Fly Tucson → Chicago (MDW) Illinois Flight Deal
Limited-time airfare deal for 2026 – Book your seats!
Depart Tucson Return 7 Days Later
BEST CHICAGO (MDW) ILLINOIS FLIGHT DEAL BY FARE CLASS
CLASS | AIRLINE | PRICE | BAGS/SEATS INCLUDED | BUY NOW |
BASIC ECONOMY | 1. Ck bag fees $45/$55ew 2. Full-size carryon + personal Item. 3. Standard seat Pre-reserve $15–$50 each-leg ew | ; | ||
STANDARD ECONOMY | 1. Ck bag fees $45/$55ew 2. 1 carry-on, 1 personal 3.Standard seat included | ; | ||
PREMIUM ECONOMY | 1. Ck bags $45ew/$55ew 2. 1 Full carry-on and personal item 3. Extra Legroom Seat included | ; | ||
FIRST CLASS | 1. 2 checked 2. 1 carry-on, 1 personal 3. Largest seat; all seat reservations included | ; |
Click the Airline next to the Fare Class to get a fuller picture of what features and services are included and which will cost extra.
Tucson to Chicago (MDW) Illinois Deal
- Round-trip Tucson → Chicago / 1 Stop enroute
- Starting from $249rt / Lowest Rate via Google Flights Southwest)
- SAMPLE DATES – 7 Day Stay in Chicago: 08/18/26 – 08/25/26
– Although deal is available for shorter and longer durations
– Very lowest rate available on a number of Travel Date combinations
- Deal Period / Late May 2026 → Early June 2026 and August 2026 → September 2026 2026 select dates (under $300rt)
- Air + 7nt 3* Hotel from $656rt – (Book air at best rate + Lodging per the lodging link below)
Travel Tips Tucson → Chicago (MDW) Illinois Deal
- Cheapest Days: Mostly frequently found on Tuesday/Wednesdays/Saturdays
- Seat Upgrades: Optional Extra Legroom for Fee ($15-$100+ Alaska/$50-$150+ on AA/DL/UA $38-$91+ WN)
- Best Time to Book: As soon as possible Deal may be gone in a week or sooner
What’s Cool about…Chicago (MDW) Illinois
Chicago, Illinois, is a premier travel destination offering a world-class blend of iconic architecture, renowned museums (like the Art Institute and Field Museum), diverse culinary scenes (deep-dish pizza, Chicago dogs), and 26 miles of lakefront with sandy beaches. Visitors can enjoy top-tier shopping on the Magnificent Mile, live theater, and vibrant nightlife.
