Chicago Midway Airport to Florence

FAQs - booking Tuscany flights

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

    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 Chicago Midway Airport to Tuscany.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Tuscany from Chicago Midway Airport 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 Chicago Midway Airport to Tuscany?

    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 Tuscany with an airline and back to Chicago Midway Airport with another airline.

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

    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 Tuscany from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Tuscany

  • Morning departure is around 14% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 3 airlines serving from Midway to Tuscany

 
Need help choosing which airline to fly with from Midway to Tuscany? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10838 reviews
7.9Comfort
8.2Boarding
8.0Entertainment
7.4Food
8.6Crew
Airline reviews

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

10.0 ExcellentAllan, May 2024SUN - SLC
Read more about Delta reviews

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

Big plane, long flight, absolutely no leg room and basically non existent air! I am 5”4’ and always travel Main Cabin, I was miserable on this plane and could barely move when we arrived in Cabo due to the cramped leg area!

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

I had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

Delta is one of the best airlines I have flown

The crew was not great or professional. It seemed like they didn't really want to be there. A true lack of effort for accommodating customers.

Everything was really good but the seats are not very comfortable.

I paid for WiFi, but it (WiFi) was very very slow, will never take again! Impossible open Utube 😤😤😤

I had no legroom, although I paid for extra legroom. I could barely put my bag in front of my feet and under the seat. The Wi-Fi was horrible. In fact the flight attendant said that they had to reboot it and see if it was going to work and never did.

The guy with severe body odor sat next to me. For the whole duration of the flight it was a torture. The airline should have better policy on limiting people with bad body odor to board the flight. Passengers should not be the ones to endure bad odor for the whole duration of the flight. The airline should be e the one to ensure decent air quality for ever passenger.

Overall it was a miserable experience... I will never fly spirit for more than a 3 hour flight or overnight.

The boarding attendant was slightly rude when I asked about checking our stroller. Made me feel like I was bothering her.

My wife and I are both handicapped and at boarding they upgraded us to a seat closer to the front rather than all the way towards the back. Much appreciated.

Not much seat room, but that was unexpected. But the seat headrest was very uncomfortable.

First the good, everyone was friendly and efficient. Flight was smooth and plane was very clean and new. Now the bad, seats have almost no padding on your behind. I was in exit row so I had tons of leg room for a 6' 2" bean pole with long legs. Everything was extra - water, soda, snacks everything besides oxygen. Ya get what you pay for, and my flight was cheap as you could ever want it, so no worries.

Flight was a little late taking off. Seats are too upright, no ports to charge devices, no wifi, no entertainment

Six hour delay. Poor customer service. No voucher. Bad communication. Missed important appointments.

Our flight was delayed an hour, then when we got to board our flight finally, we were waiting in our seats for take off for 45 minutes before it was communicated that there was a maintenance issue therefore we waited on the plane for over an hour while that was resolved. We did not get to Phoenix until almost 3 hours after we were originally supposed to. This was the first and last time I will be flying Frontier.

Flight was canceled with little warning. Flight was rebooked through Ontario, California and connecting flight was delayed by over three hours. Frontier is living up to their Greyhound of the skies reputation for sure.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Flight was OK. Seats were good no cell phone charges on the plane no TVs or entertainment.

There were 3 leg for the trip and each leg was delayed by 90 minutes or more. The boarding process takes forever with people waiting on the jetway even though most folks do not have carry-on. The whole process is poorly managed.

Flight cancelled and was told by a rude gate agent that they don’t accommodate on other airlines. Had to wait 5 hours for a connecting flight that had a 7 hour layover. Would not allow bags to be checked early so we couldn’t go through security .Had to rent a car for the afternoon to store bags and get a meal. Also incurred a hotel fee. No apology or reason given for the cancellation- just rudeness.

They cancelled the flight then did nothing to help us rebook. It was awful - I won’t fly with them again

The process of buying the ticket and navigating all the hidden charges that Frontier throws at you was a terrible experience. The actual airport experience and flying was fine.

Book cheap flights from Chicago to Tuscany

Recent round-trip flight deals

5/20Mon
2 stopsDelta
14h 15mMDW-FLR
6/3Mon
2 stopsDelta
32h 20mFLR-MDW
$1,002
5/20Mon
2 stopsDelta
14h 15mMDW-FLR
6/3Mon
2 stopsDelta
17h 36mFLR-MDW
$1,010
6/3Mon
2 stopsDelta
15h 09mMDW-FLR
6/12Wed
2 stopsDelta
19h 06mFLR-MDW
$1,059
7/30Tue
2 stopsDelta
15h 40mMDW-FLR
8/13Tue
2 stopsDelta
17h 28mFLR-MDW
$1,115
6/8Sat
3 stops
22h 40mMDW-FLR
6/14Fri
3 stops
21h 17mFLR-MDW
$1,233
6/3Mon
2 stops
19h 40mMDW-FLR
6/12Wed
3 stops
21h 47mFLR-MDW
$1,297
5/21Tue
2 stopsAir France
17h 10mMDW-FLR
7/8Mon
2 stopsAir France
31h 39mFLR-MDW
$1,421
5/21Tue
2 stopsAir France
14h 39mMDW-FLR
7/8Mon
2 stopsAir France
28h 29mFLR-MDW
$1,596
5/12Sun
2 stopsKLM
15h 09mMDW-FLR
6/7Fri
2 stopsKLM
18h 46mFLR-MDW
$1,791
5/17Fri
2 stopsKLM
16h 20mMDW-PSA
5/26Sun
2 stopsKLM
24h 05mPSA-MDW
$1,933

Search by stops

Search by airline

Search by price

Recent one-way flight deals

6/16Sun
2 stops
39h 29mMDW-FLR
$380
6/17Mon
3 stops
27h 29mMDW-FLR
$402
9/15Sun
3 stops
36h 51mMDW-PSA
$421
6/16Sun
3 stops
42h 42mMDW-FLR
$497
5/15Wed
2 stops
40h 28mMDW-FLR
$539
5/12Sun
2 stops
35h 00mMDW-FLR
$570
7/30Tue
2 stopsDelta
15h 40mMDW-FLR
$896
6/17Mon
2 stopsDelta
16h 31mMDW-FLR
$1,576
9/2Mon
2 stopsDelta
21h 55mMDW-PSA
$5,386
9/2Mon
2 stopsKLM
15h 30mMDW-PSA
$7,081

Search by stops

Search by airline

Search by price

Chicago Midway Airport - Tuscany Flights

Departure:

Chicago Midway Airport (MDW)United States

Return flight deals:

Tuscany - Chicago Midway Airport

Cabin classes:

Browse destinations: