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Top flight + Luxury hotel deals in Chicago

Price found within the past 48 hours. Click for updated prices.

The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

₹43,064

per person

9 Apr - 12 Apr

found 9 hours ago

Return flight included

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

9/10 Wonderful! (2,208 reviews)

Beautiful facility, great location, nice bed, good shower.

Reviewed on 25 Jan 2026

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

₹82,069

per person

9 Apr - 12 Apr

found 9 hours ago

Return flight included

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

9.4/10 Exceptional! (1,773 reviews)

The room was boring thought it would be cleaner updated for the price best part was the view

Reviewed on 24 Jan 2026

Fairmont Chicago at Millennium Park

Downtown Chicago

₹46,909

per person

9 Apr - 12 Apr

found 9 hours ago

Return flight included

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

8.6/10 Excellent! (2,008 reviews)

The room was clean. The staff was very nice. They even held on to our stuff on our last day after check out so we could explore the town luggage free!

Reviewed on 23 Jan 2026

Thompson Chicago, by Hyatt

Downtown Chicago

₹57,711

per person

9 Apr - 12 Apr

found 9 hours ago

Return flight included

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

9.2/10 Wonderful! (1,266 reviews)

Everything was great. Love the restaurant and bar, staff was friendly and helpful

Reviewed on 14 Jan 2026

The Peninsula Chicago

Downtown Chicago

₹99,577

per person

9 Apr - 12 Apr

found 9 hours ago

Return flight included

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

9.8/10 Exceptional! (1,003 reviews)

The staff was great. Everybody was friendly. The room was beautifully appointed, although maybe a little too heavy on electronics. I don't think every light switch needs to be a touch pad. And there were one or two things we couldn't figure out, such as the lighted mirror on the credenza: don't know where the controls for that were hiding. These are minor issues and do not take away from the splendid funishings in the room.

Reviewed on 11 Jan 2026

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5* Luxury holidays in Chicago

Price found within the past 48 hours. Click for updated prices.

The Langham, Chicago

Downtown Chicago

₹81,138

per person

11 Apr - 14 Apr

found 8 hours ago

Return flight included

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

9.8/10 Exceptional! (1,001 reviews)

Staff was wonderful.

Reviewed on 25 Jan 2026

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

₹82,069

per person

9 Apr - 12 Apr

found 9 hours ago

Return flight included

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

9.4/10 Exceptional! (1,773 reviews)

The room was boring thought it would be cleaner updated for the price best part was the view

Reviewed on 24 Jan 2026

The Peninsula Chicago

Downtown Chicago

₹99,577

per person

9 Apr - 12 Apr

found 9 hours ago

Return flight included

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

9.8/10 Exceptional! (1,003 reviews)

The staff was great. Everybody was friendly. The room was beautifully appointed, although maybe a little too heavy on electronics. I don't think every light switch needs to be a touch pad. And there were one or two things we couldn't figure out, such as the lighted mirror on the credenza: don't know where the controls for that were hiding. These are minor issues and do not take away from the splendid funishings in the room.

Reviewed on 11 Jan 2026

Don't see what you're looking for?

See all available trips from Columbus to Chicago

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