Flights from Brainerd to Chicago

Cheapest flights from Brainerd

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.

Sat, Aug 23 - Tue, Aug 26

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$77 Roundtrip, found 6 days ago

$77

Roundtrip

found 6 days ago

Select Delta flight, departing Sat, Aug 23 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Tue, Aug 26, priced at $77 found 6 days ago

Thu, Aug 21 - Tue, Aug 26

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$84 Roundtrip, found 6 days ago

$84

Roundtrip

found 6 days ago

Select American Airlines flight, departing Thu, Aug 21 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Tue, Aug 26, priced at $84 found 6 days ago

Thu, Aug 21 - Tue, Aug 26

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$89 Roundtrip, found 6 days ago

$89

Roundtrip

found 6 days ago

Select Sun Country Airlines flight, departing Thu, Aug 21 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Tue, Aug 26, priced at $89 found 6 days ago

Sat, Aug 23 - Sun, Aug 24

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$100 Roundtrip, found 6 days ago

$100

Roundtrip

found 6 days ago

Select Delta flight, departing Sat, Aug 23 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Sun, Aug 24, priced at $100 found 6 days ago

Thu, Aug 21 - Tue, Aug 26

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$107 Roundtrip, found 6 days ago

$107

Roundtrip

found 6 days ago

Select United flight, departing Thu, Aug 21 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Tue, Aug 26, priced at $107 found 6 days ago

Fri, Aug 22 - Sat, Aug 23

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$110 Roundtrip, found 6 days ago

$110

Roundtrip

found 6 days ago

Select Delta flight, departing Fri, Aug 22 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Sat, Aug 23, priced at $110 found 6 days ago

Thu, Aug 21 - Tue, Aug 26

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$114 Roundtrip, found 6 days ago

$114

Roundtrip

found 6 days ago

Select American Airlines flight, departing Thu, Aug 21 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Tue, Aug 26, priced at $114 found 6 days ago

Thu, Aug 21 - Tue, Aug 26

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$125 Roundtrip, found 6 days ago

$125

Roundtrip

found 6 days ago

Select United flight, departing Thu, Aug 21 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Tue, Aug 26, priced at $125 found 6 days ago

Fri, Aug 22 - Sun, Aug 24

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$133 Roundtrip, found 6 days ago

$133

Roundtrip

found 6 days ago

Select Delta flight, departing Fri, Aug 22 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Sun, Aug 24, priced at $133 found 6 days ago

Sat, Aug 23 - Mon, Aug 25

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$137 Roundtrip, found 6 days ago

$137

Roundtrip

found 6 days ago

Select United flight, departing Sat, Aug 23 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Mon, Aug 25, priced at $137 found 6 days ago

Thu, Aug 21 - Tue, Aug 26

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$142 Roundtrip, found 6 days ago

$142

Roundtrip

found 6 days ago

Select United flight, departing Thu, Aug 21 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Tue, Aug 26, priced at $142 found 6 days ago

Thu, Aug 21 - Tue, Aug 26

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$143 Roundtrip, found 6 days ago

$143

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Thu, Aug 21 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Tue, Aug 26, priced at $143 found 6 days ago

Thu, Aug 21 - Tue, Aug 26

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$144 Roundtrip, found 6 days ago

$144

Roundtrip

found 6 days ago

Select American Airlines flight, departing Thu, Aug 21 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Tue, Aug 26, priced at $144 found 6 days ago

Mon, Aug 11 - Thu, Aug 14

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$144 Roundtrip, found 1 day ago

$144

Roundtrip

found 1 day ago

Select Sun Country Airlines flight, departing Mon, Aug 11 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Thu, Aug 14, priced at $144 found 1 day ago

Thu, Aug 21 - Tue, Aug 26

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$149 Roundtrip, found 6 days ago

$149

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Thu, Aug 21 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Tue, Aug 26, priced at $149 found 6 days ago

Mon, Aug 11 - Fri, Aug 15

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$154 Roundtrip, found 1 day ago

$154

Roundtrip

found 1 day ago

Select Sun Country Airlines flight, departing Mon, Aug 11 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Fri, Aug 15, priced at $154 found 1 day ago

Tue, Aug 19 - Sun, Aug 24

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$160 Roundtrip, found 6 days ago

$160

Roundtrip

found 6 days ago

Select Delta flight, departing Tue, Aug 19 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Sun, Aug 24, priced at $160 found 6 days ago

Wed, Aug 13 - Sat, Aug 16

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$187 Roundtrip, found 3 days ago

$187

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Wed, Aug 13 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Sat, Aug 16, priced at $187 found 3 days ago

Sat, Aug 9 - Sat, Aug 16

MSP

Minneapolis - St. Paul Intl.

MDW

Midway Intl.

$188 Roundtrip, found 1 day ago

$188

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sat, Aug 9 from Minneapolis - St. Paul Intl. to Midway Intl., returning Sat, Aug 16, priced at $188 found 1 day ago

Tue, Aug 12 - Tue, Aug 19

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$188 Roundtrip, found 1 day ago

$188

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Tue, Aug 12 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Tue, Aug 19, priced at $188 found 1 day ago