Flights from Chicago to Tupelo

Cheapest flights from Chicago

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.

Tue, Jul 22 - Mon, Aug 4

ORD

O'Hare Intl.

TUP

Tupelo Regional

$285 Roundtrip, found 1 day ago

$285

Roundtrip

found 1 day ago

Select American Airlines flight, departing Tue, Jul 22 from O'Hare Intl. to Tupelo Regional, returning Mon, Aug 4, priced at $285 found 1 day ago

Tue, Jul 22 - Wed, Jul 30

ORD

O'Hare Intl.

TUP

Tupelo Regional

$311 Roundtrip, found 1 day ago

$311

Roundtrip

found 1 day ago

Select American Airlines flight, departing Tue, Jul 22 from O'Hare Intl. to Tupelo Regional, returning Wed, Jul 30, priced at $311 found 1 day ago

Tue, Jul 8 - Wed, Jul 9

ORD

O'Hare Intl.

TUP

Tupelo Regional

$312 Roundtrip, found 1 day ago

$312

Roundtrip

found 1 day ago

Select American Airlines flight, departing Tue, Jul 8 from O'Hare Intl. to Tupelo Regional, returning Wed, Jul 9, priced at $312 found 1 day ago

Sun, Jul 27 - Mon, Aug 4

ORD

O'Hare Intl.

TUP

Tupelo Regional

$315 Roundtrip, found 1 day ago

$315

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sun, Jul 27 from O'Hare Intl. to Tupelo Regional, returning Mon, Aug 4, priced at $315 found 1 day ago

Tue, Jul 8 - Fri, Jul 11

ORD

O'Hare Intl.

TUP

Tupelo Regional

$322 Roundtrip, found 1 day ago

$322

Roundtrip

found 1 day ago

Select American Airlines flight, departing Tue, Jul 8 from O'Hare Intl. to Tupelo Regional, returning Fri, Jul 11, priced at $322 found 1 day ago

Tue, Jul 8 - Sun, Jul 20

ORD

O'Hare Intl.

TUP

Tupelo Regional

$336 Roundtrip, found 1 day ago

$336

Roundtrip

found 1 day ago

Select American Airlines flight, departing Tue, Jul 8 from O'Hare Intl. to Tupelo Regional, returning Sun, Jul 20, priced at $336 found 1 day ago

Sun, Jul 27 - Wed, Jul 30

ORD

O'Hare Intl.

TUP

Tupelo Regional

$341 Roundtrip, found 1 day ago

$341

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sun, Jul 27 from O'Hare Intl. to Tupelo Regional, returning Wed, Jul 30, priced at $341 found 1 day ago

Sun, Jul 13 - Mon, Jul 14

ORD

O'Hare Intl.

TUP

Tupelo Regional

$342 Roundtrip, found 1 day ago

$342

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sun, Jul 13 from O'Hare Intl. to Tupelo Regional, returning Mon, Jul 14, priced at $342 found 1 day ago

Thu, Jul 10 - Sun, Jul 20

ORD

O'Hare Intl.

TUP

Tupelo Regional

$345 Roundtrip, found 1 day ago

$345

Roundtrip

found 1 day ago

Select American Airlines flight, departing Thu, Jul 10 from O'Hare Intl. to Tupelo Regional, returning Sun, Jul 20, priced at $345 found 1 day ago

Fri, Jul 25 - Sun, Aug 3

ORD

O'Hare Intl.

TUP

Tupelo Regional

$346 Roundtrip, found 1 day ago

$346

Roundtrip

found 1 day ago

Select Contour Airlines flight, departing Fri, Jul 25 from O'Hare Intl. to Tupelo Regional, returning Sun, Aug 3, priced at $346 found 1 day ago

Fri, Jul 25 - Sat, Jul 26

ORD

O'Hare Intl.

TUP

Tupelo Regional

$350 Roundtrip, found 1 day ago

$350

Roundtrip

found 1 day ago

Select Contour Airlines flight, departing Fri, Jul 25 from O'Hare Intl. to Tupelo Regional, returning Sat, Jul 26, priced at $350 found 1 day ago

Thu, Jul 24 - Sun, Aug 3

ORD

O'Hare Intl.

TUP

Tupelo Regional

$352 Roundtrip, found 1 day ago

$352

Roundtrip

found 1 day ago

Select Contour Airlines flight, departing Thu, Jul 24 from O'Hare Intl. to Tupelo Regional, returning Sun, Aug 3, priced at $352 found 1 day ago

Sat, Jul 26 - Sun, Aug 3

ORD

O'Hare Intl.

TUP

Tupelo Regional

$355 Roundtrip, found 1 day ago

$355

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Tupelo Regional, returning Sun, Aug 3, priced at $355 found 1 day ago

Fri, Jul 11 - Sat, Jul 12

ORD

O'Hare Intl.

TUP

Tupelo Regional

$362 Roundtrip, found 1 day ago

$362

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Jul 11 from O'Hare Intl. to Tupelo Regional, returning Sat, Jul 12, priced at $362 found 1 day ago

Sun, Jul 13 - Sun, Jul 20

ORD

O'Hare Intl.

TUP

Tupelo Regional

$366 Roundtrip, found 1 day ago

$366

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sun, Jul 13 from O'Hare Intl. to Tupelo Regional, returning Sun, Jul 20, priced at $366 found 1 day ago

Fri, Jul 18 - Sat, Jul 19

ORD

O'Hare Intl.

TUP

Tupelo Regional

$369 Roundtrip, found 1 day ago

$369

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Jul 18 from O'Hare Intl. to Tupelo Regional, returning Sat, Jul 19, priced at $369 found 1 day ago

Fri, Jul 11 - Sat, Jul 12

ORD

O'Hare Intl.

TUP

Tupelo Regional

$372 Roundtrip, found 1 day ago

$372

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Jul 11 from O'Hare Intl. to Tupelo Regional, returning Sat, Jul 12, priced at $372 found 1 day ago

Sun, Jul 13 - Thu, Jul 17

ORD

O'Hare Intl.

TUP

Tupelo Regional

$372 Roundtrip, found 1 day ago

$372

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sun, Jul 13 from O'Hare Intl. to Tupelo Regional, returning Thu, Jul 17, priced at $372 found 1 day ago

Sun, Jul 20 - Sun, Jul 27

ORD

O'Hare Intl.

TUP

Tupelo Regional

$385 Roundtrip, found 1 day ago

$385

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sun, Jul 20 from O'Hare Intl. to Tupelo Regional, returning Sun, Jul 27, priced at $385 found 1 day ago

Mon, Jun 30 - Thu, Jul 3

ORD

O'Hare Intl.

TUP

Tupelo Regional

$444 Roundtrip, found 1 day ago

$444

Roundtrip

found 1 day ago

Select United flight, departing Mon, Jun 30 from O'Hare Intl. to Tupelo Regional, returning Thu, Jul 3, priced at $444 found 1 day ago