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 $148 for round trip flights and $83 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

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
Mon, May 11 - Thu, May 14
PHX
Phoenix
MDW
Chicago
$185 Roundtrip, found 3 days ago
$185
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, May 11 from Phoenix to Chicago, returning Thu, May 14, priced at $185 found 3 days ago

Hotels near CHI-All Airports Airport (CHI)

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
The price is $147 total per night from Apr 27 to Apr 28
$147 total
per night
Apr 27 - Apr 28
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! (2,641 reviews)
Ice machine situation is very lacking

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
The price is $137 total per night from Apr 30 to May 1
$137 total
per night
Apr 30 - May 1
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! (5,130 reviews)
The only downside is the elevator waiting time for higher floor. But the staff was super friendly!

Reviewed on Apr 26, 2026

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

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
The price is $129 total per night from Apr 27 to Apr 28
$129 total
per night
Apr 27 - Apr 28
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! (3,462 reviews)
Friendly helpful staff. Room larger than expected. Cold filtered water available by elevator. Great location.

Reviewed on Apr 26, 2026

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

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
The price is $165 total per night from May 10 to May 11
$165 total
per night
May 10 - May 11
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! (4,194 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
The price is $194 total per night from May 27 to May 28
$194 total
per night
May 27 - May 28
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! (3,961 reviews)
It was great property, amazing location and the breakfast was fantastic.

Reviewed on Apr 25, 2026

Opens in a new windowHotel Riu Plaza Chicago
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

3 out of 5
350 West Wolf Point Plaza, Building 2 Chicago IL
The price is $201 total per night from May 25 to May 26
$201 total
per night
May 25 - May 26
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Opens in a new windowHoliday Inn Chicago Dwtn - The Mart by IHG
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is $155 total per night from Apr 27 to Apr 28
$155 total
per night
Apr 27 - Apr 28
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! (10,141 reviews)
We have always loved staying at the Congress over the past few years. This was the first time we were disappointed. We asked for our 2 rooms to be close together but we were on opposite ends of the same floor. Our room was hot and the in unit air conditioner barely worked. Maintenance was sent to ...

Reviewed on Apr 25, 2026

Opens in a new windowCongress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
The price is $195 total per night from May 25 to May 26
$195 total
per night
May 25 - May 26
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! (2,412 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
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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.