Best Flight From Luis Munoz Marin Intl. To CHI

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Amazing SJU to CHI Flight Deals

The cheapest flights to CHI-All Airports were $206 for round trip flights and $107 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 29 - Tue, Jun 2
SJU
San Juan
ORD
Chicago
$206 Roundtrip, found 4 days ago
$206
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, May 29 from San Juan to Chicago, returning Tue, Jun 2, priced at $206 found 4 days ago
Thu, May 7 - Mon, May 18
SJU
San Juan
ORD
Chicago
$210 Roundtrip, found 4 days ago
$210
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, May 7 from San Juan to Chicago, returning Mon, May 18, priced at $210 found 4 days ago
Thu, May 7 - Mon, May 18
SJU
San Juan
ORD
Chicago
$216 Roundtrip, found 4 days ago
$216
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Thu, May 7 from San Juan to Chicago, returning Mon, May 18, priced at $216 found 4 days ago
Thu, May 7 - Mon, May 18
SJU
San Juan
ORD
Chicago
$218 Roundtrip, found 4 days ago
$218
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Thu, May 7 from San Juan to Chicago, returning Mon, May 18, priced at $218 found 4 days ago
Fri, Apr 17 - Mon, Apr 20
SJU
San Juan
ORD
Chicago
$222 Roundtrip, found 1 day ago
$222
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Apr 17 from San Juan to Chicago, returning Mon, Apr 20, priced at $222 found 1 day ago
Fri, Apr 24 - Sun, Apr 26
SJU
San Juan
ORD
Chicago
$224 Roundtrip, found 22 hours ago
$224
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Fri, Apr 24 from San Juan to Chicago, returning Sun, Apr 26, priced at $224 found 22 hours 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
$101 nightly
The price is $118 total per night from Apr 1 to Apr 2
$118 total
Apr 1 - Apr 2
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! (9,920 reviews)
There were cracks in the floor in the bathroom and there were no wash clothes or a microwave in the room.

Reviewed on Mar 13, 2026

Opens in a new windowCongress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
$156 nightly
The price is $183 total per night from Mar 30 to Mar 31
$183 total
Mar 30 - Mar 31
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! (3,523 reviews)
Staff was very courteous and helpful

Reviewed on Mar 13, 2026

Opens in a new windowHotel Riu Plaza Chicago
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
$127 nightly
The price is $149 total per night from Mar 22 to Mar 23
$149 total
Mar 22 - Mar 23
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
8.6/10 Excellent! (5,736 reviews)
Great location. Good amenities. Nice breakfast. Comfy beds. Quiet.

Reviewed on Mar 12, 2026

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
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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
$104 nightly
The price is $122 total per night from Mar 22 to Mar 23
$122 total
Mar 22 - Mar 23
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! (3,905 reviews)
The experience was positive. The room met my requirements. The staff were very polite, professional and helpful. Shops, restaurants, attractions were all accessible from the Hilton Hotel.

Reviewed on Mar 13, 2026

Opens in a new windowHilton Chicago/Magnificent Mile Suites
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
$196 nightly
The price is $230 total per night from Apr 3 to Apr 4
$230 total
Apr 3 - Apr 4
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and The Dome at the Parkway Bank Sports Complex are located nearby.
8.4/10 Very Good! (2,218 reviews)
We only stayed because we had to make a connection in the morning and it is the hotel attached to the airport

Reviewed on Mar 10, 2026

Opens in a new windowHilton Chicago O'Hare Airport
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
$144 nightly
The price is $169 total per night from Mar 15 to Mar 16
$169 total
Mar 15 - Mar 16
Total with taxes and fees
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. 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! (3,304 reviews)
Friendly staff

Reviewed on Mar 12, 2026

Opens in a new windowEurostars Magnificent Mile
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
$155 nightly
The price is $182 total per night from Apr 1 to Apr 2
$182 total
Apr 1 - Apr 2
Total with taxes and fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
8.6/10 Excellent! (2,674 reviews)
The location was great we walked to the Shedd aquarium in no time. The hotel was nice, we found it really irritating that we were constantly asked to join Hilton rewards by the staff standing at the elevators. Also you can not control the room temperature it was so hot and their solution was to open ...

Reviewed on Mar 13, 2026

Opens in a new windowHilton Chicago
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3 out of 5
243 E. Ontario Chicago IL
$108 nightly
The price is $127 total per night from Mar 22 to Mar 23
$127 total
Mar 22 - Mar 23
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
8.6/10 Excellent! (3,134 reviews)
Good location and value for the price

Reviewed on Mar 12, 2026

Opens in a new windowAloft Chicago Mag Mile
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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.