Flights from Heartland

Cheapest flights from Heartland

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Oct 7 - Sat, Oct 10

DJT

President Donald J. Trump Intl. Airport

JFK

John F. Kennedy Intl.

$189 Roundtrip, found 8 hours ago

$189

Roundtrip

found 8 hours ago

Select Delta flight, departing Wed, Oct 7 from President Donald J. Trump Intl. Airport to John F. Kennedy Intl., returning Sat, Oct 10, priced at $189 found 8 hours ago

Wed, Sep 23 - Tue, Oct 6

RSW

Southwest Florida Intl.

BOS

Logan Intl.

$199 Roundtrip, found 1 day ago

$199

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Sep 23 from Southwest Florida Intl. to Logan Intl., returning Tue, Oct 6, priced at $199 found 1 day ago

Thu, Oct 22 - Fri, Oct 23

RSW

Southwest Florida Intl.

ATL

Hartsfield-Jackson Atlanta Intl.

$200 Roundtrip, found 2 days ago

$200

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Thu, Oct 22 from Southwest Florida Intl. to Hartsfield-Jackson Atlanta Intl., returning Fri, Oct 23, priced at $200 found 2 days ago

Wed, Oct 7 - Sat, Oct 10

RSW

Southwest Florida Intl.

JFK

John F. Kennedy Intl.

$207 Roundtrip, found 3 days ago

$207

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Wed, Oct 7 from Southwest Florida Intl. to John F. Kennedy Intl., returning Sat, Oct 10, priced at $207 found 3 days ago

Tue, Oct 13 - Tue, Oct 20

RSW

Southwest Florida Intl.

MSP

Minneapolis - St. Paul Intl.

$207 Roundtrip, found 3 days ago

$207

Roundtrip

found 3 days ago

Select Sun Country Airlines flight, departing Tue, Oct 13 from Southwest Florida Intl. to Minneapolis - St. Paul Intl., returning Tue, Oct 20, priced at $207 found 3 days ago

Thu, Nov 26 - Sun, Dec 13

DJT

President Donald J. Trump Intl. Airport

ATL

Hartsfield-Jackson Atlanta Intl.

$209 Roundtrip, found 6 hours ago

$209

Roundtrip

found 6 hours ago

Select Delta flight, departing Thu, Nov 26 from President Donald J. Trump Intl. Airport to Hartsfield-Jackson Atlanta Intl., returning Sun, Dec 13, priced at $209 found 6 hours ago

Fri, Sep 25 - Wed, Sep 30

RSW

Southwest Florida Intl.

EWR

Newark Liberty Intl. Airport

$217 Roundtrip, found 10 hours ago

$217

Roundtrip

found 10 hours ago

Select United flight, departing Fri, Sep 25 from Southwest Florida Intl. to Newark Liberty Intl. Airport, returning Wed, Sep 30, priced at $217 found 10 hours ago

Wed, Sep 30 - Wed, Oct 7

RSW

Southwest Florida Intl.

PHL

Philadelphia Intl.

$219 Roundtrip, found 6 days ago

$219

Roundtrip

found 6 days ago

Select Delta flight, departing Wed, Sep 30 from Southwest Florida Intl. to Philadelphia Intl., returning Wed, Oct 7, priced at $219 found 6 days ago

Fri, Oct 30 - Sat, Nov 14

RSW

Southwest Florida Intl.

LAS

Harry Reid Intl.

$223 Roundtrip, found 5 days ago

$223

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Fri, Oct 30 from Southwest Florida Intl. to Harry Reid Intl., returning Sat, Nov 14, priced at $223 found 5 days ago

Sat, Sep 12 - Tue, Sep 15

SRQ

Sarasota-Bradenton Intl.

ORD

O'Hare Intl.

$227 Roundtrip, found 9 hours ago

$227

Roundtrip

found 9 hours ago

Select United flight, departing Sat, Sep 12 from Sarasota-Bradenton Intl. to O'Hare Intl., returning Tue, Sep 15, priced at $227 found 9 hours ago

Wed, Sep 9 - Fri, Sep 18

RSW

Southwest Florida Intl.

LGA

LaGuardia

$234 Roundtrip, found 4 days ago

$234

Roundtrip

found 4 days ago

Select Delta flight, departing Wed, Sep 9 from Southwest Florida Intl. to LaGuardia, returning Fri, Sep 18, priced at $234 found 4 days ago

Fri, Nov 27 - Tue, Dec 1

DJT

President Donald J. Trump Intl. Airport

LGA

LaGuardia

$237 Roundtrip, found 10 hours ago

$237

Roundtrip

found 10 hours ago

Select Delta flight, departing Fri, Nov 27 from President Donald J. Trump Intl. Airport to LaGuardia, returning Tue, Dec 1, priced at $237 found 10 hours ago

Mon, Oct 19 - Wed, Oct 21

DJT

President Donald J. Trump Intl. Airport

EWR

Newark Liberty Intl. Airport

$237 Roundtrip, found 10 hours ago

$237

Roundtrip

found 10 hours ago

Select JetBlue Airways flight, departing Mon, Oct 19 from President Donald J. Trump Intl. Airport to Newark Liberty Intl. Airport, returning Wed, Oct 21, priced at $237 found 10 hours ago

Tue, Sep 29 - Sat, Oct 3

DJT

President Donald J. Trump Intl. Airport

BOS

Logan Intl.

$249 Roundtrip, found 3 days ago

$249

Roundtrip

found 3 days ago

Select Delta flight, departing Tue, Sep 29 from President Donald J. Trump Intl. Airport to Logan Intl., returning Sat, Oct 3, priced at $249 found 3 days ago

Fri, Oct 16 - Sat, Oct 24

VRB

Vero Beach Municipal

BOS

Logan Intl.

$253 Roundtrip, found 2 days ago

$253

Roundtrip

found 2 days ago

Select JetBlue Airways flight, departing Fri, Oct 16 from Vero Beach Municipal to Logan Intl., returning Sat, Oct 24, priced at $253 found 2 days ago

Mon, Nov 16 - Tue, Dec 1

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$283 Roundtrip, found 6 days ago

$283

Roundtrip

found 6 days ago

Select American Airlines flight, departing Mon, Nov 16 from Southwest Florida Intl. to O'Hare Intl., returning Tue, Dec 1, priced at $283 found 6 days ago

Tue, Oct 6 - Wed, Oct 21

SRQ

Sarasota-Bradenton Intl.

BOS

Logan Intl.

$285 Roundtrip, found 5 days ago

$285

Roundtrip

found 5 days ago

Select JetBlue Airways flight, departing Tue, Oct 6 from Sarasota-Bradenton Intl. to Logan Intl., returning Wed, Oct 21, priced at $285 found 5 days ago

Tue, Oct 6 - Sun, Oct 18

SRQ

Sarasota-Bradenton Intl.

MSP

Minneapolis - St. Paul Intl.

$299 Roundtrip, found 5 days ago

$299

Roundtrip

found 5 days ago

Select Delta flight, departing Tue, Oct 6 from Sarasota-Bradenton Intl. to Minneapolis - St. Paul Intl., returning Sun, Oct 18, priced at $299 found 5 days ago

Thu, Oct 15 - Sun, Oct 18

DJT

President Donald J. Trump Intl. Airport

ORD

O'Hare Intl.

$309 Roundtrip, found 2 days ago

$309

Roundtrip

found 2 days ago

Select United flight, departing Thu, Oct 15 from President Donald J. Trump Intl. Airport to O'Hare Intl., returning Sun, Oct 18, priced at $309 found 2 days ago

Wed, Aug 26 - Sat, Sep 5

DJT

President Donald J. Trump Intl. Airport

PHL

Philadelphia Intl.

$332 Roundtrip, found 14 hours ago

$332

Roundtrip

found 14 hours ago

Select Frontier Airlines flight, departing Wed, Aug 26 from President Donald J. Trump Intl. Airport to Philadelphia Intl., returning Sat, Sep 5, priced at $332 found 14 hours ago