Flights from Chicago to Madison

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.

Sat, Jun 14 - Sun, Jun 15

ORD

O'Hare Intl.

MSN

Dane County Regional

$190 Roundtrip, found 1 day ago

$190

Roundtrip

found 1 day ago

Select United flight, departing Sat, Jun 14 from O'Hare Intl. to Dane County Regional, returning Sun, Jun 15, priced at $190 found 1 day ago

Sat, Jun 14 - Sun, Jun 15

ORD

O'Hare Intl.

MSN

Dane County Regional

$198 Roundtrip, found 1 day ago

$198

Roundtrip

found 1 day ago

Select United flight, departing Sat, Jun 14 from O'Hare Intl. to Dane County Regional, returning Sun, Jun 15, priced at $198 found 1 day ago

Sat, Jun 14 - Sun, Jun 15

ORD

O'Hare Intl.

MSN

Dane County Regional

$210 Roundtrip, found 1 day ago

$210

Roundtrip

found 1 day ago

Select United flight, departing Sat, Jun 14 from O'Hare Intl. to Dane County Regional, returning Sun, Jun 15, priced at $210 found 1 day ago

Sat, Jun 14 - Sun, Jun 15

ORD

O'Hare Intl.

MSN

Dane County Regional

$212 Roundtrip, found 1 day ago

$212

Roundtrip

found 1 day ago

Select United flight, departing Sat, Jun 14 from O'Hare Intl. to Dane County Regional, returning Sun, Jun 15, priced at $212 found 1 day ago

Sat, Jun 14 - Sun, Jun 15

ORD

O'Hare Intl.

MSN

Dane County Regional

$217 Roundtrip, found 1 day ago

$217

Roundtrip

found 1 day ago

Select United flight, departing Sat, Jun 14 from O'Hare Intl. to Dane County Regional, returning Sun, Jun 15, priced at $217 found 1 day ago

Sat, Jun 14 - Sun, Jun 15

ORD

O'Hare Intl.

MSN

Dane County Regional

$219 Roundtrip, found 1 day ago

$219

Roundtrip

found 1 day ago

Select United flight, departing Sat, Jun 14 from O'Hare Intl. to Dane County Regional, returning Sun, Jun 15, priced at $219 found 1 day ago

Sat, Jun 14 - Sun, Jun 15

ORD

O'Hare Intl.

MSN

Dane County Regional

$234 Roundtrip, found 1 day ago

$234

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sat, Jun 14 from O'Hare Intl. to Dane County Regional, returning Sun, Jun 15, priced at $234 found 1 day ago

Sun, Jun 15 - Sun, Jun 22

ORD

O'Hare Intl.

MSN

Dane County Regional

$239 Roundtrip, found 1 day ago

$239

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sun, Jun 15 from O'Hare Intl. to Dane County Regional, returning Sun, Jun 22, priced at $239 found 1 day ago

Wed, Jun 11 - Wed, Jun 18

ORD

O'Hare Intl.

MSN

Dane County Regional

$244 Roundtrip, found 1 day ago

$244

Roundtrip

found 1 day ago

Select American Airlines flight, departing Wed, Jun 11 from O'Hare Intl. to Dane County Regional, returning Wed, Jun 18, priced at $244 found 1 day ago

Sat, Jun 14 - Sun, Jun 15

ORD

O'Hare Intl.

MSN

Dane County Regional

$250 Roundtrip, found 1 day ago

$250

Roundtrip

found 1 day ago

Select United flight, departing Sat, Jun 14 from O'Hare Intl. to Dane County Regional, returning Sun, Jun 15, priced at $250 found 1 day ago

Sat, Jun 14 - Sun, Jun 15

ORD

O'Hare Intl.

MSN

Dane County Regional

$253 Roundtrip, found 1 day ago

$253

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sat, Jun 14 from O'Hare Intl. to Dane County Regional, returning Sun, Jun 15, priced at $253 found 1 day ago

Sun, Jun 15 - Sat, Jun 21

ORD

O'Hare Intl.

MSN

Dane County Regional

$254 Roundtrip, found 1 day ago

$254

Roundtrip

found 1 day ago

Select United flight, departing Sun, Jun 15 from O'Hare Intl. to Dane County Regional, returning Sat, Jun 21, priced at $254 found 1 day ago

Sat, Jun 14 - Sun, Jun 15

ORD

O'Hare Intl.

MSN

Dane County Regional

$256 Roundtrip, found 1 day ago

$256

Roundtrip

found 1 day ago

Select United flight, departing Sat, Jun 14 from O'Hare Intl. to Dane County Regional, returning Sun, Jun 15, priced at $256 found 1 day ago

Sat, Jun 14 - Sun, Jun 15

ORD

O'Hare Intl.

MSN

Dane County Regional

$258 Roundtrip, found 1 day ago

$258

Roundtrip

found 1 day ago

Select United flight, departing Sat, Jun 14 from O'Hare Intl. to Dane County Regional, returning Sun, Jun 15, priced at $258 found 1 day ago

Fri, Jun 13 - Fri, Jun 20

ORD

O'Hare Intl.

MSN

Dane County Regional

$259 Roundtrip, found 1 day ago

$259

Roundtrip

found 1 day ago

Select United flight, departing Fri, Jun 13 from O'Hare Intl. to Dane County Regional, returning Fri, Jun 20, priced at $259 found 1 day ago

Sat, Jun 14 - Sun, Jun 15

ORD

O'Hare Intl.

MSN

Dane County Regional

$264 Roundtrip, found 1 day ago

$264

Roundtrip

found 1 day ago

Select United flight, departing Sat, Jun 14 from O'Hare Intl. to Dane County Regional, returning Sun, Jun 15, priced at $264 found 1 day ago

Sat, Jun 14 - Sun, Jun 15

ORD

O'Hare Intl.

MSN

Dane County Regional

$270 Roundtrip, found 1 day ago

$270

Roundtrip

found 1 day ago

Select United flight, departing Sat, Jun 14 from O'Hare Intl. to Dane County Regional, returning Sun, Jun 15, priced at $270 found 1 day ago

Sat, Jun 14 - Sun, Jun 15

ORD

O'Hare Intl.

MSN

Dane County Regional

$272 Roundtrip, found 1 day ago

$272

Roundtrip

found 1 day ago

Select United flight, departing Sat, Jun 14 from O'Hare Intl. to Dane County Regional, returning Sun, Jun 15, priced at $272 found 1 day ago

Sat, Jun 14 - Sun, Jun 15

ORD

O'Hare Intl.

MSN

Dane County Regional

$689 Roundtrip, found 1 day ago

$689

Roundtrip

found 1 day ago

Select Delta flight, departing Sat, Jun 14 from O'Hare Intl. to Dane County Regional, returning Sun, Jun 15, priced at $689 found 1 day ago

Sat, Jun 14 - Sun, Jun 15

MDW

Midway Intl.

MSN

Dane County Regional

$707 Roundtrip, found 1 day ago

$707

Roundtrip

found 1 day ago

Select Delta flight, departing Sat, Jun 14 from Midway Intl. to Dane County Regional, returning Sun, Jun 15, priced at $707 found 1 day ago