Flights from Chicago to Annandale

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.

Sun, Jun 8 - Sat, Jun 14

ORD

O'Hare Intl.

MSP

Minneapolis - St. Paul Intl.

$184 Roundtrip, found 1 hour ago

$184

Roundtrip

found 1 hour ago

Select Sun Country Airlines flight, departing Sun, Jun 8 from O'Hare Intl. to Minneapolis - St. Paul Intl., returning Sat, Jun 14, priced at $184 found 1 hour ago

Sat, Jun 7 - Fri, Jun 13

ORD

O'Hare Intl.

MSP

Minneapolis - St. Paul Intl.

$195 Roundtrip, found 2 days ago

$195

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Sat, Jun 7 from O'Hare Intl. to Minneapolis - St. Paul Intl., returning Fri, Jun 13, priced at $195 found 2 days ago

Thu, Sep 11 - Mon, Sep 15

MDW

Midway Intl.

MSP

Minneapolis - St. Paul Intl.

$200 Roundtrip, found 20 hours ago

$200

Roundtrip

found 20 hours ago

Select Frontier Airlines flight, departing Thu, Sep 11 from Midway Intl. to Minneapolis - St. Paul Intl., returning Mon, Sep 15, priced at $200 found 20 hours ago

Sat, Jun 7 - Sat, Jun 14

ORD

O'Hare Intl.

MSP

Minneapolis - St. Paul Intl.

$204 Roundtrip, found 1 hour ago

$204

Roundtrip

found 1 hour ago

Select Frontier Airlines flight, departing Sat, Jun 7 from O'Hare Intl. to Minneapolis - St. Paul Intl., returning Sat, Jun 14, priced at $204 found 1 hour ago

Sun, Jun 8 - Sun, Jun 15

ORD

O'Hare Intl.

MSP

Minneapolis - St. Paul Intl.

$213 Roundtrip, found 1 hour ago

$213

Roundtrip

found 1 hour ago

Select Frontier Airlines flight, departing Sun, Jun 8 from O'Hare Intl. to Minneapolis - St. Paul Intl., returning Sun, Jun 15, priced at $213 found 1 hour ago

Sun, Jun 8 - Mon, Jun 9

ORD

O'Hare Intl.

MSP

Minneapolis - St. Paul Intl.

$214 Roundtrip, found 1 hour ago

$214

Roundtrip

found 1 hour ago

Select Sun Country Airlines flight, departing Sun, Jun 8 from O'Hare Intl. to Minneapolis - St. Paul Intl., returning Mon, Jun 9, priced at $214 found 1 hour ago

Thu, Jun 5 - Sat, Jun 14

ORD

O'Hare Intl.

MSP

Minneapolis - St. Paul Intl.

$222 Roundtrip, found 1 hour ago

$222

Roundtrip

found 1 hour ago

Select Frontier Airlines flight, departing Thu, Jun 5 from O'Hare Intl. to Minneapolis - St. Paul Intl., returning Sat, Jun 14, priced at $222 found 1 hour ago

Thu, Sep 11 - Mon, Sep 15

MDW

Midway Intl.

MSP

Minneapolis - St. Paul Intl.

$226 Roundtrip, found 20 hours ago

$226

Roundtrip

found 20 hours ago

Select Delta flight, departing Thu, Sep 11 from Midway Intl. to Minneapolis - St. Paul Intl., returning Mon, Sep 15, priced at $226 found 20 hours ago

Thu, Jun 5 - Sun, Jun 15

ORD

O'Hare Intl.

MSP

Minneapolis - St. Paul Intl.

$231 Roundtrip, found 1 hour ago

$231

Roundtrip

found 1 hour ago

Select Frontier Airlines flight, departing Thu, Jun 5 from O'Hare Intl. to Minneapolis - St. Paul Intl., returning Sun, Jun 15, priced at $231 found 1 hour ago

Mon, Jun 9 - Sat, Jun 14

ORD

O'Hare Intl.

MSP

Minneapolis - St. Paul Intl.

$234 Roundtrip, found 1 hour ago

$234

Roundtrip

found 1 hour ago

Select Sun Country Airlines flight, departing Mon, Jun 9 from O'Hare Intl. to Minneapolis - St. Paul Intl., returning Sat, Jun 14, priced at $234 found 1 hour ago

Thu, Jun 5 - Sun, Jun 8

ORD

O'Hare Intl.

MSP

Minneapolis - St. Paul Intl.

$240 Roundtrip, found 2 days ago

$240

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Thu, Jun 5 from O'Hare Intl. to Minneapolis - St. Paul Intl., returning Sun, Jun 8, priced at $240 found 2 days ago

Thu, Sep 11 - Mon, Sep 15

MDW

Midway Intl.

MSP

Minneapolis - St. Paul Intl.

$256 Roundtrip, found 20 hours ago

$256

Roundtrip

found 20 hours ago

Select Delta flight, departing Thu, Sep 11 from Midway Intl. to Minneapolis - St. Paul Intl., returning Mon, Sep 15, priced at $256 found 20 hours ago

Mon, Jun 9 - Sun, Jun 15

ORD

O'Hare Intl.

MSP

Minneapolis - St. Paul Intl.

$267 Roundtrip, found 1 hour ago

$267

Roundtrip

found 1 hour ago

Select Frontier Airlines flight, departing Mon, Jun 9 from O'Hare Intl. to Minneapolis - St. Paul Intl., returning Sun, Jun 15, priced at $267 found 1 hour ago

Fri, Jun 6 - Sun, Jun 15

ORD

O'Hare Intl.

MSP

Minneapolis - St. Paul Intl.

$276 Roundtrip, found 1 hour ago

$276

Roundtrip

found 1 hour ago

Select Frontier Airlines flight, departing Fri, Jun 6 from O'Hare Intl. to Minneapolis - St. Paul Intl., returning Sun, Jun 15, priced at $276 found 1 hour ago

Sat, Jun 7 - Mon, Jun 9

ORD

O'Hare Intl.

MSP

Minneapolis - St. Paul Intl.

$285 Roundtrip, found 1 hour ago

$285

Roundtrip

found 1 hour ago

Select Frontier Airlines flight, departing Sat, Jun 7 from O'Hare Intl. to Minneapolis - St. Paul Intl., returning Mon, Jun 9, priced at $285 found 1 hour ago

Thu, Jun 5 - Mon, Jun 9

ORD

O'Hare Intl.

MSP

Minneapolis - St. Paul Intl.

$303 Roundtrip, found 1 hour ago

$303

Roundtrip

found 1 hour ago

Select Frontier Airlines flight, departing Thu, Jun 5 from O'Hare Intl. to Minneapolis - St. Paul Intl., returning Mon, Jun 9, priced at $303 found 1 hour ago

Thu, Sep 11 - Mon, Sep 15

MDW

Midway Intl.

MSP

Minneapolis - St. Paul Intl.

$317 Roundtrip, found 20 hours ago

$317

Roundtrip

found 20 hours ago

Select Frontier Airlines flight, departing Thu, Sep 11 from Midway Intl. to Minneapolis - St. Paul Intl., returning Mon, Sep 15, priced at $317 found 20 hours ago

Thu, Sep 11 - Mon, Sep 15

MDW

Midway Intl.

MSP

Minneapolis - St. Paul Intl.

$323 Roundtrip, found 20 hours ago

$323

Roundtrip

found 20 hours ago

Select Delta flight, departing Thu, Sep 11 from Midway Intl. to Minneapolis - St. Paul Intl., returning Mon, Sep 15, priced at $323 found 20 hours ago

Thu, Sep 11 - Mon, Sep 15

MDW

Midway Intl.

MSP

Minneapolis - St. Paul Intl.

$366 Roundtrip, found 20 hours ago

$366

Roundtrip

found 20 hours ago

Select Delta flight, departing Thu, Sep 11 from Midway Intl. to Minneapolis - St. Paul Intl., returning Mon, Sep 15, priced at $366 found 20 hours ago

Wed, Jun 4 - Tue, Jun 10

ORD

O'Hare Intl.

MSP

Minneapolis - St. Paul Intl.

$496 Roundtrip, found 1 hour ago

$496

Roundtrip

found 1 hour ago

Select American Airlines flight, departing Wed, Jun 4 from O'Hare Intl. to Minneapolis - St. Paul Intl., returning Tue, Jun 10, priced at $496 found 1 hour ago