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.

Sun, Jun 15 - Tue, Jun 24

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$207 Roundtrip, found 4 days ago

$207

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Sun, Jun 15 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Tue, Jun 24, priced at $207 found 4 days ago

Sat, Jun 21 - Tue, Jun 24

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$210 Roundtrip, found 4 days ago

$210

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Sat, Jun 21 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Tue, Jun 24, priced at $210 found 4 days ago

Tue, Jun 17 - Tue, Jun 24

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$216 Roundtrip, found 4 days ago

$216

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Tue, Jun 17 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Tue, Jun 24, priced at $216 found 4 days ago

Sun, Jun 15 - Thu, Jun 26

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$217 Roundtrip, found 4 days ago

$217

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Sun, Jun 15 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Thu, Jun 26, priced at $217 found 4 days ago

Sat, Jun 21 - Thu, Jun 26

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$220 Roundtrip, found 4 days ago

$220

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Sat, Jun 21 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Thu, Jun 26, priced at $220 found 4 days ago

Tue, Jun 17 - Thu, Jun 26

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$226 Roundtrip, found 4 days ago

$226

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Tue, Jun 17 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Thu, Jun 26, priced at $226 found 4 days ago

Thu, Jun 19 - Thu, Jun 26

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$230 Roundtrip, found 4 days ago

$230

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Thu, Jun 19 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Thu, Jun 26, priced at $230 found 4 days ago

Wed, Jun 18 - Wed, Jun 25

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$271 Roundtrip, found 1 day ago

$271

Roundtrip

found 1 day ago

Select United flight, departing Wed, Jun 18 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Wed, Jun 25, priced at $271 found 1 day ago

Wed, Jun 18 - Wed, Jun 25

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$281 Roundtrip, found 1 day ago

$281

Roundtrip

found 1 day ago

Select American Airlines flight, departing Wed, Jun 18 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Wed, Jun 25, priced at $281 found 1 day ago

Wed, Jun 18 - Wed, Jun 25

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$284 Roundtrip, found 1 day ago

$284

Roundtrip

found 1 day ago

Select American Airlines flight, departing Wed, Jun 18 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Wed, Jun 25, priced at $284 found 1 day ago

Sun, Jun 15 - Mon, Jun 23

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$287 Roundtrip, found 4 days ago

$287

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Sun, Jun 15 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Mon, Jun 23, priced at $287 found 4 days ago

Wed, Jun 18 - Wed, Jun 25

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$292 Roundtrip, found 1 day ago

$292

Roundtrip

found 1 day ago

Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Wed, Jun 18 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Wed, Jun 25, priced at $292 found 1 day ago

Wed, Jun 18 - Wed, Jun 25

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$294 Roundtrip, found 1 day ago

$294

Roundtrip

found 1 day ago

Select American Airlines flight, departing Wed, Jun 18 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Wed, Jun 25, priced at $294 found 1 day ago

Wed, Jun 18 - Wed, Jun 25

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$301 Roundtrip, found 1 day ago

$301

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Jun 18 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Wed, Jun 25, priced at $301 found 1 day ago

Wed, Jun 18 - Wed, Jun 25

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$311 Roundtrip, found 1 day ago

$311

Roundtrip

found 1 day ago

Select United flight, departing Wed, Jun 18 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Wed, Jun 25, priced at $311 found 1 day ago

Wed, Jun 18 - Wed, Jun 25

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$319 Roundtrip, found 1 day ago

$319

Roundtrip

found 1 day ago

Select American Airlines flight, departing Wed, Jun 18 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Wed, Jun 25, priced at $319 found 1 day ago

Tue, Aug 26 - Sun, Aug 31

BRD

Brainerd Lakes Regional

ORD

O'Hare Intl.

$335 Roundtrip, found 1 day ago

$335

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Aug 26 from Brainerd Lakes Regional to O'Hare Intl., returning Sun, Aug 31, priced at $335 found 1 day ago

Wed, Jun 18 - Wed, Jun 25

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$349 Roundtrip, found 1 day ago

$349

Roundtrip

found 1 day ago

Select American Airlines flight, departing Wed, Jun 18 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Wed, Jun 25, priced at $349 found 1 day ago

Wed, Jun 18 - Wed, Jun 25

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$349 Roundtrip, found 1 day ago

$349

Roundtrip

found 1 day ago

Select United flight, departing Wed, Jun 18 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Wed, Jun 25, priced at $349 found 1 day ago

Thu, Aug 28 - Tue, Sep 2

BRD

Brainerd Lakes Regional

MDW

Midway Intl.

$372 Roundtrip, found 1 day ago

$372

Roundtrip

found 1 day ago

Select Delta flight, departing Thu, Aug 28 from Brainerd Lakes Regional to Midway Intl., returning Tue, Sep 2, priced at $372 found 1 day ago