Best Flight From Sky Harbor Intl. To CHI

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Amazing PHX to CHI Flight Deals

The cheapest flights to CHI-All Airports were $136 for round trip flights and $72 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, May 1 - Mon, May 4
PHX
Phoenix
ORD
Chicago
$136 Roundtrip, found 1 hour ago
$136
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, May 1 from Phoenix to Chicago, returning Mon, May 4, priced at $136 found 1 hour ago
Sat, May 2 - Sat, May 9
PHX
Phoenix
ORD
Chicago
$148 Roundtrip, found 3 days ago
$148
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, May 2 from Phoenix to Chicago, returning Sat, May 9, priced at $148 found 3 days ago
Tue, Sep 8 - Wed, Sep 9
PHX
Phoenix
ORD
Chicago
$165 Roundtrip, found 4 days ago
$165
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Sep 8 from Phoenix to Chicago, returning Wed, Sep 9, priced at $165 found 4 days ago
Tue, Jun 2 - Wed, Jun 3
PHX
Phoenix
ORD
Chicago
$170 Roundtrip, found 6 days ago
$170
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Tue, Jun 2 from Phoenix to Chicago, returning Wed, Jun 3, priced at $170 found 6 days ago
Tue, Jun 2 - Wed, Jun 3
PHX
Phoenix
ORD
Chicago
$180 Roundtrip, found 6 days ago
$180
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Tue, Jun 2 from Phoenix to Chicago, returning Wed, Jun 3, priced at $180 found 6 days ago
Sat, May 30 - Tue, Jun 2
PHX
Phoenix
ORD
Chicago
$182 Roundtrip, found 2 days ago
$182
Roundtrip
found 2 days ago
Select United flight, departing Sat, May 30 from Phoenix to Chicago, returning Tue, Jun 2, priced at $182 found 2 days ago

Hotels near CHI-All Airports Airport (CHI)

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$132 nightly
The price is $155 total per night from Apr 27 to Apr 28
$155 total
Apr 27 - Apr 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
8/10 Very Good! (10,144 reviews)
Very good

Reviewed on Apr 26, 2026

Opens in a new windowCongress Plaza Hotel
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
$125 nightly
The price is $147 total per night from Apr 27 to Apr 28
$147 total
Apr 27 - Apr 28
Total with taxes and fees
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
8.2/10 Very Good! (2,643 reviews)
Staff was so kind and great!

Reviewed on Apr 26, 2026

Opens in a new windowHotel Felix River North/Magnificent Mile
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$123 nightly
The price is $146 total per night from May 25 to May 26
$146 total
May 25 - May 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
8.8/10 Excellent! (5,132 reviews)
Wish they had a mini fridge

Reviewed on Apr 26, 2026

Opens in a new windowRiver Hotel
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Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
$110 nightly
The price is $129 total per night from Apr 27 to Apr 28
$129 total
Apr 27 - Apr 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
8.8/10 Excellent! (3,464 reviews)
I was only in town for one day. But it was an easy seamless check-in. The room was clean and bathroom was clean. Everything in the room work and I had no need to call or any assistance. The checkout was very simple was done on my phone as I walk down the hallway before leaving.

Reviewed on Apr 26, 2026

Opens in a new windowClub Quarters Hotel, Central Loop, Chicago
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
$139 nightly
The price is $165 total per night from May 10 to May 11
$165 total
May 10 - May 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
9/10 Wonderful! (4,197 reviews)
The room was clean and comfortable. The staff were friendly and helpful.

Reviewed on Apr 26, 2026

Opens in a new windowHilton Chicago/Magnificent Mile Suites
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
$163 nightly
The price is $194 total per night from May 27 to May 28
$194 total
May 27 - May 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
9.4/10 Exceptional! (3,966 reviews)
Our whole stay was pleasant, and all the hotel staff were great.

Reviewed on Apr 26, 2026

Opens in a new windowHotel Riu Plaza Chicago
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
$168 nightly
The price is $195 total per night from May 25 to May 26
$195 total
May 25 - May 26
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
8.6/10 Excellent! (2,413 reviews)
the place is outdated and not well maintained. certainly does not deserve more than 2 Stars. the location is excellent and staff was helpful. But, place is not clean, bathroom was very tight. I paid for an update because standard rooms were so small. But the carpet does not have a clean look, walls ...

Reviewed on Apr 26, 2026

Opens in a new windowPalmer House a Hilton Hotel
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
200 North Columbus Drive Chicago IL
$202 nightly
The price is $240 total per night from May 8 to May 9
$240 total
May 8 - May 9
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
8.8/10 Excellent! (2,137 reviews)
The room was clean and the staff was friendly. However I didn’t realize the room fridge was preloaded with purchasable items. I would have really liked a fridge for the price of the room. Also the GPS always wanted to bring me to the underground for some reason. I got lost a couple of times and started ...

Reviewed on Apr 26, 2026

Opens in a new windowFairmont Chicago at Millennium Park
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.