$44 Cheap flight deals from Chicago (CHI) to Marathon (MIA)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Chicago to Marathon

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Jun 8 - Sat, Jun 21
ORD
O'Hare Intl.
MIA
Miami Intl.
$185 Roundtrip, just found
$185
Roundtrip
just found
Select Spirit Airlines flight, departing Sun, Jun 8 from O'Hare Intl. to Miami Intl., returning Sat, Jun 21, priced at $185 just found
Sat, Jun 7 - Sun, Jun 8
MDW
Midway Intl.
MIA
Miami Intl.
$224 Roundtrip, found 2 days ago
$224
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Jun 7 from Midway Intl. to Miami Intl., returning Sun, Jun 8, priced at $224 found 2 days ago
Sun, Jun 8 - Wed, Jun 25
ORD
O'Hare Intl.
EYW
Key West Intl.
$489 Roundtrip, found 10 hours ago
$489
Roundtrip
found 10 hours ago
Select Delta flight, departing Sun, Jun 8 from O'Hare Intl. to Key West Intl., returning Wed, Jun 25, priced at $489 found 10 hours ago
Sat, Jun 7 - Sat, Jun 21
MDW
Midway Intl.
EYW
Key West Intl.
$602 Roundtrip, found 10 hours ago
$602
Roundtrip
found 10 hours ago
Select Delta flight, departing Sat, Jun 7 from Midway Intl. to Key West Intl., returning Sat, Jun 21, priced at $602 found 10 hours ago

Airfares from $44 One Way, $108 Round Trip from Chicago to Marathon

Prices starting at $108 for return flights and $44 for one-way flights to Marathon were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Jun 24 - Tue, Jul 1
ORD
Chicago
MIA
Miami
$108 Roundtrip, found 1 hour ago
$108
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Tue, Jun 24 from Chicago to Miami, returning Tue, Jul 1, priced at $108 found 1 hour ago
Tue, Aug 5 - Tue, Aug 12
ORD
Chicago
MIA
Miami
$157 Roundtrip, found 1 hour ago
$157
Roundtrip
found 1 hour ago
Select United flight, departing Tue, Aug 5 from Chicago to Miami, returning Tue, Aug 12, priced at $157 found 1 hour ago
Tue, Aug 5 - Tue, Aug 12
ORD
Chicago
MIA
Miami
$157 Roundtrip, found 1 hour ago
$157
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Tue, Aug 5 from Chicago to Miami, returning Tue, Aug 12, priced at $157 found 1 hour ago
Wed, Aug 13 - Sat, Aug 16
MDW
Chicago
MIA
Miami
$167 Roundtrip, found 1 hour ago
$167
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Wed, Aug 13 from Chicago to Miami, returning Sat, Aug 16, priced at $167 found 1 hour ago
Thu, Oct 9 - Sun, Oct 12
MDW
Chicago
MIA
Miami
$198 Roundtrip, found 20 hours ago
$198
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Thu, Oct 9 from Chicago to Miami, returning Sun, Oct 12, priced at $198 found 20 hours ago

Marathon economy flight packages

Price found within the past 48 hours. Click for updated prices.
Henrosa Hotel
3.5-star property

Henrosa Hotel

8.4/10 Very Good! (787 reviews)

Jul 23 - Jul 27

4 night stay

Chicago (CHI) to Miami (MIA)

American Airlines • Coach

Miami (MIA) to Chicago (CHI)

Southwest Airlines • Coach
Save 100% on your flight
per person
found 1 day ago
Guy at the front desk was helpful - he suggested good place to park the car for $20 per night. The coffee was not the best. The bathroom door wouldn't move! Once you close it, you can't open it anymore, you have to lift it and put it aside. It looks like the door is too high and touches the floor.

Reviewed on Jan 23, 2024

Park Royal Miami Beach
2.5-star property

Park Royal Miami Beach

8.8/10 Excellent! (145 reviews)

Jul 18 - Jul 21

3 night stay

Chicago (ORD) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 10 hours ago
Staff was great, pool was clean, and location was great!

Reviewed on Feb 20, 2021

Fontainebleau Miami Beach
4.5-star property

Fontainebleau Miami Beach

8/10 Very Good! (6,180 reviews)

Jul 24 - Jul 28

4 night stay

Chicago (CHI) to Miami (MIA)

Frontier Airlines • Non-stop • Coach

Miami (MIA) to Chicago (CHI)

Spirit Airlines • Non-stop • Coach
Save 100% on your flight
per person
found 1 day ago
Stayed here for 5 nights - they charged a daily resort fee but closed off the pool at 2 PM on NYE for their private event. If you went to the beach they make you go through a long detour through another hotel in order to get back, with lack of clear signage or staff to redirect the traffic, horrible. The maid service on NYE was horrible, didn't provide us with fresh towels or replenish the shampoo/conditiner/body wash. The price you are paying does not justify for the quality of service you are receiving.

Reviewed on Jan 2, 2025

Don't see what you're looking for?
See all available trips from Chicago to Marathon
View all trips

Marathon packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Rock Reef Resort
2.5-star property

Rock Reef Resort

9.2/10 Wonderful! (1,033 reviews)

Jul 24 - Jul 28

4 night stay

Chicago (CHI) to Miami (MIA)

Delta • Non-stop roundtrip • PremiumEconomy
per person
found 20 hours ago
Nice property on the water. Old style building but totally redone on the inside. Free use of kayaks.

Reviewed on Apr 24, 2025

Creekside Inn Islamorada
2.5-star property

Creekside Inn Islamorada

8/10 Very Good! (1,000 reviews)

Jul 24 - Jul 28

4 night stay

Chicago (CHI) to Miami (MIA)

Delta • Non-stop roundtrip • PremiumEconomy
per person
found 20 hours ago
Very nice accommodations, friendly and helpful staff.

Reviewed on Dec 3, 2024

Kona Kai Resort and Gallery - Adults Only
2.5-star property

Kona Kai Resort and Gallery - Adults Only

9.8/10 Exceptional! (233 reviews)

Jul 24 - Jul 28

4 night stay

Chicago (CHI) to Miami (MIA)

Delta • Non-stop roundtrip • PremiumEconomy
per person
found 20 hours ago
wonderful property and people!

Reviewed on May 18, 2024

Don't see what you're looking for?
See all available trips from Chicago to Marathon
View all trips

Marathon first class flight packages

Price found within the past 48 hours. Click for updated prices.
Winslow's Bungalows - Key West Historic Inns
4.0-star property

Winslow's Bungalows - Key West Historic Inns

9/10 Wonderful! (1,014 reviews)

Jul 11 - Jul 13

2 night stay

Chicago (ORD) to Key West (EYW)

American Airlines • Non-stop roundtrip • FirstClass
per person
found 1 day ago
The staff was great. The breakfast and coffee in the morning was good. Atmosphere nice.

Reviewed on Mar 6, 2025

Ella's Cottages - Key West Historic Inns
3.5-star property

Ella's Cottages - Key West Historic Inns

9.4/10 Exceptional! (325 reviews)

Jul 11 - Jul 13

2 night stay

Chicago (ORD) to Key West (EYW)

American Airlines • Non-stop roundtrip • FirstClass
per person
found 1 day ago
We chose this historic inn based on central location to everything we wanted in less than 15 min. Front desk staff (Dwight and others) are fantastic and always willing to listen and provide assistance. Fort Zachary Taylor Beach Park is walkable - 25 min (beach water shoes recommended due to rocks). We didn't need to rent any transportation as it was easier for us to walk it out, so I can't comment on parking since I didn't use it (it is limited at most places). We felt very safe walking around, even at night. We used a taxi to and from Key West airport (both drivers familiar with this inn). Room is clean. Both night stands have power and USB charging outlets. Excellent daily room service and Sunshine Breakfast basket hand delivered to your room. Duval Loop bus stop 14 (free) in front of inn (bus route loop is an hour long and two buses running to ensure next bus in 30 min), so this is another convenient option if walking isn't your thing.

Reviewed on Dec 17, 2024

Lighthouse Hotel - Key West Historic Inns
3.5-star property

Lighthouse Hotel - Key West Historic Inns

9/10 Wonderful! (732 reviews)

Jul 11 - Jul 13

2 night stay

Chicago (ORD) to Key West (EYW)

American Airlines • Non-stop roundtrip • FirstClass
per person
found 1 day ago
This place is a much better place to stay than places closer to the cruise ship pier or off or whitehead or duval

Reviewed on Sep 22, 2024

Don't see what you're looking for?
See all available trips from Chicago to Marathon
View all trips

More About Flying To Marathon from Chicago

Route Information for Flights from Chicago to Marathon

Origin Airport IATA Code
CHI
Destination Airport IATA Code
MIA
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Marathon

The perfect trip begins with Orbitz. From booking your flights from Chicago to Marathon to finding the best hotels, Orbitz has got it covered.

Stress-free Searching

With an easy to use system, Orbitz takes the stress and expense out of travel. Not only does Orbitz match your Chicago to Marathon flights to your ideal hotel, the Display Matrix shows your deals and discounts, including free nights and other savings.

Be One Step Ahead

Need to know what is going on at the airport before you get there? With Orbitz’s free alerts service, you can quickly find out about any booking changes, or flight from Chicago to Marathon disruptions, saving you hours of wasted time. And if you are being picked up at the airport after your Chicago to Marathon flights, have alerts sent straight to your contact’s mobile phone or email.

Cutting-Edge Mobile Tools

Find the best price on flights from Chicago to Marathon with Orbitz’s mobile apps for iPhone and Android. Use m.orbitz.com on your mobile browser to check your gate, baggage allowance and delays, or find exclusive deals on hotels only available to mobile users.

We Work, you Rest and Play

Not only does booking with us ensure guaranteed low prices, but Orbitz does the hard work, leaving you to relax. Just tell us what you want, from Chicago to Marathon flights, to great deals on hotels and car rental, and activities and tours, and we will do all the rest.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.