Cheap Flights from Tucson to Chicago
Browse current best options from Tucson. Become a member to unlock all deals and get alerts when new deals appear.
Deals from
Tucson
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Prices updated 24 days ago
486,190 searches this week
171 airlines compared
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Fares are subject to change and may not be available for all dates. (Data last updated May 29, 2026.)
Today’s best flight deals from Tucson to Chicago
Explore current cheapest deals departing from Tucson to Chicago
Round trip
Sort by: Cheapest
October 22 - October 24
TUS - Chicago
$333
$240
Round trip
October 22 - October 26
TUS - Chicago
$332
$240
Round trip
September 10 - September 16
TUS - Chicago
$300
$246
Round trip
November 7 - November 10
TUS - Chicago
$389
$246
Round trip
August 8 - August 13
TUS - Chicago
$246
$248
Round trip
October 14 - October 21
TUS - Chicago
$505
$249
Round trip
August 12 - August 14
TUS - Chicago
$383
$267
Round trip
August 15 - August 17
TUS - Chicago
$362
$268
Round trip
November 14 - November 23
TUS - Chicago
$375
$268
Round trip
August 14 - August 17
TUS - Chicago
$249
$271
Round trip
Unlock all 500+ flight deals to Chicago and get alerts when great deals appear
Route Intelligence — 486,190 Searches this Week
Insights for flights from Tucson to Chicago
How much is a round trip from Tucson to Chicago
Regular price: $258 - $448
Prices for flights from Tucson to Chicago are currently below the regular range.
The regular price range for this route is $258 to $448. The current lowest deal is $240 with Southwest Airlines, for travel from Oct 22-Oct 24.
now $240
Low $258
High $448
The cheapest time to fly from Tucson to Chicago
Flights from TUS to CHI are cheapest in April, with a median price of $303. The most expensive month to fly is January, with a median price of $949. Prices are generally lower from March to December.
April
Flights from $303
January
Flights from $949
Direct flights from Tucson to Chicago
American Airlines
Southwest Airlines
Last-minute flights going from Tucson to Chicago
Fri, Jul 3
TUS - Chicago
Tucson (TUS) - Chicago (ORD)
American Airlines
$343
$320
One-way
Mon, Jul 6
TUS - Chicago
Tucson (TUS) - Chicago (ORD)
American Airlines
$223
$310
One-way
Mon, Jul 6
TUS - Chicago
Tucson (TUS) - Chicago (ORD)
American Airlines
$289
$319
One-way
Wed, Jul 8
TUS - Chicago
Tucson (TUS) - Chicago (ORD)
American Airlines
$334
$319
One-way
Thu, Jul 9
TUS - Chicago
Tucson (TUS) - Chicago (ORD)
American Airlines
$266
$310
One-way
Thu, Jul 9
TUS - Chicago
Tucson (TUS) - Chicago (ORD)
American Airlines
$266
$311
One-way
Biggest price drops on these dates for flights from Tucson to Chicago
Oct 14 - Oct 21
$505 → $249
51%
Oct 23 - Oct 26
$521 → $319
39%
Oct 25 - Oct 27
$529 → $329
38%
Oct 25 - Oct 28
$527 → $329
38%
Popular Airports to fly from Tucson to Chicago
Tucson - Chicago route insights
💸 Price insights
Recent fares are below the typical level
Recent fares from Tucson to Chicago are below the typical level, with deals around $240.
📅 Best time to fly
April is historically the cheapest month to fly
Historically, April is the cheapest month to fly from Tucson to Chicago, with a median price of $303.
⏱️ Flight duration
Flights typically take 8h 44m
Flights from Tucson to Chicago typically take 8h 44m, with most routes involving connecting flights.
✈️ Airlines & availability
Frequent deals are available on this route
Deals on flights from Tucson to Chicago are frequent, with over 1 deal per day historically.
🏆 Airline highlight
Southwest Airlines offers a recent deal for $240
Southwest Airlines recently offered a deal for $240 from Tucson to Chicago for an October trip.
🎯 Booking tip
Consider connecting flights for more options
Connecting flights are dominant on this route, with a median of 2 stopovers when connecting.
Tucson main airports to depart from
Tucson International (TUS)
Tucson International Airport is a good choice for flights from Tucson to Chicago.
📍 ~12 km from Tucson city center (reachable by car)
💸 Flights from ~$240
Chicago main airports to arrive at
Chicago Midway International (MDW)
Chicago Midway International Airport is a convenient arrival option for flights from Tucson to Chicago.
📍 ~15 km from Chicago (reachable by car)
💸 Flights from ~$240
Chicago Rockford International (RFD)
Chicago Rockford International Airport serves as an alternative arrival airport for flights to Chicago.
📍 ~120 km from Chicago (reachable by car)
💸 Flights from ~$1004
O Hare International (ORD)
O Hare International Airport is a major hub for travelers arriving in Chicago from Tucson.
📍 ~25 km from Chicago (reachable by car)
💸 Flights from ~$246
Airports nearby Chicago used as alternative
General Mitchell International (MKE)
Consider MKE for its excellent proximity to Chicago and direct rail access via Amtrak Hiawatha service.
📍 ~135 km from Chicago (reachable by rail)
💸 Flights from ~$363
South Bend International (SBN)
SBN is geographically the closest alternative to Chicago, with direct commuter rail connections to downtown.
📍 ~120 km from Chicago (reachable by rail)
💸 Flights from ~$308
Gerald R. Ford International (GRR)
GRR is a major regional hub offering a wide range of cabin classes, good for eastern Chicago travelers.
📍 ~220 km from Chicago (reachable by car)
💸 Flights from ~$368
Dane County Regional (MSN)
MSN is a reliable regional airport with consistent service, less congested than major Chicago hubs.
📍 ~200 km from Chicago (reachable by car)
💸 Flights from ~$313
Fort Wayne International (FWA)
FWA provides stable regional service and is an alternative for travelers in Chicago's southeastern suburbs.
📍 ~230 km from Chicago (reachable by car)
💸 Flights from ~$277
Business & First Class Flight Deals to Chicago
Discover luxury on the budget with premium cabin class on flights from Tucson to Chicago.
Elite
Best Elite deals to Chicago
Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.
From TUS
Elite
Dec 12
Chicago, United States
88% AI deal score
$2,696
$1,149
Save $1,547
From TUS
Elite
Dec 12
Chicago, United States
88% AI deal score
$2,728
$1,193
Save $1,535
From TUS
Elite
Nov 12
Chicago, United States
87% AI deal score
$2,399
$1,119
Save $1,280
From TUS
Elite
Aug 11
Chicago, United States
87% AI deal score
$2,939
$1,311
Save $1,628
From TUS
Elite
Aug 10
Chicago, United States
87% AI deal score
$2,940
$1,315
Save $1,625
From TUS
Elite
Aug 03
Chicago, United States
87% AI deal score
$3,245
$1,479
Save $1,766
From TUS
Elite
Jul 05
Chicago, United States
87% AI deal score
$1,353
$761
Save $592
From TUS
Elite
Jul 03
Chicago, United States
86% AI deal score
$1,520
$849
Save $671
From TUS
Elite
Sep 13
Chicago, United States
85% AI deal score
$2,932
$1,361
Save $1,571
From TUS
Elite
Aug 07
Chicago, United States
85% AI deal score
$1,650
$938
Save $712
From TUS
Elite
Jul 30
Chicago, United States
85% AI deal score
$1,316
$812
Save $504
From TUS
Elite
Sep 04
Chicago, United States
84% AI deal score
$2,822
$1,355
Save $1,467
From TUS
Elite
Sep 04
Chicago, United States
84% AI deal score
$2,778
$1,360
Save $1,418
From TUS
Elite
Oct 14
Chicago, United States
84% AI deal score
$1,615
$950
Save $665
From TUS
Elite
Dec 11
Chicago, United States
84% AI deal score
$1,658
$964
Save $694
From TUS
Elite
Jul 03
Chicago, United States
84% AI deal score
$1,594
$968
Save $626
From TUS
Elite
Jul 30
Chicago, United States
84% AI deal score
$1,331
$856
Save $475
From TUS
Elite
Jul 22
Chicago, United States
84% AI deal score
$1,341
$856
Save $485
From TUS
Elite
Jul 30
Chicago, United States
84% AI deal score
$1,316
$856
Save $460
From TUS
Elite
Jul 29
Chicago, United States
84% AI deal score
$1,316
$856
Save $460
From TUS
Elite
Jul 24
Chicago, United States
84% AI deal score
$1,317
$860
Save $457
From TUS
Elite
Jul 04
Chicago, United States
84% AI deal score
$1,353
$911
Save $442
From TUS
Elite
Sep 12
Chicago, United States
83% AI deal score
$1,270
$822
Save $448
From TUS
Elite
Jul 31
Chicago, United States
83% AI deal score
$1,323
$886
Save $437
From TUS
Elite
Jul 31
Chicago, United States
83% AI deal score
$1,369
$886
Save $483
From TUS
Elite
Jul 16
Chicago, United States
83% AI deal score
$1,327
$909
Save $418
From TUS
Elite
Jul 30
Chicago, United States
83% AI deal score
$1,353
$911
Save $442
From TUS
Elite
Jul 22
Chicago, United States
83% AI deal score
$1,341
$911
Save $430
From TUS
Elite
Sep 25
Chicago, United States
82% AI deal score
$1,458
$948
Save $510
From TUS
Elite
Jun 19
Chicago, United States
82% AI deal score
$1,793
$1,184
Save $609
From TUS
Elite
Jul 23
Chicago, United States
82% AI deal score
$1,326
$911
Save $415
From TUS
Elite
Jul 15
Chicago, United States
82% AI deal score
$1,351
$933
Save $418
From TUS
Elite
Jul 18
Chicago, United States
82% AI deal score
$1,341
$941
Save $400
From TUS
Elite
Jul 30
Chicago, United States
82% AI deal score
$1,344
$941
Save $403
From TUS
Elite
Jul 18
Chicago, United States
82% AI deal score
$1,360
$941
Save $419
From TUS
Elite
Jul 23
Chicago, United States
82% AI deal score
$1,350
$941
Save $409
From TUS
Elite
Nov 12
Chicago, United States
81% AI deal score
$2,454
$1,441
Save $1,013
From TUS
Elite
Aug 08
Chicago, United States
81% AI deal score
$1,384
$950
Save $434
From TUS
Elite
Aug 13
Chicago, United States
81% AI deal score
$1,406
$964
Save $442
From TUS
Elite
Aug 03
Chicago, United States
81% AI deal score
$1,361
$972
Save $389
From TUS
Elite
Jun 19
Chicago, United States
81% AI deal score
$1,444
$1,059
Save $385
From TUS
Elite
Jun 18
Chicago, United States
81% AI deal score
$1,216
$916
Save $300
From TUS
Elite
Jun 19
Chicago, United States
81% AI deal score
$1,263
$932
Save $331
From TUS
Elite
Jun 20
Chicago, United States
81% AI deal score
$1,242
$938
Save $304
From TUS
Elite
Jul 15
Chicago, United States
81% AI deal score
$1,322
$941
Save $381
From TUS
Elite
Jul 21
Chicago, United States
81% AI deal score
$1,324
$941
Save $383
From TUS
Elite
Jul 28
Chicago, United States
81% AI deal score
$1,331
$941
Save $390
From TUS
Elite
Jul 29
Chicago, United States
81% AI deal score
$1,330
$941
Save $389
From TUS
Elite
Jul 21
Chicago, United States
81% AI deal score
$1,329
$941
Save $388
From TUS
Elite
Jul 31
Chicago, United States
81% AI deal score
$1,331
$943
Save $388
From TUS
Elite
Jul 29
Chicago, United States
81% AI deal score
$1,343
$960
Save $383
From TUS
Elite
Jul 18
Chicago, United States
81% AI deal score
$1,351
$967
Save $384
From TUS
Elite
Jul 31
Chicago, United States
81% AI deal score
$1,351
$967
Save $384
From TUS
Elite
Jul 25
Chicago, United States
81% AI deal score
$1,354
$967
Save $387
From TUS
Elite
Jul 23
Chicago, United States
81% AI deal score
$1,360
$971
Save $389
From TUS
Elite
Jul 27
Chicago, United States
81% AI deal score
$1,363
$980
Save $383
From TUS
Elite
Jul 30
Chicago, United States
81% AI deal score
$1,362
$989
Save $373
From TUS
Elite
Jul 01
Chicago, United States
81% AI deal score
$1,366
$1,005
Save $361
From TUS
Elite
Jul 01
Chicago, United States
81% AI deal score
$1,366
$1,005
Save $361
From TUS
Elite
Jul 01
Chicago, United States
81% AI deal score
$1,366
$1,013
Save $353
From TUS
Elite
Jul 14
Chicago, United States
80% AI deal score
$1,263
$938
Save $325
From TUS
Elite
Dec 21
Chicago, United States
80% AI deal score
$1,914
$1,081
Save $833
From TUS
Elite
Aug 05
Chicago, United States
80% AI deal score
$1,160
$775
Save $385
From TUS
Elite
Jun 20
Chicago, United States
80% AI deal score
$1,244
$938
Save $306
From TUS
Elite
Jun 19
Chicago, United States
80% AI deal score
$1,244
$941
Save $303
From TUS
Elite
Jun 19
Chicago, United States
80% AI deal score
$1,242
$976
Save $266
From TUS
Elite
Jul 15
Chicago, United States
80% AI deal score
$1,323
$989
Save $334
From TUS
Elite
Jul 29
Chicago, United States
80% AI deal score
$1,352
$989
Save $363
From TUS
Elite
Jul 24
Chicago, United States
80% AI deal score
$1,350
$989
Save $361
From TUS
Elite
Jul 24
Chicago, United States
80% AI deal score
$1,324
$989
Save $335
From TUS
Elite
Jul 29
Chicago, United States
80% AI deal score
$1,326
$989
Save $337
From TUS
Elite
Jul 23
Chicago, United States
80% AI deal score
$1,341
$1,001
Save $340
From TUS
Elite
Jul 25
Chicago, United States
80% AI deal score
$1,363
$1,015
Save $348
From TUS
Elite
Jun 19
Chicago, United States
80% AI deal score
$1,321
$1,019
Save $302
From TUS
Elite
Jun 18
Chicago, United States
80% AI deal score
$1,310
$1,019
Save $291
From TUS
Elite
Jul 06
Chicago, United States
79% AI deal score
$1,267
$968
Save $299
From TUS
Elite
Jul 05
Chicago, United States
79% AI deal score
$1,309
$1,007
Save $302
From TUS
Elite
Aug 01
Chicago, United States
79% AI deal score
$1,204
$824
Save $380
From TUS
Elite
Jun 22
Chicago, United States
79% AI deal score
$1,203
$971
Save $232
From TUS
Elite
Jul 28
Chicago, United States
79% AI deal score
$1,317
$1,014
Save $303
From TUS
Elite
Jul 31
Chicago, United States
79% AI deal score
$1,323
$1,015
Save $308
From TUS
Elite
Aug 07
Chicago, United States
78% AI deal score
$1,410
$938
Save $472
From TUS
Elite
Aug 18
Chicago, United States
77% AI deal score
$1,386
$948
Save $438
From TUS
Elite
Aug 22
Chicago, United States
74% AI deal score
$1,149
$954
Save $195
From TUS
Elite
Jun 22
Chicago, United States
74% AI deal score
$1,306
$1,039
Save $267
From TUS
Elite
Sep 19
Chicago, United States
74% AI deal score
$1,429
$1,095
Save $334
From TUS
Elite
Aug 08
Chicago, United States
74% AI deal score
$1,428
$1,095
Save $333
From TUS
Elite
Aug 23
Chicago, United States
74% AI deal score
$1,712
$1,235
Save $477
From TUS
Elite
Sep 05
Chicago, United States
74% AI deal score
$1,116
$812
Save $304
From TUS
Elite
Sep 03
Chicago, United States
74% AI deal score
$1,108
$812
Save $296
From TUS
Elite
Aug 18
Chicago, United States
74% AI deal score
$1,158
$812
Save $346
From TUS
Elite
Jun 22
Chicago, United States
74% AI deal score
$1,155
$976
Save $179
From TUS
Elite
Jun 18
Chicago, United States
74% AI deal score
$1,244
$1,001
Save $243
From TUS
Elite
Nov 05
Chicago, United States
73% AI deal score
$984
$791
Save $193
From TUS
Elite
Sep 03
Chicago, United States
73% AI deal score
$1,098
$812
Save $286
From TUS
Elite
Aug 22
Chicago, United States
73% AI deal score
$1,169
$860
Save $309
From TUS
Elite
Sep 17
Chicago, United States
73% AI deal score
$1,121
$860
Save $261
From TUS
Elite
Sep 04
Chicago, United States
73% AI deal score
$1,115
$860
Save $255
From TUS
Elite
Sep 04
Chicago, United States
73% AI deal score
$1,108
$860
Save $248
From TUS
Elite
Sep 18
Chicago, United States
73% AI deal score
$1,122
$860
Save $262