Grabmile is a user-friendly website that allows you to compare flights from different airlines in just a few clicks. All you need to do is enter your travel dates and destination, and Grabmile will do the rest.
If you’re looking for cheap flights to Chicago (ORD), then you should definitely check out the website Grabmile.com.
To use Grabmile, simply enter in your departure city and Chicago as your destination. Then select your dates of travel and the number of passengers. Grabmile will then search for flights and show you a list of results, with the cheapest flights at the top.
If you find a flight that you like, you can click through to the airline’s website to book it directly. Or, if you want to keep looking for a cheaper flight, you can adjust your search criteria and try again.
Grabmile.com is a free service, so there’s no need to worry about hidden fees or charges. Simply start searching and save money on your next flight to Chicago!
TOP-30 cheap flights to Chicago
| Origin | Departure at | Find tickets |
|---|---|---|
| Dallas | 11 November 2025 | Tickets from 31 |
| New York | 11 November 2025 | Tickets from 31 |
| Fort Lauderdale | 15 November 2025 | Tickets from 45 |
| Orlando | 21 November 2025 | Tickets from 45 |
| Boston | 4 November 2025 | Tickets from 50 |
| Miami | 28 February 2026 | Tickets from 59 |
| Los Angeles | 12 November 2025 | Tickets from 63 |
| Las Vegas | 23 February 2026 | Tickets from 70 |
| Washington | 2 February 2026 | Tickets from 72 |
| Nashville | 11 January 2026 | Tickets from 73 |
| Cleveland | 18 November 2025 | Tickets from 74 |
| Baltimore | 2 February 2026 | Tickets from 75 |
| Pittsburgh | 15 December 2025 | Tickets from 78 |
| Ontario | 13 November 2025 | Tickets from 78 |
| San Diego | 30 December 2025 | Tickets from 80 |
| Indianapolis | 29 January 2026 | Tickets from 81 |
| Columbus | 11 November 2025 | Tickets from 84 |
| Salt Lake City | 15 December 2025 | Tickets from 88 |
| San Antonio | 15 January 2026 | Tickets from 91 |
| Atlanta | 3 November 2025 | Tickets from 94 |
| Austin | 20 November 2025 | Tickets from 95 |
| New Orleans | 6 November 2025 | Tickets from 98 |
| Detroit | 16 November 2025 | Tickets from 101 |
| Houston | 7 November 2025 | Tickets from 103 |
| Omaha | 9 January 2026 | Tickets from 108 |
| Phoenix | 22 February 2026 | Tickets from 110 |
| Montreal | 24 May 2026 | Tickets from 122 |
| San Francisco | 24 December 2025 | Tickets from 124 |
| Tulsa | 3 November 2025 | Tickets from 133 |
| Seattle | 21 April 2026 | Tickets from 133 |