Cheap Flights To Northwest Chicago 2025

Northwest Chicago Flights as Low as $96

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.

Frontier Airlines
Wed, Jun 18 - Sat, Jun 21
MCO
Orlando Intl.
ORD
O'Hare Intl.
$96 Roundtrip, found 4 days ago
$96
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Jun 18 from Orlando Intl. to O'Hare Intl., returning Sat, Jun 21, priced at $96 found 4 days ago
Frontier Airlines
Thu, Jun 19 - Sat, Jun 21
MCO
Orlando Intl.
ORD
O'Hare Intl.
$101 Roundtrip, found 4 days ago
$101
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Jun 19 from Orlando Intl. to O'Hare Intl., returning Sat, Jun 21, priced at $101 found 4 days ago
Spirit Airlines
Thu, Jun 12 - Sun, Jun 22
MCO
Orlando Intl.
ORD
O'Hare Intl.
$110 Roundtrip, found 15 hours ago
$110
Roundtrip
found 15 hours ago
Select Spirit Airlines flight, departing Thu, Jun 12 from Orlando Intl. to O'Hare Intl., returning Sun, Jun 22, priced at $110 found 15 hours ago
Frontier Airlines
Thu, Jun 12 - Sun, Jun 22
MCO
Orlando Intl.
MDW
Midway Intl.
$114 Roundtrip, found 15 hours ago
$114
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Thu, Jun 12 from Orlando Intl. to Midway Intl., returning Sun, Jun 22, priced at $114 found 15 hours ago
American Airlines
Fri, Jul 11 - Tue, Jul 15
JAX
Jacksonville Intl.
ORD
O'Hare Intl.
$155 Roundtrip, found 3 days ago
$155
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Jul 11 from Jacksonville Intl. to O'Hare Intl., returning Tue, Jul 15, priced at $155 found 3 days ago
American Airlines
Fri, Jul 11 - Tue, Jul 15
JAX
Jacksonville Intl.
ORD
O'Hare Intl.
$155 Roundtrip, found 3 days ago
$155
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Jul 11 from Jacksonville Intl. to O'Hare Intl., returning Tue, Jul 15, priced at $155 found 3 days ago
United
Fri, Jul 11 - Tue, Jul 15
JAX
Jacksonville Intl.
ORD
O'Hare Intl.
$155 Roundtrip, found 3 days ago
$155
Roundtrip
found 3 days ago
Select United flight, departing Fri, Jul 11 from Jacksonville Intl. to O'Hare Intl., returning Tue, Jul 15, priced at $155 found 3 days ago
American Airlines
Wed, Jul 2 - Sun, Jul 6
DCA
Ronald Reagan Washington National
ORD
O'Hare Intl.
$175 Roundtrip, found 5 days ago
$175
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Jul 2 from Ronald Reagan Washington National to O'Hare Intl., returning Sun, Jul 6, priced at $175 found 5 days ago
Delta
Wed, Jun 25 - Wed, Jun 25
MCO
Orlando Intl.
ORD
O'Hare Intl.
$191 Roundtrip, found 5 days ago
$191
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Jun 25 from Orlando Intl. to O'Hare Intl., returning Wed, Jun 25, priced at $191 found 5 days ago
United
Thu, May 29 - Sun, Jun 1
GSO
Piedmont Triad Intl.
ORD
O'Hare Intl.
$204 Roundtrip, found 12 hours ago
$204
Roundtrip
found 12 hours ago
Select United flight, departing Thu, May 29 from Piedmont Triad Intl. to O'Hare Intl., returning Sun, Jun 1, priced at $204 found 12 hours ago
American Airlines
Wed, Jun 18 - Sat, Jun 21
ABQ
Albuquerque Intl. Sunport
ORD
O'Hare Intl.
$215 Roundtrip, found 5 days ago
$215
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Jun 18 from Albuquerque Intl. Sunport to O'Hare Intl., returning Sat, Jun 21, priced at $215 found 5 days ago
Delta
Sat, May 24 - Wed, May 28
GSO
Piedmont Triad Intl.
MDW
Midway Intl.
$219 Roundtrip, found 12 hours ago
$219
Roundtrip
found 12 hours ago
Select Delta flight, departing Sat, May 24 from Piedmont Triad Intl. to Midway Intl., returning Wed, May 28, priced at $219 found 12 hours ago
JetBlue Airways
Mon, Jun 23 - Tue, Jul 1
DCA
Ronald Reagan Washington National
ORD
O'Hare Intl.
$248 Roundtrip, found 3 days ago
$248
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Mon, Jun 23 from Ronald Reagan Washington National to O'Hare Intl., returning Tue, Jul 1, priced at $248 found 3 days ago
Delta
Wed, Jul 16 - Wed, Jul 23
DCA
Ronald Reagan Washington National
MDW
Midway Intl.
$249 Roundtrip, found 1 day ago
$249
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jul 16 from Ronald Reagan Washington National to Midway Intl., returning Wed, Jul 23, priced at $249 found 1 day ago
Delta
Tue, Jul 22 - Tue, Jul 29
JAX
Jacksonville Intl.
MDW
Midway Intl.
$297 Roundtrip, found 1 day ago
$297
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jul 22 from Jacksonville Intl. to Midway Intl., returning Tue, Jul 29, priced at $297 found 1 day ago
Delta
Wed, Jul 16 - Tue, Jul 22
ABQ
Albuquerque Intl. Sunport
MDW
Midway Intl.
$379 Roundtrip, found 1 day ago
$379
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jul 16 from Albuquerque Intl. Sunport to Midway Intl., returning Tue, Jul 22, priced at $379 found 1 day ago

Cheap Northwest Chicago Flights

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