Cheap flights from Chicago (CHI) to Key Largo, FL
CHI — MIA
Oct 31 — Nov 71
Round-trip
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago to Key Largo are usually found in January or April, booked 33 days in advance, depart on a Monday or Saturday and return on a Thursday
Find flight deals from Chicago to Key Largo
Keep the following information in mind while searching for Chicago to Key Largo flight deals. Data was last updated October 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Popular in | July |
Cheapest in | January |
Average price | $309 |
Cheapflights Insights
Everything you need to know about your flight from Chicago to Key Largo
What is the cheapest time of day to fly from CHI to KE9?
Find hourly flight availability from Chicago to Key Largo. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 1, 2026.
When flying from Chicago to Key Largo, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 14% versus a flight in the afternoon.
What is the cheapest day to fly from Chicago to Key Largo?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Key Largo. Price data was last updated on September 26, 2026.
Travelers seeking maximum savings on their Chicago to Key Largo flight should consider departing on Sunday at noon when fares are most often at their lowest. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Key Largo
Get insights into the airlines that provide service to Key Largo. 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 Key Largo. Reviews last updated October 1, 2026.
Read through reviews of airlines operating flights from Chicago to Key Largo, such as Southwest,United Airlines, andJetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Related info for your journey
Find useful and relevant information for your journey from Chicago to Key Largo. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Complete your trip
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Find flights from Chicago to Key Largo, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Key Largo flights
Browse other Chicago and Key Largo flight options. Last updated on October 1, 2026.
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Top 7 airlines flying from Chicago to Key Largo
Discover the top 7 airlines that operate flights from Chicago to Key Largo. 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 7,457,451 searches. Data last updated October 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$57 | Average$218 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$83 | Average$129 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$89 | Average$263 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$118 | Average$351 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$157 | Average$380 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$162 | Average$369 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$203 | Average$391 | FlexibilityNo cancel fee | On-time63% |