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Chicago Flights From

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Search 400 airlines and 321,000 hotels worldwide.

Search 400 airlines and 321,000 hotels worldwide.

Get the guaranteed best price available for your trip.

Get the guaranteed best price available for your trip.

No Travelocity cancellation fee to change or cancel almost any hotel reservation.

No Travelocity cancellation fee to change or cancel almost any hotel reservation.

Flights to Chicago

When you’re looking for Chicago flights, you can’t beat the deals on Travelocity. With our easy-to-use system and access to the best deals on flights, your trip to Chicago is sure to start off right. When you book with us, it’s always hassle-free and reasonably priced, so you can enjoy every vacation more. Finding flight deals to Chicago has never been easier. Just enter your departure dates and we will find the most inexpensive flights to make your trip to Chicago memorable. Whether travelling for business or for fun, Travelocity has the best Chicago flight deals. Book now!

Which Airlines Fly To Chicago?


Wander More With Package Deals

Save C$278

Park Hyatt - Chicago

5.0 out of 5.0

Thu, 7 Mar - Sun, 10 Mar

Buffalo Niagara Intl. - O'Hare Intl.

C$1,016

C$738 per person
Park Hyatt - Chicago
Save C$139

DoubleTree by Hilton Chicago - North Shore Conference Center

3.5 out of 5.0

Thu, 7 Mar - Sun, 10 Mar

Buffalo Niagara Intl. - O'Hare Intl.

C$635

C$496 per person
DoubleTree by Hilton Chicago - North Shore Conference Center
Save C$168

Moxy Chicago Downtown

3.0 out of 5.0

Fri, 15 Mar - Mon, 18 Mar

Pearson Intl. - O'Hare Intl.

C$783

C$615 per person
Moxy Chicago Downtown
Save C$349

Ace Hotel Chicago

4.0 out of 5.0

Thu, 7 Mar - Thu, 14 Mar

Pierre Elliott Trudeau Intl. - O'Hare Intl.

C$1,662

C$1,313 per person
Ace Hotel Chicago
Save C$121

Renaissance Chicago North Shore Hotel

4.0 out of 5.0

Thu, 7 Mar - Sun, 10 Mar

Buffalo Niagara Intl. - O'Hare Intl.

C$584

C$463 per person
Renaissance Chicago North Shore Hotel
Save C$131

Sofitel Chicago Magnificent Mile

4.5 out of 5.0

Thu, 7 Mar - Sun, 10 Mar

Buffalo Niagara Intl. - O'Hare Intl.

C$634

C$502 per person
Sofitel Chicago Magnificent Mile
Save C$120

Hotel Lincoln

4.0 out of 5.0

Thu, 7 Mar - Sun, 10 Mar

Buffalo Niagara Intl. - O'Hare Intl.

C$587

C$467 per person
Hotel Lincoln
Save C$257

Hilton Chicago / Northbrook

3.5 out of 5.0

Thu, 7 Mar - Thu, 14 Mar

Pierre Elliott Trudeau Intl. - O'Hare Intl.

C$1,277

C$1,019 per person
Hilton Chicago / Northbrook
Save C$130

Hyatt Regency Chicago

4.0 out of 5.0

Thu, 7 Mar - Sun, 10 Mar

Buffalo Niagara Intl. - O'Hare Intl.

C$648

C$518 per person
Hyatt Regency Chicago
Save C$294

Hilton Chicago O'Hare Airport

4.0 out of 5.0

Thu, 7 Mar - Thu, 14 Mar

Pierre Elliott Trudeau Intl. - O'Hare Intl.

C$1,476

C$1,182 per person
Hilton Chicago O'Hare Airport
Save C$129

Hyatt Regency O'Hare Chicago

4.0 out of 5.0

Thu, 7 Mar - Sun, 10 Mar

Buffalo Niagara Intl. - O'Hare Intl.

C$653

C$524 per person
Hyatt Regency O'Hare Chicago
Save C$246

Marriott Marquis Chicago

4.0 out of 5.0

Thu, 7 Mar - Thu, 14 Mar

Pierre Elliott Trudeau Intl. - O'Hare Intl.

C$1,247

C$1,001 per person
Marriott Marquis Chicago