Illinois

$60+ Cheap flights from Florida Keys to Illinois

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 4/2. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — ORD
Jan 26 — Feb 21
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Cheap flight deals from Florida Keys to Illinois

Discover tips and strategies to find the most affordable flight options for your journey from Florida Keys (zzEOA) to Illinois (USIL). 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 January 21, 2025.

Round-trip from

$100
(Trip.com)

One-way from

$60
(Frontier)
From Florida Keys to Illinois
One-way flight from Florida Keys to Illinois

Find flight deals from Florida Keys to Illinois

Cheapest flights from Florida Keys to Illinois
Explore the most affordable flight options available from Florida Keys to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This Trip.com deal was found by Cheapflights users on 1/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/107:15 amMIA - MDW
1 stop14h 50mFrontier
Wed 2/127:25 amMDW - MIA
Nonstop3h 12mFrontier
Deal found 1/21$100
This Mytrip deal was found by Cheapflights users on 1/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/18:05 amMIA - ORD
Nonstop3h 32mMultiple Airlines
Wed 3/58:33 amORD - MIA
1 stop8h 17mMultiple Airlines
Deal found 1/21$105
This eDestinos deal was found by Cheapflights users on 1/20. 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.
Thu 3/69:45 amMIA - ORD
1 stop8h 41mFrontier
Thu 3/134:30 pmORD - MIA
1 stop27h 01mFrontier
Deal found 1/20$106
This eDestinos deal was found by Cheapflights users on 1/21. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/148:05 amMIA - ORD
Nonstop3h 32mSpirit Airlines
Wed 2/197:07 amORD - MIA
1 stop10h 08mSpirit Airlines
Deal found 1/21$108
This CheapOair deal was found by Cheapflights users on 1/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/216:25 amMIA - STL
1 stop27h 51mFrontier
Mon 2/247:04 pmSTL - MIA
1 stop9h 12mFrontier
Deal found 1/20$170
This United Airlines deal was found by Cheapflights users on 1/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/54:07 pmEYW - ORD
Nonstop3h 42mUnited Airlines
Wed 3/1210:51 amORD - EYW
Nonstop3h 12mUnited Airlines
Deal found 1/20$179
This United Airlines deal was found by Cheapflights users on 1/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/196:15 amMIA - ORD
1 stop9h 25mUnited Airlines
Tue 2/252:06 pmORD - MIA
Nonstop3h 20mUnited Airlines
Deal found 1/21$187
This American Airlines deal was found by Cheapflights users on 1/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/199:12 amMIA - ORD
Nonstop3h 28mAmerican Airlines
Wed 2/261:59 pmORD - MIA
Nonstop3h 08mAmerican Airlines
Deal found 1/20$210
This Delta deal was found by Cheapflights users on 1/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/147:30 pmMIA - ORD
1 stop5h 19mDelta
Mon 2/171:40 pmORD - MIA
1 stop7h 02mDelta
Deal found 1/20$217
This Delta deal was found by Cheapflights users on 1/21. 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.
Fri 2/1411:33 amMIA - MDW
1 stop7h 38mDelta
Mon 2/172:08 pmMDW - MIA
1 stop6h 34mDelta
Deal found 1/21$217
This Delta deal was found by Cheapflights users on 1/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/56:14 pmEYW - ORD
1 stop6h 35mDelta
Wed 3/122:55 pmORD - EYW
1 stop4h 35mDelta
Deal found 1/20$217
This Delta deal was found by Cheapflights users on 1/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/56:14 pmEYW - MDW
1 stop5h 06mDelta
Wed 3/1212:51 pmMDW - EYW
1 stop6h 39mDelta
Deal found 1/20$217

Find flights from Florida Keys to Illinois within your budget

Customize your flight search to find flights from Florida Keys to Illinois 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 2,558,603 searches. Data last updated January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

MiamiChicago

MIA - ORD

MIAORD

Miami

Wed 2/26

10:45 am-4:31 pm

1 stop6h 46m

Chicago O'Hare Intl

Thu 2/27

5:10 am-12:13 am

1 stop18h 03m

$100

MiamiChicago

MIA - ORD

MIAORD

Miami

Wed 2/5

7:00 am-12:45 pm

1 stop6h 45m

Chicago O'Hare Intl

Sat 2/8

2:02 pm-6:16 pm

Nonstop3h 14m

$101

MiamiChicago

MIA - MDW

MIAMDW

Miami

Thu 2/13

5:42 pm-1:46 pm

1 stop21h 04m

Chicago Midway

Sun 2/16

7:25 am-11:37 am

Nonstop3h 12m

$107

MiamiChicago

MIA - ORD

MIAORD

Miami

Fri 2/14

8:05 am-10:37 am

Nonstop3h 32m

Chicago O'Hare Intl

Wed 2/19

7:07 am-6:15 pm

1 stop10h 08m

$108

MiamiChicago

MIA - ORD

MIAORD

Miami

Wed 2/26

8:26 am-10:56 am

Nonstop3h 30m

Chicago O'Hare Intl

Sat 3/1

4:00 pm-8:08 pm

Nonstop3h 08m

$168

MiamiSt. Louis

MIA - STL

MIASTL

Miami

Fri 2/21

6:25 am-9:16 am

1 stop27h 51m

Lambert-St Louis

Mon 2/24

7:04 pm-5:16 am

1 stop9h 12m

$170

MiamiChicago

MIA - ORD

MIAORD

Miami

Wed 2/19

6:15 am-2:40 pm

1 stop9h 25m

Chicago O'Hare Intl

Tue 2/25

2:06 pm-6:26 pm

Nonstop3h 20m

$187

MiamiChicago

MIA - ORD

MIAORD

Miami

Fri 2/14

7:30 pm-11:49 pm

1 stop5h 19m

Chicago O'Hare Intl

Mon 2/17

1:40 pm-9:42 pm

1 stop7h 02m

$217

MiamiChicago

MIA - MDW

MIAMDW

Miami

Thu 2/6

5:55 pm-8:15 pm

Nonstop3h 20m

Chicago Midway

Mon 2/10

9:05 am-1:10 pm

Nonstop3h 05m

$217

Key WestChicago

EYW - MDW

EYWMDW

Key West

Wed 3/5

6:14 pm-10:20 pm

1 stop5h 06m

Chicago Midway

Wed 3/12

12:51 pm-8:30 pm

1 stop6h 39m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 58 results
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Best time to book a flight from Florida Keys to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois 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 Illinois

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

What is the cheapest month to book a flight from Florida Keys to Illinois?

Currently, August is the cheapest month in which you can book a flight from Florida Keys to Illinois (average of $245). Flying from Florida Keys to Illinois in March is currently the most expensive (average of $320). 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.

What is the cheapest time of day to fly from EOA to IL?

Find hourly flight availability from Florida Keys to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Florida Keys to Illinois as you normally would.

Weekly flight availability from Florida Keys to Illinois

Explore weekly flight availability from Florida Keys to Illinois. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 21, 2025.

The most flights from zzEOA to USIL are scheduled on a Monday (4 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (2 on average).

Rainfall in Illinois by month

Plan your trip to Illinois by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Illinois 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 Illinois when rainfall is around 1.7 in.

Temperature in Illinois by month

Plan your trip to Illinois by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Illinois, 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 Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated January 21, 2025.
Read reviews from past customers who have flown Spirit Airlines, Delta and United Airlines from Florida Keys to Illinois. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,662 reviews
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
9,706 reviews
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,521 reviews
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
8,985 reviews
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.2
Good
10,000 reviews
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Florida Keys to Illinois. 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 Illinois one-way?

    The cheapest airlines for a one-way flight from Florida Keys to Illinois are Frontier ($60), Spirit Airlines ($61), and United Airlines ($79).

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Florida Keys to Illinois 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 Illinois?

    Currently, August is the cheapest month in which you can book a flight from Florida Keys to Illinois (average of $245). Flying from Florida Keys to Illinois in March is currently the most expensive (average of $320). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Florida Keys to Illinois

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Florida Keys to Illinois

Discover the top 2 airlines that operate flights from Florida Keys to Illinois. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$211Average$390FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$224Average$379FlexibilityNo cancel feeOn-time69%
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