Flights from Chicago to Prosper

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.

Thu, Nov 6 - Sun, Nov 9

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$120 Roundtrip, found 1 day ago

$120

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Thu, Nov 6 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Sun, Nov 9, priced at $120 found 1 day ago

Sun, Oct 12 - Thu, Oct 16

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$130 Roundtrip, found 20 hours ago

$130

Roundtrip

found 20 hours ago

Select Spirit Airlines flight, departing Sun, Oct 12 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Thu, Oct 16, priced at $130 found 20 hours ago

Thu, Oct 9 - Mon, Oct 13

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$131 Roundtrip, found 20 hours ago

$131

Roundtrip

found 20 hours ago

Select Frontier Airlines flight, departing Thu, Oct 9 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Mon, Oct 13, priced at $131 found 20 hours ago

Thu, Oct 9 - Mon, Oct 13

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$137 Roundtrip, found 20 hours ago

$137

Roundtrip

found 20 hours ago

Select Frontier Airlines flight, departing Thu, Oct 9 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Mon, Oct 13, priced at $137 found 20 hours ago

Wed, Sep 3 - Sat, Sep 13

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$138 Roundtrip, found 14 hours ago

$138

Roundtrip

found 14 hours ago

Select Frontier Airlines flight, departing Wed, Sep 3 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Sat, Sep 13, priced at $138 found 14 hours ago

Wed, Sep 3 - Thu, Sep 11

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$140 Roundtrip, found 14 hours ago

$140

Roundtrip

found 14 hours ago

Select Frontier Airlines flight, departing Wed, Sep 3 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Thu, Sep 11, priced at $140 found 14 hours ago

Thu, Nov 6 - Sun, Nov 9

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$141 Roundtrip, found 1 day ago

$141

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Thu, Nov 6 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Sun, Nov 9, priced at $141 found 1 day ago

Thu, Sep 4 - Thu, Sep 11

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$142 Roundtrip, found 14 hours ago

$142

Roundtrip

found 14 hours ago

Select Frontier Airlines flight, departing Thu, Sep 4 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Thu, Sep 11, priced at $142 found 14 hours ago

Thu, Nov 6 - Sun, Nov 9

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$147 Roundtrip, found 1 day ago

$147

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Thu, Nov 6 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Sun, Nov 9, priced at $147 found 1 day ago

Sun, Sep 7 - Sat, Sep 13

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$150 Roundtrip, found 14 hours ago

$150

Roundtrip

found 14 hours ago

Select Frontier Airlines flight, departing Sun, Sep 7 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Sat, Sep 13, priced at $150 found 14 hours ago

Thu, Oct 9 - Mon, Oct 13

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$151 Roundtrip, found 20 hours ago

$151

Roundtrip

found 20 hours ago

Select Spirit Airlines flight, departing Thu, Oct 9 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Mon, Oct 13, priced at $151 found 20 hours ago

Fri, Sep 19 - Mon, Sep 22

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$152 Roundtrip, found 3 days ago

$152

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Fri, Sep 19 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Mon, Sep 22, priced at $152 found 3 days ago

Fri, Sep 19 - Fri, Sep 19

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$154 Roundtrip, found 3 days ago

$154

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Fri, Sep 19 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Fri, Sep 19, priced at $154 found 3 days ago

Thu, Oct 9 - Mon, Oct 13

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$171 Roundtrip, found 20 hours ago

$171

Roundtrip

found 20 hours ago

Select United flight, departing Thu, Oct 9 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Mon, Oct 13, priced at $171 found 20 hours ago

Fri, Sep 5 - Sun, Sep 7

MDW

Midway Intl.

DFW

Dallas-Fort Worth Intl.

$177 Roundtrip, found 14 hours ago

$177

Roundtrip

found 14 hours ago

Select Frontier Airlines flight, departing Fri, Sep 5 from Midway Intl. to Dallas-Fort Worth Intl., returning Sun, Sep 7, priced at $177 found 14 hours ago

Sat, Sep 20 - Sat, Sep 20

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$191 Roundtrip, found 3 days ago

$191

Roundtrip

found 3 days ago

Select Delta flight, departing Sat, Sep 20 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Sat, Sep 20, priced at $191 found 3 days ago

Thu, Nov 6 - Sun, Nov 9

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$194 Roundtrip, found 1 day ago

$194

Roundtrip

found 1 day ago

Select American Airlines flight, departing Thu, Nov 6 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Sun, Nov 9, priced at $194 found 1 day ago

Wed, Dec 31 - Mon, Jan 5

ORD

O'Hare Intl.

DAL

Love Field

$197 Roundtrip, found 1 day ago

$197

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Dec 31 from O'Hare Intl. to Love Field, returning Mon, Jan 5, priced at $197 found 1 day ago

Thu, Sep 18 - Sun, Sep 21

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$209 Roundtrip, found 3 days ago

$209

Roundtrip

found 3 days ago

Select Contour Airlines flight, departing Thu, Sep 18 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Sun, Sep 21, priced at $209 found 3 days ago

Mon, Nov 24 - Fri, Nov 28

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$300 Roundtrip, found 3 days ago

$300

Roundtrip

found 3 days ago

Select Sun Country Airlines flight, departing Mon, Nov 24 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Fri, Nov 28, priced at $300 found 3 days ago